The Art of Petticoat Punishment
by Carole Jean
Part 51e - Amber P. and Daphne's Lipstick Discipline
ALL NEW AND EXCLUSIVE TO PETTICOAT PUNISHMENT ART
Lipstick Discipline
by Amber P. and Daphne
Illustrations by Daphne
Chapter 28 - A New Job ….
That night at Kathy’s house proved a disastrous turning point in my life. Previous to that fateful evening I had some faint hope that my mom would get bored with her little game and that I’d be allowed to resume something of a normal life. But after Mrs. Wade drug me into my own home – before my own mother! – wearing little more than a pair of her daughter’s panties and an apron, well, things just didn’t go well for me. Not well at all . . .
Mom, of course, was elated! In the days that followed she refused to let up, insisting that I continue with our 'agreement' and keeping me under her thumb with even greater determination than before. Any progress I’d made toward regaining my manhood was completely destroyed. Of course, I begged her to give me another chance, promising to keep my nose clean and do everything she said.
"I promise, Mom, I’ll do anything. Just please stop being mean to me!" I begged.
"Good! Then you won’t mind getting back into your girlie clothes now, will you?"
"That’s not what I meant . . ." I said weakly.
"I thought you said you were going to do everything I said?" she shot back. "Were you lying to me just now? Is that what you are now, a liar?"
I had do something, and quick! If I didn’t, I'd be wearing high heels and panties and taking care of the house as long as I lived under her roof!
"I’m not lying . . . Please, Mom, I’ll do anything . . . everything . . . but that . . ."
"Live in my house, live by my rules," she preached with a smile. "You certainly didn’t mind running around in panties at your little girlfriend’s house. Why shouldn’t you do the same in your own home. Believe me, little man, I’m going to make sure you get plenty more of the same."
"But, Mom," I tried to stop her one more time, just for a second. That was a bad mistake.
SLAPP!!! The palm of her hand was across my face faster than a bolt of lightning.
"Do not interrupt me, mister!" my mom said with a tone in her voice that truly scared me. She actually sounded as though she was enjoying herself!
"I’m … s-s-sorry," I said softly.
"You better be. Now you listen to me and you listen good, little man," she said with a frightening smile. "You’re going to learn to do as I tell you if it’s the last thing I do on this earth. If I say you're going to wear lipstick, then you're going to wear lipstick. If I send you to school in a dress, you're going to wear a dress and like it! If I put you to work cleaning house, you’ll clean house. You're going to learn to do everything I say and you'll do it with no questions asked, do you understand me? And don’t even try to argue with me. After your little shenanigans the other night, after Mrs. Wade brought you home in your girlie-girlfriend’s panties and lipstick, you’ve shown me what a little sissy you really are. So you may as well learn to enjoy yourself, sweetie, because that's just the way it is."
See what I mean? There was nothing for me to do but give up. So that’s what I did. I gave up.
There was no end to the obstacles in my path. Even though I was a freshman in high school now and I had all sorts of homework and projects to do, my responsibilities around the house were increased dramatically. Laundry was done every day and everything was kept spotless, thanks to ‘Pamela’, who suddenly acquired a little black dress and a matching lace apron. I couldn't believe it! The first time I was presented with these monstrosities I had a premonition that Mom had actually gotten me employment as a maid.
Imagine my horror when I was informed that this was true!
"You . . . you got me a job as . . . as a maid?" I couldn’t believe my ears. Was she crazy?
"Of course I did," my mom said with a big grin. "I told you I was going to, remember?"
I felt the pit of my stomach fall and for an instant I felt dizzy. "I really have a job as a maid . . .?"
Mom took a sip of her coffee and nodded. "Two jobs, actually. Mrs. McCuddy and Mrs. Johnston are both willing to pay you good money for your time. All you have to do is go to Mrs. McCuddy's house on Mondays and Wednesdays pick up a little and run the vacuum. Oh, and maybe on the occasional Saturday help with her bridge club. You do the same for Mrs. Johnston and Rita on Tuesday and Thursday. Except for the bridge club, of course. The rest of your free time you can spend helping me!"
Free time? I thought. What free time?
Mom grinned that grin when she knows I’m miserable. "Doesn't that sound just great?"
I nodded, then shook my head as the full realization of what she’d said sank in.
"But . . . a maid? In a dress? In that dress???!!!" I suddenly felt dizzy. "In front of Mrs. McCuddy . . . and . . . Mrs. Johnston . . . and Rita . . .?"
Mom shrugged her shoulders. "So? It’s not like you haven’t worn a dress to see either one of them before."
"That’s not to point, Mom," I said softly. "I just . . . it isn’t . . ."
I took a deep breath. I really hated arguing with my mom. She always won and I always ended up worse off than before. Maybe that was the point of the exercise.
My mother smiled a crooked smile. "Come on, what is it? Spit it out . . . you have homework to do, you know. Let's get on with it."
I looked at the ugly black dress and shivered. "Well, it’s just that . . . I'll look like a . . . servant or something . . . in that thing. I can’t walk through the neighborhood in it. It is so embarrassing looking, Mom. Please, don’t make me wear it . . . it’ll cause problems."
"Your problems are not my problems." My mom smiled. "Deal with them. You're smarter than you give yourself credit for."
The solutions to my problems weren’t easy to come up with. The first few days were as mentally demanding as they were physically taxing. As soon as I got off the school bus I’d run home, change in to my 'work clothes' and head off for my job.

I was desperate to keep this a secret, so I came up with a disguise of sorts. Digging through my mother’s old things, I found a gray wool coat that fit over my maid’s dress rather well. I also found a hat that worked pretty good, too. Add to all that my purse and heels, I looked pretty much like any other female you might see walking through our neighborhood on a given afternoon, or at least I hoped so. From the instant I stepped off our front porch and headed down the sidewalk I fretted over the possibility of being discovered. Combine that with having to walk a mile – both ways! – in a pair of heels and you can imagine the kind of stress I was under.
My new maid’s outfit was a big hit with both Mrs. McCuddy and the Johnstons. Mrs. McCuddy was especially excited to have a servant at her beck and call and she made me work for my money. "Picking up a few things and running the vacuum" – as my mother promised – quickly turned into a whole new world of chores I’d never even heard of! That old lady had me polishing her silverware and sorting her linen and ironing her clothes and cleaning the toilets and on and on and on. Dusting, to her, was an art form and she insisted that I remove every knick-knack and trinket on every shelf in every room and clean it by hand before putting it back in its proper place. She even bought me an old-fashioned feather duster and would follow me around the house like the queen of the castle to make sure I did my job properly.
"This house once required five girls just like yourself to keep it going," the grand old lady would say at least a dozen times during each of my visits. "You are just going to have to work harder if you want to keep up. Come along, Pamela, don’t be a lazy girl!"
Adding insult to injury, I’d have to make tea and bake some cookies and serve them to my employer at the end of each day. She would then make me sit and listen to her ramble about "the good old days" for about half an hour before allowing me to leave for home. It was always so tedious and I’d be itching under my girdle and my feet would be sore. But, still, I did as I was told. A mere boy in a dress, I didn’t know what else to do.
That first time I helped out at one of Mrs. McCuddy’s Saturday bridge club meetings was a day of misery, as you no doubt predicted. I arrived at nine sharp and was immediately put to work setting tables and chairs and arranging dishes. The caterer came by and dropped off enough food to feed an entire army. Mrs. McCuddy immediately put me to work setting up the buffet, directing my every move with the precision of a Marine Corps drill sergeant.
"I normally have to pay Georgio for setting everything up," she croaked in her little old lady voice. "But now that I’ve got myself some cheap hired help, I don’t have to do that anymore."
I was worn out when guests starting arriving, but that was when the real work – and humiliation! – began. There were at least a dozen old ladies, some blue-haired, some silver, some with dyed hair and wigs, all reeking with little old lady perfume and painted with lipstick and dripping in old fashioned jewelry. Everyone seemed impressed to see me standing at the door, dutifully taking their coats and directing them into the parlor.
"Irma’s got herself a hired girl," one of them muttered with a wicked smile. "Very pretty, very cute."
I wanted to say, "No, you moron, I’m not a girl!" But a glance in the mirror was enough to change my mind.
The party wasn’t over until three, by which time I was worn to a frazzle! It wasn’t too bad an experience, but I was physically drained and emotionally taxed. The worst thing that happened was that while Mrs. McCuddy would refer to me as her ‘girl’, she occasionally called me by my real name, which caused more than a little confusion. Enough people noticed this that I suddenly became the top topic of gossip. Unfortunately, more than one old lady just happened to know my mother and it was only a matter of time before I was confronted with the truth.
"I know Mrs. Palmer who lives on Crescent Avenue," one old lady said, shaking her finger at me, "and she’s got a boy named Greg who looks an awful lot like you. She used to dress him funny for Halloween every year."
Well, that got everyone excited and I was suddenly trapped in the middle of a swarm of smarmy smiles and gloating glance. Mrs. McCuddy looked like the proverbial cat that ate the bird, so I had no help from her. Finally, I sighed and gave up. As much as I dreaded doing it, I reluctantly confessed to the entire company that, yes, I was indeed Greg Palmer – "Yes, ma’am, the one who lived on Crescent Avenue," – and that yes, I was a boy.
Well, that announcement caused no little amount of snickers and grins, and the conversation at each table was ripe with phrases like "such a pretty boy" and "he looks just like granddaughter." More than one old lady commented that "it was about time boys learned how hard women’s work can be!" and I just grinned and nodded and kept my mouth shut while I continued to serve drinks and snacks.
Mrs. McCuddy kept on me throughout the afternoon, making certain that I served each and every guest on time and with proper manners.
"Don’t wait to be asked to do something, girl!" she said for the umpteenth time. "Watch and anticipate what someone might want. I’m not paying you to stand around and look pretty."
"Yes, ma’am," I squeaked submissively.
"And stop looking so miserable. You’re causing a scandal with that sad look on your face. Smile, like the pretty girl you’re pretending to be! I’m paying you good money for quality help, not some sour-faced lazy boy to pout and mope about! Do you want me to call your mother?"
Forcing myself to smile as best I could, I shook my head in earnest. "Gosh, no! Please, don’t call her. I’ll do better. I promise!"
Funny … how something like a smile can affect both the smiler and those who see the smile. As miserable and unhappy as I felt in that stupid dress and waiting on all those stupid old ladies, the mere act of smiling made things at least seem a little better. Especially when it came to talking with the old ladies. They would see me smile and they would smile back, which made me want to smile even more. I still got my share of teasing – "How about coming to work for me, pretty boy?" and "I wish my grandson was here with me … he loves flirting with the hired help!" – but it was not nearly as bad as the teasing I would have gotten at school from my so-called friends.
Probably the most humiliating thing I had to do was wait on Mimi, my employer’s spoiled pet poodle. Mimi had her own crystal food bowl, which Mrs. McCuddy insisted I bring into the parlor so everyone could "ooh" and "ahhh" over it. That stupid dog seemed to know exactly what was going on and she would yip and yap and snap at me every minute of the day.
"Looks like Mimi enjoys bossing around your pretty little maid," one of the ladies proclaimed. A titter of laughter swept through the room. Keeping in character, I just nodded and smiled and pretended this was the way things were supposed to be.
The real humiliation came when I had to take Mimi for her walk every half hour, to keep her calm and make sure she didn’t make a mess on the carpet. This single chore along was enough to wear me out! Try walking your dog around the block in a pair of three-inch high heels if you ever wonder why!

As our guests finally took their leave, I got more than my share of compliments. Mrs. McCuddy insisted that I fetch everyone’s coat, one at a time, and stand by her side as they left the house. I got my cheek pinched so many times, it was painful! And to hear all those comments, everything from "Remember, I need a pretty boy maid to come work for me" to "Good thing he’s not working for me or I’d have him looking really pretty!" The worse one was something like, "If you ever get lonely, pretty miss, just let me know. Have I got a boyfriend for you!"
Some of those old ladies had a mean streak in them, too! At least two of them gave me a smack on the bottom as they headed out the door. And one even flipped up the hem of my skirt! Not knowing how to react, I just kept silent as they all chuckled to themselves and minced on down the front steps toward their cars.
After the party was over, it took me nearly two hours to clean up the mess, to include washing and drying the plates and crystal and washing the linens. I felt like crying, but I kept my servant’s smile, just in case my employer was looking.
At long last I headed for the door, my mother’s coat in one hand and my purse in the other.
"Here’s a little something for your trouble, girl," Mrs. McCuddy said gruffly.
I took the piece of paper and saw that it was a check. It was for a lot more money than I expected. Enough to make me think that my time hadn’t been wasted. More than enough for me to smile for real.
"Um, thank you, Mrs. McCuddy," I said sheepishly. "This is a lot of money … just for one day’s work."
"You worked hard and you deserve it. Put some of it away and buy yourself something pretty with the rest," Mrs. McCuddy said when she saw my reaction. "A good girl deserves nice things."
As much as I hated, well, I didn’t hate that little old lady, just the things she made me do . . . I couldn’t resist giving her a little hug. It was only the polite thing to do.
"Such a good girl," she whispered in my ear. "See you next week."
"Yes, Ma’am," I croaked. I looked down at the check again. It was more money than I’d ever been given in my entire life. As much as I hated wearing that stupid maid’s outfit, well, I couldn’t help feeling good about what just happened.
Maybe working as a maid wasn’t such a bad thing after all . . .
Talk about confusing!!!
In contrast to taking care of Mrs. McCuddy, the experience in the Johnston house was completely different. Twice a week I’d show up to an empty house and follow a list of chores that included everything from doing laundry to preparing supper for Mrs. Johnston and her family. I was especially nervous about showing up at the Johnston house in that goofy maid’s dress, as they had a teenaged boy who could very well make my life a living hell.
Fortunately for me, the first few days went rather smoothly. It turned out that Mrs. Johnston was less interested in my dusting and cleaning skills than she was engaging me in conversation during my sessions at her home. While I put the kitchen in order or folded underwear, she would chit-chat endlessly about the dumbest things, and expect me to reply, of course. Most of her conversations had to do with how pretty I looked and how well I carried myself and how much it meant to my mother for me to play along with her ‘little game’. Occasionally she would tease me a bit by saying how she knew I was just pretending to hate having to dress up and how she couldn’t wait to see my taste in boys. At first I protested such comments, but she would shush me and go on as though I hadn’t said a word. After a while I just gave up and nodded and smiled and bided my time until it was time to head for home.
"I am just going to have to introduce you to my son, Kevin," she’d say every once in a while. "Too bad he has football practice every afternoon. I keep hoping that you’ll run into each other, but you two keep missing each other. It’s actually rather funny. I think you would hit it off quite well."
I knew Kevin, of course, from when Rita used to babysit me and my little brother. We'd never really hung around each other much because of the difference in our ages. And now the mere idea of bumping into him terrified me! Nearly two years older than me, Kevin was popular and athletic and smart, just exactly the kind of guy that I wanted to avoid. Especially if I was wearing a dress!
"Um, I don’t think we’d get along," I’d invariably say. "Guys like Kevin don’t . . . don’t hang out with people like . . . me."
"Maybe not, ‘Pamela’. But you don’t give yourself enough credit. All your hard work is paying off. You’re becoming quite the fetching young lady. You two could be a cute couple."
All of my hard work? Cute couple? Was this woman crazy? Didn’t she listen? Didn’t she know how much I hated being forced to dress up and act like a girl? What was she, blind and deaf????
I kept all that inside, of course. I just smiled and folded the laundry and nodded like the good girl I appeared to be.
Between my new job and school and homework and whatever chores my mother had for me around the house, my life was busier than ever. The problem was, none of it was what I wanted to do. Oh, sure, I was making money like crazy, but I never had time to spend it and whenever I did, Mom made sure it went to things like lipstick and panties and not comic books or soft drinks.
I was also somewhat lonesome. My friends at school were sparse and none of them were boys. The few guys I ran into thought I was a fag, and I made sure to steer clear of them. The one boy I was apparently destined to be friends with, well, his mom saw me more as a date than as a buddy. That was enough to push me over the edge. Many was the time that I’d be in the middle of some menial task, like dusting one of Mrs. McCuddy’s ceramic kitties or cleaning Mrs. Johnston’s toilet, and I’d just start crying for no apparent reason. Well, yeah, sure, I had plenty of reasons, chief among them were the too-tight girdle I was wearing or the long walk home that was still ahead of me or a combination of both.
"Why are you crying?" my mother asked me one night as I came through the back door. "You better not be in trouble with Mrs. Johnston!"
I shook my head and just stood there. Looking down at my feminine attire, I burst out in a fresh wave of tears. Here I was, a fourteen year old boy, kicked off the little league team and stuck doing girl’s work every day after school in a dress! What wasn’t there for me to cry over???
"Poor baby," my mother said with genuine affection. "I’ll tell you what. Why don’t you go take a nice douche and I’ll pour you a hot bath. Afterward we’ll get into our ‘jammies and have a quiet supper, just you and me."
My mom then kissed me on the forehead and gave me another hug.
"Do . . . do I have to . . . douche?" I said weakly. "I feel fine . . ."
"Oh, you don’t know how you feel, silly girl!" My mom gave me a stern, yet playful look. "Just do as I say and don’t worry your pretty little head, all right? It’ll make you feel so much better. Promise me, I know what I’m talking about! Poor, poor ‘Pamela’, I don’t know what you’d do without me."
Wow . . . lucky me.
Chapter 29 - . . . and a New Friend
Despite that fateful night at Kathy's house and all the madness in my own home, my life at school remained fairly uneventful. I kept to myself most of the time, went to class and tried my best to stay out of trouble. Occasionally I'd bump into somebody who remembered me from Sadie Hawkins Day and teased me about it, but that didn't bother me much. I'd just laugh and roll my eyes and take my lumps, and then go on with life. Todd and Joe, of course, still gave me a fairly hard time, but I stayed out of their way as best I could. I'd hear about them picking on other kids sometimes and count my lucky stars that they didn't bother looking me up.
Whew!
Perpetually trapped between being a professional maid and my mother’s favorite ‘daughter’, I spent most of my time doing my homework and hiding in my room. That was when Mom began insisting we spend quite a bit of ‘quality time’ together. This would entail us working on each other’s hair on Friday nights, cleaning house on Saturday mornings – if Mrs. McCuddy didn’t need me, of course! – and then Saturday evening shopping or going to a movie or dinner on a 'girls’ night out'.
On some weekend afternoons my mother would have me sit next to her and watch a romance or musical on television, or if I was really unlucky, I’d have to read from one of her favorite romance novels. I hated that, especially when it came to the kissing scenes, but Mom enjoyed it, so I gritted my teeth and did as I was told.
"You read that like you were really getting into it," she said one night."Maybe you’ll have pleasant dreams tonight, ‘Pamela’."
"Mom, please, don’t talk like that."
She pointed to the muscular hero on the cover of the book in my hand and giggled. "Don’t you think that would be fun, kissing a big strong man like that?"
"Mom! No way!"
"You say that now, but I know better."
The sound of her laughter haunted me the rest of the night! The sad part was, I did start having dreams, just like she predicted. More often than not I’d be on the run, clad in little more than a slip or my stupid girdle, stumbling down a corridor in a pair of high heels, pursued by shadowy figures that laughed and whispered ugly words, sending chills down my spine and causing me to tremble anxiously. Occasionally, I’d feel a hand pull at my clothes or grab me by the arm or caress my bottom. Once in a while one of the shadow figures would pull me close and try to kiss me on the mouth. I remember waking up in the middle of the night more than once after such a dream. I’d be sweating like crazy and chilled, both at the same time. I’d spend the rest of the night laying there, torn between fear and curiosity as I struggled to go back to sleep.
Anyway, trapped in all this confusion, life at home got kind of lonely, but I made the best out of a bad situation. Kinda. Except for Kathy and Rita and a few of my mom's friends we never had any visitors at our house. Well, I never had any visitors or friends at our house. That was a blessing actually. I knew good and well if any of the guys from my science club came over to shoot off rockets, or if somebody wanted to trade comic books with me, they'd be met at the door by a very upset boy in a dress, apron and high heels. Knowing my mom, she'd have us give each other makeovers or something equally asinine. I had bad dreams about that kind of thing happening and I was desperate to make sure they never came true.
Then something really bizarre happened. Something that shook me up really bad. Want to hear about it? Of course you do.
It all started in the school cafeteria with a simple "Mind if I sit here?"
I usually sat with Kathy and her friends during lunch, but if she couldn't make it I usually sat by myself. That's the way it was since I'd made my debut in lipstick and high heels on Sadie Hawkins Day. Most of the guys I knew from junior high didn't have time for me anyway, not since I'd dropped out of baseball. And because of the way Mom had been acting I was afraid to make any new friends. Not that it would have made any difference. Guys my age were kind of fussy about who they were seen with; to be perfectly honest, I wouldn't have wanted to hang around a boy whose biggest claim to fame was having cute legs.
Anyway, on this particular day I looked up from my salmon croquette and Mexican corn to see a face that I should have recognized, but didn't. What I did see was a slender, dark-headed boy with a spattering of freckles and a big grin on his face.
"Do you mind?" he asked patiently.
"Um, hi," I said awkwardly. This guy looked familiar, but I couldn't place the face.
"I'm Danny, Danny Watson. You know, from the Sadie Hawkins Day thing?"
"Huh? The Sadie Hawkins thing?" I echoed. What the heck was he talking about?
"Oh, you know, the Sadie Hawkins thing!" The youth rolled his eyes and glanced over his shoulder as though he thought someone would be spying on us. "Remember? I wore the blue gingham dress? You beat me in the pageant?"
The blue gingham . . . Omigosh! The pageant! I felt my face getting hot. The sophomore boy in the blue gingham dress! So that's where I saw him before . . .
"I . . . I didn't recognize you," I said lamely. "I mean, you look a lot different . . . now, I mean."
Danny grinned. "Well, you don't. Except for the lipstick and ponytail, you look about the same. Maybe not quite as cute."
We both smiled, me somewhat nervously, of course. I felt the heat from my face spread to my neck and I wondered how red it looked. Talking about Sadie Hawkins Day wasn't exactly my favorite topic, but this was different. I could tell that already.
"Mind if I sit down?" The slender boy asked for the umpteenth time. He finally took a seat without waiting for me to answer. "I usually see you here with your little girlfriends, but since you're alone today I thought you might want some company."
"Sure, I guess." I nodded. "I'm Greg."
Danny gave me another big grin. "Oh, I already know who you are, all right."
My new friend turned out to be pretty neat. He was a sophomore, all right, fifteen years old, despite being a couple of inches shorter than me and at least ten pounds lighter. I'd thought he'd looked kinda young that day in his dress, for a sophomore, I mean. He looked more like a freshman, but it turned out he was a whole year older than me.
Anyway, Danny asked me how I liked high school and we chatted for a while, you know, gossip about teachers and classes and stuff like that. I discovered he was a bit of a bookworm, more interested in art and music and history than baseball. Still, we seemed to hit it off okay anyway, since we liked the same kinda movies and TV shows and such.
While we talked a million questions raced through my mind, things I'd thought about ever since that traumatic day Mom sent me to school as ‘Pamela’. I remembered seeing the shy sophomore in his dress that day and I thought about what I wanted to ask him at the time. Now I had my chance, but I was much too terrified to do it. The problem was that he might ask me something, too, and then what would I do?
Leave it to Danny to break the ice.
"Okay, enough small talk. Let's talk about something really interesting. Like," – he looked around for eavesdroppers and then whispered – "girl stuff!"
"Um, girl stuff?" I could feel my face burning red again. "What kinda . . . girl stuff?" I whispered.
"Oh, you know, girl stuff. Like lipstick, nail polish . . . high heels." Danny grinned at me like he was about to bust out laughing. "You really like that stuff, don't you?"
A cold chill shot down my spine. "W- . . . what do you mean?"
"Oh, come on. You know . . . I mean, take those high heels you had on Sadie Hawkins Day. You wear them a lot, don't you? I bet you put them on the minute you get home from school every day!"
I could have died! Talk about nerve! It was bad enough when Kathy quizzed me about my girlie clothes, but now I had some boy asking me stuff like that. Talk about uncomfortable!
"No, I do not! I don't wear them at all." I tried to sound hateful, but I don't think it was working. "That was just a costume. For that day only. You oughta know. You were wearing one, too."
"Yes, I was, wasn't I? That's why I know about you and those shoes. They're impossible to walk in. Put one of these guys in a pair of heels like that, he'd fall down like a ton of bricks." The freckle-faced boy gave me a long look. It was like he could see right through me. "But you didn't have any trouble. You've had a lot of practice. Enough to look like you know what you're doing."
"Yeah, well, just 'cause I did it once doesn't mean I dress up like a . . ." - I lowered my voice to where it was barely audible - "like a . . . a fruitcake all the time. I mean, you don't, right?"
My question was met with a long, deliberate silence. I felt my mouth go dry. I had a feeling that this wasn't going anywhere near where I thought it would.
Like I said before, the ironic thing was ever since seeing Danny dressed like a country girl I'd been wondering all sorts of things about him, whether he wore girls' clothes at home and if his mom had anything to do with it. I wondered if he dated anybody - girl or boy - and I even worked out in my mind what his home life might be like. It pleased me to think that there might be someone else out there that was in the same boat I was in, and I relished the thought of some other boy knowing as much about girls and girlish things as I did.
It turned out that Danny apparently had been wondering the same kinds of things about me!
"Come on," he goaded me. "Tell me the truth. And I'll do the same. I bet you wear lipstick every chance you get, too!"
"I . . . I don't know what you . . . you're talking about," I stammered unconvincingly. "Sadie Hawkins Day was . . . you know, just a joke."
The freckle-faced boy gave me a skeptical look. "Yeah, sure. A joke. Real funny. I saw what was going on. I saw you touching up your lipstick between classes. You acted more like a girl than anybody I've ever seen, including me! Your mom showing you how to put on lipstick once or twice doesn't do it. C'mon, man . . . it takes one to know one."
I blinked. "It takes one to know one? What does that mean?"
Danny looked over his shoulder and then back at me again. His expression was almost serious.
"It means, it takes a sissy to spot a sissy. I know about you. I mean, I don't know everything, but I know enough. You know how to wear high heels. You handle yourself really good in girls' clothes. And you definitely know a lot more about putting on lipstick than you let on. A real guy doesn't do any of that stuff, right? So, that makes you a sissy!"
"I'm not a sissy," I whispered hoarsely. "Don't call me that! I can kick your butt if I wanted."
"I doubt that," my new friend said with confidence. "I'm a lot tougher than I look. But that's not the point. Look, if you don't wanna talk about it, tough guy, then fine . . ." He reached for his books and started to get up. "See ya 'round."
I often wonder what would have happened if I'd kept my mouth shut. I guess my life might have turned out a different. A lot different. But I didn't, so I guess we'll never know.
"Wait. I . . . I didn't say that. I mean, we can talk, if you really want."
Danny grinned. It was the nicest grin I'd seen in some time.
"So," he said, his voice a bit more in control than before, "let's talk. But you start, okay? Tell me all about you and . . ." he whispered, "lipstick."
Well, to make a long story short, I confessed. Right there in the school cafeteria, with guarded whispers I told this wide-eyed, smiling fifteen year old boy my darkest secrets. Of course, I didn't tell him everything, just enough to let him know that he was at least partly right about me. I told him pretty much what I'd told Kathy, how my mom had been curious about what if I'd been born a girl and how she'd helped me put my costume together for Sadie Hawkins Day. I even told him a bit about how she put lipstick on me when I was little. Not the whole ugly truth, but just enough to catch his attention. He really ate it up, too.
Needless to say, I didn't dare tell him at that very moment I was trapped in a stupid panty girdle, or how that afternoon ‘Pamela’ would have to dress like a maid and clean house for Old Lady McCuddy. I only told him what I thought I had to, and tales of lipstick and ponytails turned out to be more than enough.
"Wow. Your mom showed you how to do all that stuff?" Danny's eyes glistened. "You're lucky."
"I guess. She gets a little carried away sometimes. Sometimes . . ." – I took a deep breath – "sometimes she wants me to do stuff I don't wanna do. That's kinda tough."
Danny blinked. "What kinda stuff?"
I thought for a moment. I didn't want to say too much and give everything away. "Oh, I don't know, chores, housework, babysitting my little brother . . . you know, girl stuff."
"Girl stuff," Danny repeated. "You sound like that's bad. I don't know why . . . my mom died when I was little. I still miss her. I'd love to have her around showing me how to do stuff like that."
There was another awkward silence. I hadn't expected an answer like that. I shifted in my seat, not sure what I should do next. Danny, again, saved the day.
"So, you do wear lipstick and heels at home, right? What else? What about skirts and dresses? I'll tell you if you tell me."
I felt dizzy as I nodded my head. I had a feeling I shouldn't be telling him anything else, but I couldn't help myself. I was in too deep. "Yeah, sometimes, I guess," I said. My voice was raspy with emotion. "Dresses, maybe a skirt or something. It all depends."
"On what?"
I swallowed. "On my mom."
"I think you're making that up." My new friend gave me a skeptical look. "Your mom doesn't really make you dress up, does she?"
I just shrugged my shoulders and nodded. What else could I do?
"Hmmm . . . Well, still, I bet you look really cute in a dress," Danny said, not at all smiling. He looked over his shoulder. Nobody was paying us any attention at all.
"Well, it's my turn." He took a deep breath and sighed. "I've never told anybody else this but . . . I dress up as often as I can. My mom didn't make me. She didn't have to."
My new friend gave me a sly look. "After she and my dad died, well, my aunt took me and my sisters to live with her. They have a ton of things they let me wear whenever I want. I've been doing it since I was in kindergarten. First it was just in the backyard garden, playin' house and dolls and stuff with my sisters. Then it was for Halloween, and then church plays and now just about anywhere I can get away with it. It’s loads of fun and I love it!"
I blinked. "You . . . you’re serious?" I whispered. "You actually . . . you really . . . love it?"
Danny blushed – which made him look oddly feminine – and grinned. "I do LOVE it! I really do! Greg, I tell you, I'd wear girls' clothes to school if I could. Shoot, I'd give up being a guy if I could, that's how much I love it."
I was stunned. It never occurred to me that someone would want to go that far. I thought that was kind of extreme. "Give up . . . being a boy . . . forever? Are you serious?"
Danny's enthusiasm made his green eyes shine. "Oh, sure. And why not? Girls can do everything boys can do. They get the best seats, the best clothes, and all of the attention! Think about it . . . girls can play ball or dance ballet . . . they can take karate and wear lipstick! They can wear jeans and mini-skirts and nobody thinks a thing about it! Talk about lucky!" The freckled-face scrunched up into a mischievous grin. "Like I said, why not? I mean, wouldn't you if you could?"
"No, I wouldn't!" I had to fight to keep my voice low. I thought about my mom and what she'd have to say about our little discussion. "I . . . I'm a guy. I like being a guy, and I'm going to stay a guy!"
Danny laughed. "Okay, okay, tough guy, I get your point. You're a boy. Congratulations. Still, I know you dress up, so 'fess up. Isn't it fun, playing in girls' stuff? I mean, don't you just love putting on pretty clothes and pretending to be someone else? Just for a little while at least?"
I thought for a minute, and shyly nodded my head. "I guess. A little bit. Maybe"
Danny grinned. "Oh, sure. Maybe. Like the way you were mincing around here a couple of weeks ago, like you were one of the girls? You didn't enjoy that?"
"Not really," I said truthfully. "Like I said, it wasn't my idea."
"Well, you're a heck of an actor." The petite fifteen year old looked at me for a minute. "Or just a big liar."
"I am not a liar," I said hoarsely.
The bell rang, signaling the end of lunch. The cafeteria burst with activity and my new friend started laughing. "Oh, you are, too! You big fibber! I know better than that. I've seen you in action. There's a lot more to you and your little game than you're letting on, and I'm going to figure it all out! See you tomorrow!"
Chapter 30 – Trading Secrets
Oddly enough, my new buddy and I seemed to bump into each other a lot more over the next few days. While part of me was fascinated with the idea of knowing another boy who wore dresses, another part of me was terrified. Against my better judgment, I found myself giving in to the dark side, so to speak.
It turned out that Danny and I had the same study hall together, so we would try and get seats together as often as we could. We only ate lunch together when Kathy and her friends were busy doing other stuff. We kind of downplayed our association together, though it didn't seem to make much difference to anybody else that we'd become friends.
Most of the conversations we had were pretty innocent. We stuck mostly to regular guy stuff and we even talked about schoolwork, believe it or not. Danny was really good at math and he explained some things about algebra to me that made a lot more sense than what my teacher ever said. In fact, my grades went up to a ‘B’ because of his tutoring. I felt really good about that.
Occasionally our talks strayed over to the thing that originally brought us together. Danny usually broached the subject first, mentioning how much he hated being a boy and putting up with the way he was treated and stuff. His dad hadn't been quite as rough and tough as my dad, but it was apparent that it was his mother and aunt that he identified most with. I shared a lot of his point of view, but I was afraid to say much of anything for fear of being overheard and teased. Life was hard enough without reinforcing my less-than-masculine image.
"How about me coming over to your house sometime?" he suggested one day. "I'd like to meet your mom."
I fought a wave of panic. Like I said before, I hadn't had a friend over to visit since the previous school year and I had no idea what my mom would do if I brought somebody home. With my luck she'd make me change into my punishment clothes. Holy cow . . . she’d probably make me put on my maid’s costume and make me do housework in front of my guests! There was no way on earth I’d ever live down something like that! Nope, it didn't seem like a good idea any way I looked at it.
"Um, I don't know. She's awful busy, you know, with work and stuff. Probably not a good idea."
Danny nodded. "Okay, you come over to my place. My aunt's gone all the time, and my sisters won't bother us. We can talk and stuff. It'll be fun."
I thought about my obligations to Mrs. McCuddy and Mrs. Johnston. Surely that was enough to get me out of this predicament. I shrugged my shoulders. "Maybe. I got a lot of chores to do after school. I'll have to ask my mom. Maybe I can come over after I get my work done, but I doubt it."
"Then you’ll ask?" I sighed and nodded my head. Danny grinned. "Great!"
It took me forever to ask, of course. Part of me was dying to go visit Danny and part of me did not. Lord knows I was starved for friendship, especially with a guy for a change. Even if it was a guy who shared my shameful secret. I finally decided that it wouldn’t hurt as long as it was on Danny’s territory and not mine – or better yet, my mom’s. At least that way things wouldn’t get out of hand. Maybe.
But how to do this . . . that was the problem. The solution turned out to be simple. After giving it some thought, I just went to my mother and I explained that Danny was my math tutor, which wasn't too far from the truth. Mom knew I was having trouble with my grades and when she saw how far I came with Danny working with me at school, going over to his house for longer sessions was easy to sell. I just had to promise to stay out of trouble and come straight home when I was done.
"You can go over on Friday, how’s that? That way you can get your work done for Mrs. McCuddy and Mrs. Johnston, all right?" Mom gave me a curious look as I nodded. "Don't you dare let me find out you're up to no good. You do, and you'll be so sorry, you won't know what to think."
"Yes, ma'am."
It had been a long time since I'd been to anybody's house . . . well, since I'd been to anybody's house as "Greg," to be more accurate. I was so excited when Friday finally came, I could hardly stand it! I was pretty happy to be out from under my mom's scrutiny, and it didn't even bother me that Danny and I spent an hour going over my homework so, as he put it, "We don't have to lie about what we're doing."
Once we were done studying, Danny asked if I wanted to go see his room. I was a little nervous at first, but imagine my surprise when I saw it was a typical boy's bedroom, complete with movie posters and model rockets, a lot like my room once looked. Not much sports stuff, but lots of other neat things. I don't know what I expected, but I was relieved anyhow. At least there wasn't any "Hot Buns" poster to embarrass the heck out of me.
We sat around and yakked about typical teenaged guy stuff for a bit. It was kind of like old times; we whined about school, our parents, girls, you name it. I even said 'shit' a few times, just like I used to do with my old gang. I found myself hoping that it would never end.
During a lull in the conversation, Danny asked, "Want to see something neat?"
I shrugged my shoulders. "I guess."
My friend grinned. He then did a very odd thing; he took me by the hand – yeah, that's right, he took my hand! – and he led me out of the room and down the hall. I tried pulling loose, but couldn't. Stopping at a closed door, he turned to me and grinned. "You're going to love this," he said, squeezing my hand tightly.
He opened the door and my heart dropped to my stomach. It was a girl's room, of course. An older girl's room, very feminine, very frilly and very ornate. I felt a queer thrill shoot through my body as we stepped through the doorway. The smell of perfume and fabric softener sent a familiar chill over me, and I could feel my knees go week.
Danny squeezed my hand again. "Pretty neat, huh?"
"I guess." I wasn't too happy with how things were going.
"This is my sister Judy's room. She's off at college, so I get to come in and use whatever I want whenever I want." The grinning boy shrugged. "Which is just about every day."
I nodded. This isn't good,I thought frantically. This isn't good at all!
Danny drug me over to the vanity and pointed. "Check it out! She's got a little bit of everything."
It was true. Laying out like a colorful army of toy soldiers, neat rows and columns of lipsticks and nail polish and cosmetics of all sorts covered the top of the vanity. Funny thing, as self-conscious and uncomfortable as I was, I recognized every single thing there. I felt an unexpected glow of pride, which I immediately blocked out of my thoughts.
This is definitely not good! I thought desperately.
Danny grinned. "Whatcha think? Pretty neat, huh?"
I paused for a second and nodded. My mouth felt dry as cotton.
"Here, try this on." My friend picked up a silver tube, opened it up and started painting his mouth with a dark red lipstick. "Just for fun. Judy won't mind. She's got tons."
I looked around and thought about leaving. "I don't know about this . . ."
Danny pressed his lips together and made a popping sound. I remember thinking how that color actually looked kinda good on him. He grinned and said "Oh, stop being such a spoil sport."
The silver tube hovered in front of my face. I looked at it a second, then up at Danny. He had a pouty look on his face so pitiful I had to force myself to not laugh out loud.
"Oh, come on. I did it. Now you do it." He made that pitiful pouty face again. "Please?"
I sighed. How do I get in these predicaments? I thought dejectedly.
I took the lipstick and turned to face the vanity. I felt so stupid. Then I proceeded to apply the waxy color to my mouth. It took a second, but I did it perfectly, pulling a tissue from a decorative box and blotting my lips, just like ‘Pamela’ did hundreds of times at home. I studied the result and nodded.
"Well, how's that?" I asked innocently.
At first I thought I did something wrong. Danny looked at me kind of funny, like he was thinking really hard about something. No, more like he was daydreaming . . . yeah, that sounds better. His eyes were locked on mine and his mouth had just a hint of a smile, as though something serious was on his mind.
"Looks perfect. You, uh, do that pretty good." The grin on his face was gone and I could have sworn he was blushing. "Here, pick out some eye make up. Let's see what else you can do."
Sighing heavily, I started to protest. Then I looked at Danny. Dammit! He had that look on his face again. A few minutes later I was staring at myself in the mirror, lamenting how foolish my new friend probably thought I looked. Between the eye shadow and a regrettable amount of mascara, I was starting to look an awful lot like ‘Pamela’.
"Well, how's that? Pretty goofy, huh?"
Danny nodded . . . then shook his head. "Wow," he said, his voice barely above a whisper. "Will you do me? You do eyes a lot better than I do. Heck, you do eyes better than any of my sister do!"
I was in the middle of working on Danny's face when I heard someone behind me clear their voice. I about had a heart attack when I turned around and saw a girl about my age standing at the door with her hands on her hips.
"Looks like our little princess finally found himself another fairy to play with." The grin on her face was like a spotlight. I felt like crawling under a rock and hiding, but I forced myself to sit still and keep quiet.
"Be nice," Danny said. He looked at me and sighed. "That's just my little sister. Don't pay her any attention. She's just jealous 'cause we look better in girls' stuff than she does."
I cleared my throat. "I thought your sister was in college."
"Oh, that's Judy who's in college. This is Christine. She's a freshman, too, just like you."
I nodded. His sister was a freshman? I thought for a second and blinked. Then it hit me. She was indeed a freshman, all right! I remembered seeing her in a different homeroom with some of my old baseball buddies. Great, that meant she knew most if not all of my friends – the few I had left – and my classmates, too!
Now I'm ruined for sure!
"What about your aunt?" I asked. I didn’t want any more surprises.
Danny was more interested in his lipstick than talking about his household. "Oh, there’s no more sisters. Judy and Christine are enough, believe me! As for Aunt Marlene, she works downtown at the library. She won't be home for another hour or so."
"Can I watch?" Christine asked, plopping down on the edge of the bed. I don't know why she asking for permission. The way she was acting she wouldn't have left for a million dollars.
"Sure, why not. Greg was just doing my eyes. See? Not bad, huh?"
Christine wrinkled her nose. "I guess. How old are you?"
I frowned. "Fourteen, why?"
She made an ugly face. "I just want to know, how is it that you know how to do all this stuff so good? I’m fourteen, too, and it’s taken my entire life to figure it all out."
I shrugged. "I don't know. Just lucky, I guess."
"Greg was the one who took fourth place on Sadie Hawkins Day," Danny said proudly. He was actually bragging on me! "Remember, the red polka dots and short shorts?"
The blond girl did a double take. "Oh, I know all about Greg." Her eyes went up and down my body and locked in on my face. "Ever since that Sadie Hawkins Day, everybody knows all about you. Man, you were looking good. For a boy, I mean. What did you do with those shoes? Do you still have them?"
What is it with those stupid shoes? I thought with frustration.
"They're my mom's," I lied. "It was just a joke."
"Well, you better watch out. From where I was sitting, a lot of boys were talking about you that day. They were all pretty sure you were a real girl and not some boy wearing lipstick and high heels. I'm surprised you didn't get asked out."
I didn't say anything. I was too busy blushing.
"They especially liked the way you wiggled your butt when you walked," she said with a giggle. "But I guess that’s what you wanted, huh? For them to look at your butt like that, fairy boy?"
"Christine, don’t be mean!" Danny yelled. "Don’t pay her any mind. She’s just jealous ‘cause you’re a prettier girl than she is!"
I so wanted to tell both of them to shut up, but I couldn’t. Tears welled up in my eyes and I knew darned good and well if I said anything, I’d just start crying. So I just sat there and endured all those biting little comments while I concentrated on my handiwork. It was a really awkward situation; I felt so stupid making another boy up to look like a girl to begin with, and doing it in plain sight of his little sister made things even worse. Especially when she was so mean!
Over the next little while Christine sat and chatted while I worked on Danny's face and hair. I noticed after a few minutes that she got awful quiet. It seemed that she was taking in everything I was doing to her brother.
"You’re actually pretty good at this," she whispered at one point. "For a dumb boy, I mean."
I just shrugged my shoulders and kept working.
"You guys want a soft drink or something?" Christine tossed me a sweet smile, one that made me feel really warm inside. "Um, you're not going home yet, are you?"
I shrugged again. "Uh, no . . . I’m supposed to be here until my mom comes to get me around seven-thirty. Sure, I’ll take a drink, I guess."
The grinning girl nodded and skipped out of the room. I turned toward Danny. I was about to say something about his goofy sister when he interrupted.
"Here, before she gets back, I just have to do something."
The next thing I knew, Danny stood up and stepped toward me, so close I could smell the cinnamon from his chewing gum. I looked up just in time to see my new friend's face move in close to mine. He paused, just for a moment, but long enough to give me a smile that I'll never forget. His eyes were about half closed, and as his nose bumped mine, I closed my own eyes and braced myself hard.
Oh, my gosh . . . not this . . . not now . . .!
The kiss was brief, but unmistakably warm, wet . . . and very nice. Just as nice as the ones Cathy gave me only a few days before.
Aw, jeez . . . He’s kissing me! I tried to pull away, but my knees were too weak. Ew-w-w, yuck! I’m getting kissed by another guy! Oh, gosh . . .
I could have made a big scene about it. I could probably have even pushed or punched Danny and run away like an idiot. But I figured it would only last a second and then he’d laugh and say it was a joke or something and that would be that, so I let it go for a little bit. And then I let it go one a bit more . . . and I let it go on . . .
He’s a good kisser, I thought guiltily. I remember his tongue pressing against my lips and thinking how pleasant that felt. How is that possible? How can I like kissing a boy as much as I like kissing a girl?
What the heck is going on here????

At long last he pulled away. When I opened my eyes I saw Danny’s face mere millimeters from my own. He had a satisfied, though somewhat embarrassed look in his eyes. I . . . Me . . .? Well, I wasn’t too sure what I felt. I mean, I know what I thought I was supposed to feel. But for some reason I didn’t react the way I thought I would. I mean, at least I wasn’t running screaming from the room.
Danny gave me a weak smile. "Sorry. I couldn't help myself. Ever since you put on that lipstick, I've been dying to do that. Like I said, I couldn't help it . . . it was just a friendly little kiss."
"It didn't seem very friendly to me," I said. I wasn't sure what I meant by that. It just came out.
"Oh? Really?" Danny considered me for a second. "It was supposed to be."
He then leaned forward and kissed me again. I closed my eyes, sitting there like a dummy. Not that I could do anything about it, I mean. I just sat there and took it. This time I could feel his mouth open and mine did the same, as though it had a mind of its own. When his tongue entered my mouth, mine rose to meet it, and for a brief moment in time they danced together, playfully mixing it up as though they were old friends.
We’re French kissing! I thought to myself. It’s just like with Cathy . . . only better! I’m French kissing . . . a boy???
I knew I shouldn’t be enjoying myself, but I couldn’t help myself. I took a deep breath and resumed the kiss.
Wow . . . he’s really, really good at this . . .
When we pulled away, Danny caught my tongue in between his teeth and he pulled on it, sucking between his lips as we parted.
"Nice," the grinning boy said. "You're a great kisser. Want to do it again?"
I nodded, just barely. I was too shaken to do anything else.
It was during the third kiss with my new friend that I thought I was seeing stars. I opened my eyes and – holy crap! – it turned out to be the flash of Christine’s camera! I was so dizzy with confusion, so overwhelmed, I didn’t know whether to laugh or to cry once I realized what was going on.
FLASH!!!
"Christine," I cried out, "please, don’t do that!"
FLASH!!!
"Danny! Make her stop!"
I looked over at my new friend and was somewhat surprised to see him smiling at me. I mean, here I was, all upset about his stupid sister taking incriminating pictures of us, I couldn’t imagine why he wouldn’t be just as mad.
"Can’t you make her stop?" I pleaded. "We don’t want her taking pictures of me . . . of . . . us . . ."
My new friend shrugged his shoulders. "Well, actually, I . . . um, I . . ."
Christine interrupted with, "Stupid fairy, what my big brother is trying to say is, he wanted me to take pictures while you were visiting. He’s just so crazy happy about finally getting to kiss you, he can’t think straight. Isn’t that right, Danny?"
I looked at the boy standing in front of me. Even through his makeup, I could see him blushing. And the smile on his face . . . and the look in his eyes . . . well, he sort of looked . . . I could hardly find words for it at the time, but Danny actually looked pretty.
"It’s true," the smiling boy said with a husky voice. "I, um . . . I asked her to do that. Take the pictures, I mean. You know, just for fun."
I blinked. Then I swallowed. Or at least I tried to swallow. It was hard, as my mouth was dry and my throat was frozen with fear.
"Fun? How is this fun???" I finally cried, tears welling up in my eyes for the umpteenth time that day. "She’s not supposed to see us . . . me . . . kissing . . . a guy . . ."
Danny took my hands in his and pulled me close. I didn’t resist as he planted another kiss on my trembling lips, this one just as warm and affectionate as any I’d ever received in my entire young life.
"Don’t cry, Greg . . . please? I don’t want you to be sad," he whispered before kissing me again.
There was a long moment of silence and I wondered if I was supposed to say anything. I couldn’t think of a single thing that would make things better, so I just stood there and let Danny smother my face and mouth with moist, tender kisses. While he did so, Christine chimed in with:
"Danny and Gregory, sittin’ in a tree, K-I-S-S-I-N-G! First comes love, then comes marriage, then come Gregory with a bay-bee carriage!"
Christine punctuated the last note of that stupid song with another flash from her camera. That didn’t make me feel any better, of course.
"Danny! Does she have to do that?" I sniffed back a tear. "Can’t you make her stop it?"
"Christine, you don’t have to be so mean!" Danny said half-heartedly.
The thirteen year old girl giggled. "Oh, shut up, Danny. This is for your own good and you know it!" I blinked. I never heard a girl talk like that before. Christine was definitely in charge and she obviously enjoyed having the upper hand on two older boys. "What you have to understand, my dear Gregory, is that my sissy brother is deeply and romantically in love with you."
I blinked again. Then I blinked a third time.
"Romantic . . . in . . . love . . .?" I choked on the words. "W-w-w-with . . . m-m-me?"
The grinning girl nodded one of those irritating bouncy nods. You know, the kind that just reeks of enthusiasm.
"Oh, yeah! Deep, deep in love. He’s got it bad for you. Remember how I said ever since Sadie Hawkins Day, the boys have all had their eye on you? Well, my big brother is your biggest fan! You’re all he talks about, all he dreams about. Getting you in his clutches is a dream come true, isn’t it, Danny honey?"
I turned my attention toward Danny. He had a weak smile on his face, like he was caught doing something bad. I raised my eyebrow as if to say, "Is she kidding me?" That was all it took.
"I can’t help it. Ever since I saw you all dolled up at school for the contest, and then that night when you wore that red dress at the dance . . ." Danny licked his lips and grinned a bashful grin.
At that point I blushed from head to toe. "You . . . you saw me that night, at the dance . . . in my red dress?"
Danny nodded. "Oh, yeah."
I blinked away a tear. "And where were you?"
My new friend grinned sheepishly. "Oh, I was there, all right. I was too shy to dress up, so I just wore a sport shirt and a jacket."
"Tell Greg what you told me," Christine said with a nudge.
Danny nodded. "Well, see, after seeing you dressed up like that, and acting just like a girl, I couldn’t help thinking about all the fun we could have together. I mean, think about it … what makes better sense? Two boys who like pretending to be girls? Who could be better friends than that? We can be friends as guys and not have to worry about getting teased or beat up. And we can dress up and be friends as girls, too! You know, like we could do each other’s makeup and hair and trade clothes and stuff, just like real girls!"
"I . . . I don’t know," I said quietly. I thought about my mom and how she would react to find out I had a "boyfriend." I imagined an evil smile on her face and a shiver went down my spine. "I don’t think I can do that."
"Let’s make it simple," Christine said quietly.
She laid a handful of freshly developed photographs on the table for me to see. I shivered to see that they all showed Danny kissing me – or was I kissing him? – as clear as day.
"How about you just do as you’re told and I won’t have to send these to the school paper!"
I felt the pit of my stomach fall about a thousand feet. "What do I have to do?"
Christine gave me an evil smile. "You have to be Danny’s boyfriend. Or girlfriend . . . or whatever." She giggled at how silly she sounded saying such a thing. "You have to promise to let him love you and you have to love him back. That means kissing and hugging and petting, in addition to playing ‘dress-up’ together and doing each other’s hair and other girlie stuff, too."
My face was burning with shame for having allowed myself to be trapped in such a situation. She actually expected me to kiss and play "dressup" . . . with her brother???
"And if I don’t?" I said with a weak voice.
"Then everybody finds out what a faggot you really are, pretty boy!" The girl opposite me giggled and waved the photographs in front of my face. I felt so helpless, I didn’t even try to take them away from her.
"If . . . if you do that, then everybody will know about Danny, too," I said not so convincingly.
Christine shrugged. "True. How about this . . . how about I show them to your parents? I’m sure they’d be proud to see them. Especially Daddy! Fathers just love seeing their big strong sons swapping spit with other boys!"
I nodded. The idea of my parents finding out about all this scared me a lot more than anything else. I wasn’t sure which scared me most, my mom finding out or my dad. Mom would be thrilled while Dad would want to kill me.
Either way I was doomed.
"Wha- . . . what about if your folks found out? Wouldn’t that be just as bad?" I took a deep breath and prayed I’d said the right thing.
I could tell from the way Danny shrugged his shoulders that I’d failed.
"I don’t care. My folks already know. It’s no secret you’re not the first boy I’ve ever kissed. I started doing that when I was little. My sisters all realize that I’m . . . well, a little different. And they think it’s cool. So does my aunt." He pursed his lips and shrugged again. "She’ll be happy I finally found a boyfriend."
Christine giggled. "That’s true! He’s been in such a pouty mood this last year or so, maybe you being his boyfriend will make things better." She gave the pictures in her hand a kiss and held them right in front of my face. "Oh, Greg, don’t be such a worry-wart! I think two boys kissing is the most interesting thing I’ve ever seen. Don’t you agree?"
My knees felt weak and I wondered if I was going to faint. I cleared my throat and whispered, "Well, as long as we keep it secret, I guess . . ."
I couldn’t say another word because Danny was all over me, pressing his open mouth against mine and giving me the biggest, most enthusiastic kiss he could muster. Over his shoulder I could see Christine suddenly holding a brightly colored party dress in each hand. Where they came from I had no idea, but judging from the smug look on her face, she was no doubt feeling quite proud of herself.
"C’mon, guys, you can stop playing kissy-face just for five minutes!" she said with a giggle. "I want to see how Greg looks in something really pretty!"
A cold chill swept over my body and I tried to pull away, but I couldn’t do it. I was doomed. It would be only a matter of time before "Pamela" would be making out with Danny . . . or would it be "Danni"? One thing I knew for certain, there was no way to stop either one from happening. Not with my luck.

Ignoring the smirking teenaged girl dancing with delight before me, I just closed my eyes and continued kissing my new boyfriend. There was little else I could do.

Chapter 31 – Boyfriends or Girlfriends? Oh, whatever!
I don’t know how long I stood there in Danny’s arms, enduring a series of kisses that would eventually leave my lips chapped and sore for the rest of the week. Between the sheer magnitude of our kissing – and I had to admit, Danny Watson was a great kisser – and me worrying about the fact that I was kissing a real live boy and not a girl, it seemed to go on for a painful eternity. I felt like I was in a dream. A really bad, out of control dream … you know, the kind where nothing ever goes right and you’re afraid it all might be real? You hope and you pray that you’re really asleep and that all you gotta do is open your eyes and it will all be over?
Well, that’s the kind of dream I thought this was. Of course, both you and I know that this wasn’t a dream at all! Well, for me, fourteen year old Greg Parker, former shortstop and long-time mama’s boy, it was a nightmare come true!
Holy crap! I thought to myself as Danny continued to smother my face with kisses. This is ridiculous! These people are crazy! I must be crazy! How am I going to get out of this one???
In case you lost track of the situation, I had just agreed to be fifteen year old Danny Watson’s boyfriend. Or “girlfriend,” depending on your point of view. It had been a difficult decision to make, one that I was already regretting, but with my reputation and fate on the hands of his bullying sister, it was the only way out of this situation. Now I wondered if perhaps I hadn’t just made things worse!
My mom would love to see me now! I thought, struggling for air as the excited boy kissed me on the mouth again and again. She’s been teasing me forever about getting a boyfriend … how am I going to explain this?
I mean, I still could not believe I was making out with another boy. It was against every instinct I had, against every fiber of my father’s son to do such a thing. Boys didn’t kiss boys, I kept hearing inside my head. Boys who did stuff like that were … well, I wasn’t sure what they were. But I was apparently one of them.
“Aw, Christine, this is great! He is so shy!”
Danny squealed, just like a giggly girl, as he tickled my belly. One of his hands brushed against the front of my pants, just for a second, causing me to blush like something crazy. I wasn’t sure if that was an accident, but before I could say anything he quickly gave me another kiss on the mouth. I couldn’t believe how different he was than any other boy I’d ever met. Around school he acted just like any other guy, but in the privacy of his home he acted more like a girl than most girls I knew.
“Don’t be so nervous, Greg. We’re going to have so much fun together, you’re going to love it! I promise!”
Is this a bad dream or am I just going crazy? I watched helplessly as he moved his smiling face close and I felt my knees go weak again. The next thing I knew, my mouth automatically dropped open and I felt my friend’s eager tongue slide in between my lips once more.
I wanted him to stop. Well, sort of. I mean, well, darn it … I was so confused! I really liked kissing, I mean, I liked the idea of kissing a girl. But this wasn’t a girl. It was a boy. A girlish boy, but a boy nonetheless.
A boy? Oh, gross! I’m kissing a boy!!!
Danny finally let me come up for air, pulling away and giving me a sheepish grin. He then gave me another quick smooch on the lips and then another.
“I just got a great idea!” he said, his eyes filled with delight. “We are going to have some fun tonight … just you and me! Just let me make a phone call ….”
I looked on helplessly as the grinning boy got on the telephone and called his aunt. I was in such a daze from the events of the past few minutes, I could barely understand what he was saying.
I looked over at Christine, his sister. The look on her face was almost evil. “See, fairy boy? I knew you’d make the perfect boyfriend for my big brother! Tell me I was wrong, I dare you!”
I wanted to say something like, No, wait … you don’t understand! This is all a horrible mistake!
But I couldn’t do it. It was like I’d forgotten how to speak … to run … to even beg for just a little bit of mercy.
Danny hung up and then came over and hugged me. “I just talked to Aunt Marlene and she’s going to take care of everything!” he said excitedly.
As he spoke he gave me another series of kisses, soft and affectionate and comforting. Some of the kisses were on the lips, some on the cheek and a few on my eyes and the side of my neck.
Christine beamed as I just stood there and let him do it. I sighed. Even in my panicked state I had to admit it actually was kind of sweet, almost romantic.
Romantic? What was I thinking!!!???
The bad news (was there any good news?) was that for some unknown reason, I felt a familiar stirring inside my pants. You cannot imagine how awful that made me feel. Kissing a guy was bad enough, but getting stiff while still in his arms was the absolute worst! Thank goodness my mom had made me wear my girdle that day or I would have really embarrassed myself, especially as another hand lightly pressed against my zipper. Squirming around in my friend’s embrace, I couldn’t help but smile, just a little.
Just then I blinked and looked back over at Christine. Uh-oh, that wasn’t good! She crossed her arms over her chest and gave me that piercing, knowing look, her smile a bright as the sun. I felt my face turn hot from blushing.
Oh, great! She knows! She thinks I actually enjoy kissing her brother! She must really think I’m a fag or something weird. I must be out of my mind ….
The next thing I knew, the telephone rang and a smug looking Christine handed the receiver to me. It was my mom.
“Hello, Gregory, dear,” my mother said in her smarmy, know-it-all voice. “I just got the most interesting telephone call. Would you care to tell me anything about it?”
I felt so uncomfortable as I tried to escape Danny’s embrace. My voice was hoarse with dread. “Um, hi, Mom. I dunno what … um, who was it from?”
Needless to say, I was shocked! According to my mom, during my idiotic stupor Danny’s Aunt Marlene called her about asking, of all things, if I could spend the night! It turned out that Danny had been so persuasive in lobbying his cause, that his aunt happily called my mother and pleaded his case with her.
“You can stay for a while, sweetie, but you can’t stay overnight.” Mom’s voice was thick with sarcasm and sweetness. I could only imagine the questions she would have when I got home. “Tomorrow is Saturday and Mrs. McCuddy is having another little party, remember? You have to get up early and get ‘Pamela’ ready for work. Maybe you can spend the night with your little boyfriend another time.”
“Oh, that’s all right,” I said, numb with confusion.
Dammit! Tomorrow is Saturday!
I’d honestly forgotten what day it was. I tried to imagine what Danny and Christine would think of me working as a maid for a little old lady. For an instant I pictured me in my maid’s dress standing before their eager eyes. I shuddered at the thought of their reaction and I refocused on my conversation with my mother.
I cleared my throat and croaked, “That’s okay. We can still have some fun tonight, I guess.”
“Well, I just don’t know why you had Mrs. Marsh call me, darling.” My mother’s syrupy voice oozed over the phone. “You could have called me yourself. Am I that hard on you, sweetie, that you have to have other people make phone calls for you?”
As I listened to my mom’s words, I glanced over at Danny and Christine. Their hopeful smiles caused me to think that maybe I should reconsider.
“I’m sorry,” I said sincerely. “I can come home now if you want.”
“Oh, no, you just stay and have your fun,” Mom said in a buttery warm, but sarcastic voice. “I’ll be over in a few hours to pick you up. I’m just sorry you can’t stay the night, sweetie. You seemed to have made a good impression with your friend’s aunt. Mrs. Marsh said Danny and Christine are both just crazy about you.”
There was a long pause and I sighed. “Yes, ma’am, they seem to like me okay, I guess.”
“See what happens when you mind your mother? People don’t want to be around some nasty, filthy, lying and cheating little thief. They want to be around nice children who do what their mothers tell them.”
I rolled my eyes and sighed. I wouldn’t have done that if we’d been face-to-face, of course. “Yes, ma’am,” I said quietly.
“Well, you have fun, darling. I’ll call Mrs. McCuddy and Mrs. Johnston and make sure they know.”
I licked my lips. After all that kissing, why were they suddenly so dry? “Um, make sure that they know what?”
My mom’s voice brightened. “You know, how ‘Pamela’ has herself a little boyfriend and that she’s spending the evening with him. They’ll both be delighted to know something as important as this, don’t you think?”
I rolled my eyes. Why couldn’t she just keep her big mouth shut?
“Yes, ma’am, I guess so,” I mumbled.
“You just do as you’re told while you’re away,” she warned. “Do you hear me? I don’t want any problems when I come pick you up later tonight. One bad report from Mrs. Marsh or any of the children and you’ll regret it. Do you get me?”
A familiar, cold shiver when down my spine. I nodded and then said, “Yes, Ma’am.”
I shivered again as I heard a familiar laugh on the other end of the line. “Mrs. Marsh told me how much your new friend loves you. She says something about how the two of you have a lot in common. Do you know what she meant by that?”
My face blushed with shame, just like it did when my mom was staring me down in my girlish undies.
I licked my lips again and swallowed. “Um, I dunno. We just get along all right, I guess.”
There was a long silence on the line. “Hmmm … perhaps.” There was that silence again followed by a giggle. “I wonder what your new boyfriend will think of ‘Pamela’?”
I mumbled something that triggered another giggle. The conversation finally ended, thank goodness, and I felt the weight of the world lift as I realized I wouldn’t have to go home for several hours.
Then I turned to see Danny and his sister Christine looking at me like a pair of hungry wolves.
Maybe I should have gone on home, after all, I thought to myself.
As soon as I hung up, well, that’s when things turned kind of weird. Danny was so disappointed when I told him that, no, my mother said I couldn’t spend the night. But then he was thrilled that I could stay most of the evening. You’d have thought I’d told him it was Christmas!
“I was hoping you could stay all night, but this is great!” he enthused. I couldn’t help but notice that his entire body was trembling with excitement. I wasn’t sure if that was a good thing or a bad thing. “It’s wonderful! It’s … it’s … gonna be so much fun! Oh, Greg, we’re going to have so much fun! I promise, it’s going to be the best!”
In retrospect, after all that happened next, I suppose for Danny the occasion really was a lot like Christmas. And I was his present and he was about to unwrap me. In more ways than one, I would soon discover.
The next thing I knew, Christine took immediate charge. With a raised eyebrow and loud voice, she announced in no uncertain terms the agenda for the evening.
“We’re going to put on a show!” she announced with all the authority of someone who knew no limits to their powers. “A fashion show! You two will try on a few things and I’ll be the judge. Whoever wins gets a special surprise? All right? All right!”
The next thing I knew, Danny and his sister were rummaging through their older sister’s closet. A minute later I was holding something filmy and light in my hand. I looked down to see that it was a dress. A very fancy girl’s party dress, made from a gold silk or nylon material. Very light, very delicate … very intimidating. I blinked and tried to swallow. I couldn’t. I was scared to death.
“Okay, pretty boy, you can go first. Take off your clothes while I get you some undies. You can’t wear a nice dress without the proper lingerie!”
I could feel my face burning hot with embarrassment as both brother and sister continued to dig through drawers and closets, producing a pile of feminine underthings on the bed before me. There was everything from panties to girdles to even a … a corset??? Holy smoke! Then I remembered these all belonged to Danny’s older sister. She must have had some pretty interesting ideas about fashion! All I knew was, my whole body was weak with fear as I realized that in a few minutes I was going to have to make a pretty difficult decision.
The problem was, well … as you may well remember, I was already wearing a panty girdle at the time. You can imagine where I’m going with this. While I looked over all the feminine undies laid out before me, it suddenly occurred to me that I might have some serious explaining to do if I didn’t pick out something and put it on. I mean, it wouldn’t do for my host and hostess to suddenly discover what kind of fairy I really was.
“Are you sure this is a good idea?” I asked weakly. “I mean, won’t your sister get mad … about us going through her things, I mean?”
Danny and his sister looked at me like I was from Mars. Then they turned to each other and giggled like a couple of idiots.
“We’re more like to think there would be something wrong if our pretty brother didn’t dress up at least once a day,” Christine said with a laugh. She then gave me an evil look. “Besides, what do you care, fairy boy? I would have thought a sissy like you would love trying on all these pretty clothes, no matter who they belonged to!”
“Stop calling me a ‘sissy’!” I said angrily. “That’s not what I am!”
The smiling girl rolled her eyes. “Oh, yeah. Right!”
“Oh, Greg, just ignore her and pick out some undies,” Danny said. “We’re going to have some fun like you will not believe! Aunt Marlene won’t be home for a while, so we can do pretty much anything we want!”
“And you can wear anything you want,” teased Christine. “Don’t worry, fairy boy, they’re all freshly laundered and clean!”
“That’s all right,” I said nervously. “Um, can I go change in the bathroom?”
Danny gave me the funniest look. Kind of like he was disappointed, but tickled, both at the same time.
“Shy, huh? Oh, sure, I guess. Go ahead. It’s down the hall on the right.”
I must have stood in front of the bathroom mirror for ten minutes before I got up the courage to change my clothes. I mean, come on, it was a hard decision to make. I know, I know … I’d practically spent the past year or so dressing up and parading around in public in the most girlish outfits imaginable. Still, I wasn’t exactly comfortable with this feminine image of myself. Adding to that, a boy – not a girl, but a flesh and blood, real live boy! – had just kissed me and told me he was in love with me. Looking back at it all, I’m amazed that I was able to work up the courage to come out of that bathroom at all.
Outside I could hear whispering and giggling and no doubt some evil plotting. Suddenly there was a banging on the door.
“Hey! What’s going on in there?” Christine yelled. “You didn’t fall in, did you?”
I sighed. “No … I’m … I’ll be out in minute.”
There was some whispering and giggling, and Christine yelled again. “You better not be jacking off, fairy boy! That kind of behavior isn’t allowed in this house!”
A fresh wave of giggles sent a chill down my spine. I stared at the door in amazement. I couldn’t believe she said that! This was the strangest family I’d ever met. Well, almost. Kathy’s family was pretty strange. And the Johnston’s, now that was a strange family, too.
And so was mine, come to think of it.
Was the whole world this crazy???
Chapter 32 – Things Become Really Complicated
“If you’re not jacking off, then hurry up! We want to see how cute you look in your new party dress!” somebody yelled.
I shook my head. This time I wasn’t sure if the voice was Christine’s or her brother’s. That was the first time I realized how much they were alike. In more ways than one.
“I’m hurrying, I said! Now leave me alone!”
My hands trembled like crazy as I started unbuttoning my shirt. It was kind of like being in a movie, like someone else was in charge of my body. Then I loosened my pants and let them slide to the floor. My panty girdle was just as fragile and silly-looking as I remembered. The one thing it did right, thank goodness, was to hide my erection. Slowly and carefully, I stepped out of my discarded trousers and I winced as I realized how stupid I looked in my boyish socks and that stupid girdle.
Pulling off my socks and tossing them aside, I quickly pulled my borrowed dress up over my bare legs and slid my naked arms in the sleeves. Years of practice made fastening the back easy work.
Good thing Danny and Christine can’t see me getting dressed, I thought ruefully. They’d probably think I really was a real girl!
Looking down, I had to admit the dress was a marvel, made of a golden yellow silk with an organza overskirt that was so light, so delicate to touch, it was like holding a bundle of dandelions up to the light and waiting for them to blow away. I shivered as I adjusted the fit over my body. I was so upset I didn’t even bother looking in the mirror.
A minute later I stepped out of the bathroom, clad only in the gold dress and my panty girdle. To my surprise, Danny was still in his school clothes. Christine was there, too, with her camera at the ready. The boy in me noticed that she now had two cameras, the instant one and one that took rolls of film. I sighed as she snapped a couple of frames right away with both.
“Took you long enough,” she quipped. “But it was worth it! With your makeup and Judy’s dress, you look fantastic! Here, take a look these proofs then look in the mirror.”
Like a zombie, I followed Christine’s lead and allowed myself to be pushed in front of the dressing mirror on the closet door. The prints developed slowly in my hand and I became oddly curious as the images came into view.
What a pretty girl I am, I thought ruefully.
I then looked up and studied my reflection. I’d forgotten I was wearing lipstick and eye makeup from our little game a bit earlier. It was smeared from kissing Danny, but I could easily see “Pamela” standing on the other side of the mirror, slouching and pouting in that girlie dress.
Christine whispered something, then giggled. “This is really … weird. You look … you look more like a girl than I do! More than I ever could!”
“Yeah, so?” I said off-handedly. Desperate for something to do, I grabbed a lipstick and tissue and repaired my face.
Danny clutched my arm and stifled a laugh. “See? I TOLD you!!! Do my face again, too, please???”
The grinning girl nodded. “Okay, ‘Barbie doll,’ I just have one question. What are you wearing underneath?”
I felt my stomach fall about a million miles, all the way down to the center of the earth and out the other side.
“Um, what are you talking about?” I croaked.
She raised an eyebrow and stared right into my eyes. “Oh, come on! You know exactly what I’m talking about, fairy boy!” She pointed to the bed covered with lingerie. “You didn’t pick up anything from here, and looking in the bathroom I didn’t find any boy underwear. You’re not wearing your whitey-tighties under that dress, are you?”
I felt my face turn red … again. “No-o-o-o-o-o ….” I said weakly. “I picked something out. I borrowed a pair of panties like you said and I put them on.”
“No you didn’t. I paid attention and you did not!” Christine grinned. “I want to know what you’re wearing underneath!”
“Hey, stop it!”
But before I could make a move, she reached down and flipped up the hem of the dress I was wearing and held up, exposing my girlish underwear. I struggled vainly to cover my privacy, but it was too late. The ensuing giggles and shouts of amazement were worse than I imagined.
“My god, you really are a fairy boy!” the giggling girl said as I finally pushed down the hem and tried to smooth out the material. “That girdle doesn’t belong to anybody in this house! You were wearing it when you got here, weren’t you? You were wearing that when you went to school this morning! Oh, my god, Danny … we really have found ourselves an honest to goodness girlie-boy!!!”
I glanced over at Danny. His mouth was open and his eyes wide with surprise. I couldn’t tell if he was happy, angry, in shock or just plain horrified.
“Er, well, you see, it’s like I was saying earlier ….” I mumbled hopelessly.
Before I could say another word, Danny practically leaped into my arms!
“This is the best day of my life!” the excited boy exclaimed. “I can’t believe it! Oh, my gosh, Greg … you are the most wonderful person I’ve ever met in my entire life! I finally found somebody who thinks exactly like I do!!! Why couldn’t we have met each other years ago? You are the best!”
“Well, that’s not exactly what …” I tried to explain about my mom, but I never got the words out as he smothered me in kisses.
“Greg … oh, my gosh …,” – the trembling fifteen year old looked me in the eyes and then pulled me in close for a long, hard hug – “ever since I saw you on stage in lipstick and heels, I thought I was in love with you. And now … seeing you like this … and knowing how girlie you really are … I know for a fact that I am most definitely, absolutely and positively in serious, deep, deep love with you!!!”
There wasn’t much I could say. I was pretty stunned by the turn of events, so I just stood there and let my new friend hug and kiss on me all over again. All the while watching as his smiling sister leered with the smugness of a cat watching a mouse caught in a trap.
“Let’s take a look at that girdle again,” Christine said when Danny finally came up for air between kisses. I didn’t even bother resisting when she pulled up my skirt this time. “It’s very pretty. Did your mommy buy it for your or did you steal it?” she asked sarcastically.
I stood awkwardly for a couple of minutes as the two teenagers examined my lingerie. The tight panty girdle held me snug and tight, adding curves to my bottom and waistline and completely obscuring any sign of boyishness. It didn’t leave much else to the imagination, even from my vantage point through the dressing mirror. I don’t know what embarrassed me more, Christine running her hands over my veiled privates or Danny admiring my legs.
“Wow, feel how smooth his legs are. That’s really nice. I’m going to start shaving every day, too!”
“You do have nice legs,” agreed Christine. “Let’s see how they look in a pair of Judy’s ‘fuck me’ pumps.”
She tossed me a pair of gaudy looking high heels. I gave them a quick look and sighed. Gold colored fake leather with at least four-inch heels. My mom would have been proud.
“’Fuck me’ pumps?” I asked as I slipped them on my bare feet and took a couple of steps forward and back to test my balance. They weren’t anything I hadn’t tried on before, I reasoned. “Who calls them that?”
Both brother and sister giggled. Christine said, “Because, silly girl, you wear them to make your boyfriend want to … you know … fuck you! I’d think you’d know all about that, after the way you dressed for the Sadie Hawkins contest.”
I looked down and thought about how they made my legs look. I then realized that both Danny and Christine were watching my every move as I moved around in the heels and dress as though I’d been born in them both. A whole flock of butterflies tumbled around in my stomach.
“Oh,” I said, my face hot with embarrassment.
My new boyfriend then spun me around and took my hands in his. My dress barely had time to fall below my waist. At first I didn’t know what was going on, but then I realized he was about to kiss me … again! Bracing myself, I followed his lead, tilted my head just slightly to keep from smashing my nose … and I just gave in and let him kiss me to his heart’s content.
“Greg, oh my god, you are the most beautiful thing I’ve ever seen,” the eager boy said between kisses. “The way you look, the way you act … I can’t believe I’m actually hugging and kissing you!”
As we kissed, I could hear Christine giggling and chattering on about how cute we looked. I could also see the flash of her camera and hear the sound as the film wound to the next frame. A small part of me was screaming, What are you doing? You’ve got to run away and get out of here? This just isn’t right!!! Likewise, another part of me was numb and drunk with pleasure.
Maybe, I thought as Danny’s tongue explored my mouth and nearly went down my throat, just maybe, my mom was right. Maybe I’m supposed to like boys. Maybe I am a faggot … or a queer … or whatever kind of pervert she’d accused me of being.
At long last Danny pulled away, pausing a moment to kiss my eyelashes and down along the side of my neck. I couldn’t help but shiver at the tender touch of his lips against my skin. When he finally stopped he grinned the dumbest grin and I did the same.
“Wow, I can’t believe what a great kisser you are!” he exclaimed brightly. He glanced down at his school clothes and shrugged his shoulders. “You want to kiss some more? I can stay like this and be your boyfriend while we kiss, or if you want, I can change clothes and we can kiss like girls. What would you like to do?”
I was blushing like crazy. My face was hot and my breathing erratic. I wondered for a minute if I was going to have a heart attack, but I didn’t. Worse yet, underneath my dress, something horrible was happening to me. My poor erection was on full alert and tingling like crazy beneath all that spandex and elastic! The tight panty girdle felt as though it was about to snap loose, the thought of which terrified me.
I licked my lips and croaked, “Um, whatever. It doesn’t matter to me.”
Christine had to butt in the conversation, of course.
“I say you should put on a dress, Danny. A boy and a girl kissing is boring. Two boys kissing is neat. Two girls – or in your case, two girlie-boys – kissing, now that’s something I’d really like to see!”
“Sounds good to me.” Danny turned to me and grinned like a fool. “Maybe you’ll redo my makeup after I get dressed? You do such a good job, you can make me gorgeous!”
I nodded. I didn’t care anymore. I was drunk on … something, don’t ask me what.
I watched in a daze as Danny disappeared from the room. He wasn’t gone a minute when Christine stepped close to me and smiled a perfectly beautiful, yet slyly evil smile.
“While my brother’s changing into his foo-foo dress, how about letting me have a kiss, too, fairy boy!”
I don’t remember nodding or shaking my head or anything. The next thing I knew, the blond girl leaned in and planted a forceful, almost rude kiss on my mouth. I tried to move my head to accommodate the assault, but she held me fast, placing her hands on either side of my face, as though she really was attacking me. I tried to say something, anything, but that was impossible with her tongue jammed down my throat, very nearly strangling me.
She then pulled away, biting me rudely on the lower lip in the process.
“OW!!!” I exclaimed. “That hurt! You bit me!”
“You are a prissy little thing,” she said with a grin. “You’re just perfect for my brother.”
“You’re awful mean ….” I started to protest.
For my trouble, Christine grabbed my wrist and twisted it until I grimaced in pain.
“You think that was mean?” she countered. “You haven’t seen anything! You do anything, and I do mean anything, to make my brother unhappy, I don’t care if it’s not being a good kisser or trying to breakup with him, and I’ll make you one sorry little fairy boy! These stupid photos will be the least of your worries!”
With that, the grinning girl flipped up my dress and slid her hand over the front of my panty girdle. I was stunned as her fingers suddenly dug through the stiff material and somehow managed to latch onto the tip of my stiff penis! To my horror she tugged on it until I thought she was going to pull it off.
“You’re not so innocent,” Christine said in a soft, yet accusing voice. “You act all shy and, ‘oh, no, I’m not like that, I’m not a faggot!’ But that’s just an act, isn’t it? You’ve got yourself a real hardon for my brother … and I’ve got the evidence right here in my hand!”
I lowered my eyes in an attempt to keep from crying.
“Admit it! Say it out loud or I’ll pull it off! Tell me you have a hardon for my brother! Say it now!”
I tried pulling away, but her grip only tightened. It didn’t take but a few seconds for me to give in.
“Christine, please! Okay, I’ll say it! You’re right! I have a … I have a hardon for your brother!”
I stopped, took a deep breath and sighed. “I’m sorry, I can’t help it. This is very confusing.”
The blond girl nodded. “Oh, I’m sure it is.” She gave my erection a hard twist and let it go. I gasped out of surprise as much I did for the pain that shot through my entire body.
“Here’s what we’re going to do. You are going to be my brother’s girlfriend.”
I looked at her and blinked. “His girlfriend?”
“Girlfriend, boyfriend, or whatever! He’s crazy in love with you and you are going to be in love with him.”
“I … I can’t do that! That’s … queer,” I said weakly.
Christine laughed so hard she actually snorted. “So what? You’re a fag, aren’t you? I saw how you acted on stage and I’ve heard Kat and her friends talking about you. Todd and Joe told everybody how you tried to give them both blow jobs! I bet you didn’t know that, did you?”
I couldn’t believe my ears! Todd and Joe … said what!!!???
“I didn’t … I didn’t do that!” I protested.
Christine gave me a skeptical look. “I dunno. They say that about a lot of people, so it’s not necessarily true. But then again, from what I’ve seen so far ….”
I was caught between sheer horror and uncontrollable fury. “I didn’t do that!” I protested, fighting to keep from yelling.
The blond girl grinned. “Whatever. I do know that you just love dressing up in girls’ clothes and showing yourself off, especially in front of boys. I have no doubt you jerk off every night thinking about boys. So come on, fairy boy, show a little more enthusiasm, so my brother won’t think you’re just being weird.”
I was practically in shock to hear such language, such power coming from this fourteen year old girl. I felt so helpless under her gaze. I blinked away an errant tear as I smoothed out my dress.
“Weird … what do you … I don’t understand. What do you mean by … weird?”
Christine sighed. “Look, faggot, all I’m saying is, be a little more friendly to my brother when he comes back. All right? He’s been doing all the kissing and stuff. All you do is just stand there like a big tease. You’re just like those prissy girls at school.”
I shook my head. “I’m … I’m not acting like anything, much less that.”
“Yes, you are! You are standing in my house looking better in that dress than I ever could, and when my brother shows you a little affection, you’re all show and no action!”
Shrugging my shoulders, I tried to understand what she was saying. “What do you want me to do? How am I supposed to act?”
Danny’s sister leered like a lecherous boy. “Okay, let me spell it out for you, fairy boy. How about a little kissing back? How about you hugging him for a change? Smile a little bit, act like you enjoy his attention. Act like the girl you look like you are!”
I frowned and sighed.
“Anything else?”
Christine grinned. “Sure. While you’re at it, be sure and say how you’re in love with him! Out loud. Up ‘til now he’s been doing all the talking. He said he loves you, but you’re not returning the favor. That’s what I want you to start doing. Tell him that you’re in love with him. It’s just words, so what do you care? Think you can do that?”
“I dunno.” The thought of saying “I love you” to a boy made my stomach flutter. I thought for a second and I shrugged. “Maybe. I guess. And how is that not weirder than what I’ve been doing?”
The blond girl grinned again. “My brother needs a pretty boyfriend, not just some pervert who likes dressing up and jacking off in his mother’s panties.”
I blinked, sniffed my runny nose and felt my face turn red. Again. “I-I, I don’t do that,” I stammered.
“Oh, sure you don’t.” She licked her lips and gave me a look that chilled my soul. “Don’t look so shocked. I read psychology books. I know what boys do when people aren’t watching. Some of you can be real perverts. Of course you jack off in your mommy’s panties, fairy boy. You either like pretending to be a girl, or else you’re just some perv who’s going to play around with my brother and then go home and jack off in your mommy’s panties. Which is it, pretty boy?”
I shook my head. I shook it most vigorously. I’d never heard anyone talk like this, much less a fourteen year old girl!
For an instant I wondered if my mom was like this when she was a girl.
“I’m … not a pervert,” I said weakly. I didn’t dare deny masturbating. Last time I did that my mom made me regret it something terrible!
Christine went on with her speech. “Well, if you’re not a pervert, that makes you a pretty boy who likes playing dressup with other pretty boys. You should consider yourself lucky you found my brother. From what I’ve seen so far, the two of you were made for each other!”
I thought for another minute and then squirmed uncomfortably under her gaze. “Okay, I get it. I’ll do what you say. Just … well, you won’t tell anybody, right? Please, don’t tell a soul!”
Christine suddenly stopped smiling. “Listen, stupid, I love my brother. You hear me? I love him. My sister and my aunt love him, too. He’s a little strange, but he’s the best brother I could ever have. I want him to be happy and if you can do that, make him happy, I mean, I will be your best friend in the whole wide world. I’ll even protect you, just like we protect him. But if you make him unhappy … well, I will make it my mission to make your life a living hell.”
“Well, I don’t want that,” I said quietly.
Christine laughed. “That was funny. You’re a funny boy. Oh, wait, I bet that’s ‘cause you dress funny, huh?” She laughed again, then her face turned serious. “Now, before Danny comes out, I want to you repeat after me ….”
I leaned forward and listened carefully. I didn’t like what I heard, but I agreed to do as I was told.
What choice did I have?
I was standing awkwardly in the middle of the bedroom when Danny finally returned. I could not believe my eyes! He was, well, he really was adorable! Clad in a lavender party dress with a clingy bodice and spaghetti shoulder straps and a pair of elegant black heels with severe looking ankle straps, he looked very much like a teenaged girl dressed up for a school dance. Even with his short hair he looked and acted very girlish. It took me a moment to realize that was because he’d taken the time to curl his hair in the front, giving him a very feminine look despite the shortness in the back.
“I, um, was hoping you’d finish doing my makeup,” my new friend said. “Can you make me as pretty as you?”
Christine cleared her throat and glared at me. I nodded and said, “Sure, I can do that. It’s pretty easy, actually ….”
A few minutes later Danny was looking at himself in the mirror, the expression on his face lighting up the room.
“Wow … I … this … I look … this is … great!” He licked his painted lips and blinked. “You made me look like a real girl, just like one of the senior girls. Heck, I look better than the senior girls. Greg, you are a genius!”
I glanced over at Christine, who gave me a smile and a nod.
“Look, Sis, I’m gorgeous!” The excited boy turned his head so his sister could get a good view. “Didn’t Greg do a great job?”
“You look beautiful, Danny. You’re right, he did a fantastic job on you.” The grinning girl giggled. “Maybe you should give Greg another big kiss!”
I sighed as the cross-dressed boy turned to me and smiled. “I think I will!” he said with warm enthusiasm.
Luckily, this kiss was not quite as passionate as the ones before. Danny was obviously afraid to ruin my handiwork and so he limited himself to a series of light kisses on the lips, pressing against my own freshly painted lips just enough to spark a tingling all over my trembling body.
After we kissed Danny took me by the hand and led me back to his bed. There we sat, side by side, and while he played with my hair. Within a few minutes he pulled my hair back into a ponytail. He grinned like he knew what I was thinking.
“My sisters and my aunt let me work on their hair all the time. I remember how cute you looked with a ponytail and I couldn’t help myself. There, don’t you think it looks nice?”
I blushed to see how girlish I looked. A gold colored ribbon held back my locks and my bangs were brushed out over my eyes, just like my mother would have done. In turn he had pinned a flower blossom in his own hair, giving his boyish profile a pleasing feminine look. I nodded my head and fought a wave of dizziness that suddenly overwhelmed me.
“I’m thinking about being a hairdresser.” He glanced over at me and giggled. “You should be a makeup artist. We could move in together and open up our own shop! Hey, Christine, what do you think? Isn’t that a great idea?”
I felt my stomach drop as Danny’s sister looked at me and smirked. “I think that’s a great idea! You guys make the most adorable couple!”
Danny beamed with happiness as he continued to talk about his newfound fantasy.
The next few minutes were spent painting each other’s fingernails and trying on jewelry. I felt like such a sissy as I sat helplessly and watched Danny work on my fingernails. First he tried pink, but he didn’t like that color. Then he tried a bright crimson red, but he didn’t care much for it, either. We went through at least four other colors before he finally found one that worked.
“What do you think?”
I glanced over at my new friend. “It looks nice, I guess.”
That’s when Christine gave me a poke in the side.
“Greg, didn’t you have something you wanted to say to Danny? What was that you said when he was in the bathroom getting dressed? Go on. Don’t be shy.”
The feminine boy sitting across from me gave me the most curious look. The way he tilted his head and focused his eyes on me was so girl-like. I blushed as I felt that terrible tingling between my legs.
“I, um … well, you and me … you know how we’re becoming good friends ….,” My mouth was suddenly dry again and my tongue literally got tied up over the awkwardness of my words.
Danny squirmed in his lavender dress and smiled. “Yes?”
I tried to say something else, but my voice wouldn’t work. Christine sighed and jumped in with, “What that stupid fairy boy is trying to tell you, Danny, is that he’s in love with you! He told me that while you were changing clothes.”
Thump! I winced as she flicked my ear with her finger.
“Isn’t that right, Gregory???”
“Is it true, Greg?” Danny said excitedly. “Did you really say that?”
I remember looking into my friend’s smiling eyes and thinking, well, it’s too late now. I looked up at the ceiling and took a deep breath. I repeated in my head the words Christine drilled into me a few minutes earlier and repeated them as best as I could.
“Yeah … I mean, yes, I said that. I love you, ‘Danielle.’ I’m really in love with you.”
I was surprised as Danny leaned forward and pushed me back against the bed. I felt so exposed as he hugged me tight. He hugged me so tight that I thought for an instant that he wanted to wrestle me. Then I realized he really was hugging me. Really tight, tighter than anyone had ever hugged me before. I almost choked from lack of air, but I quickly recovered. Not knowing what else to do, I returned the hug, which caused him to hug me even tighter than before.
Christine cleared her throat again. I looked up and over my boyfriend’s shoulder and watched her mouth something. Something that started with the letter “L.” I sighed and nodded.
“I love you, Danny. Uh, I mean, ‘Danielle.’ I really and truly do love you.”
The girlish face lifted up and I was stunned to see tears in the painted eyes. “Oh, Greg,” Danny said before smothering me with a long, wet kiss. At this point he obviously didn’t care about his makeup, so I gave in and returned the kiss. I even opened up my mouth and pressed my tongue against his. I felt a little dizzy as that stupid tingling sensation went off down you know where.
In the background I could hear his sister giggling and see flashes of light from her camera. “Danny’s got a girlfriend!” she sang softly. “Danny’s got a girlfriend!”
As we hugged, our two young bodies pressed together, belly to belly, breast to breast. Our thin clothes made this the most intimate hug I’d ever had with anyone. And then, well, something really odd happened at that point. I felt the boy in my arms tremble a bit, then shiver all over like he was cold. Only he wasn’t cold, he was warm, almost hot. He hugged me again, pressing his belly against mine as though his life depended on it, and shivered again. It wasn’t until I heard him give a soft little “oh” that I realized what had just happened. For the first time in my young life I’d brought a boy to climax!
“Are you okay?” I pulled him close and I blushed as his body seemed to melt into mine.
Christine giggled. “I think my brother just had a little hot flash,” she said quietly.
I was too busy to pay her much attention. The knowledge and sensation of what had just happened was overwhelmingly arousing to me. I mean, I was already all tingly all over from so much kissing and touching, not to mention being so dressed up in front of two such intimidating people. My mind raced to figure out what was happening to me and how I should respond.
Danny must have known what I was feeling because I felt his hand down between my legs.
Beneath all that nylon and lace and frilliness, he rubbed the front panel of my girdle in just the right place and I felt my whole body shudder.
“Oh, my ….,” I whispered.
The next thing I knew, I felt my erection twitch and all of a sudden my body gave a familiar yet involuntary spasm that coursed throughout my entire soul. I held onto Danny as he pulled my weak and limp body upright.
“Oh, Greg,” the boy in my arms whispered softly. “You really do love me, don’t you?”
It took me a moment to get to my feet. Once I was standing we locked in long, passionate kiss. The whole world was spinning and I thought for an instant, Wow, this isn’t so bad after all.
That’s when I heard someone clearing their throat behind me. Thinking it was Christine again, I continued kissing, determined to keep my end of the deal.
I don’t want her thinking I’m some sort of pervert, I remember thinking to myself.
It was Danny who pulled away, however. I was a bit confused, as he seemed embarrassed and surprised. It wasn’t until I turned around that I realized why.
It was my mom!
“He’s too pretty be a ‘Greg’,” she said with a smile. “You can call her ‘Pamela’ instead!”

Chapter 33 – “Pamela” Comes Out!
I should have known something like this would happen. My mom always had an uncanny sense of timing and I never could keep anything secret from her. You know that from everything else that’s gone on in my life. All I had to do was think of keeping a secret and she’d find it out, sometimes before I barely knew it myself. I don’t know why I was so surprised when she caught me kissing Danny.

“Don’t let me interrupt,” she said, her voice drenched with acid. “You two just carry on like I’m not here.”
“Um, hi, Mom,” I said shyly. I tried to pull away from Danny, but he clung to my arm like his life depended on it. My mother noticed this, of course, and she stared at me with accusing eyes. “I, um, we weren’t expecting you until later tonight,” I mumbled.
“That’s pretty obvious.” Mom’s reply had a definite sarcastic flare that caused me to feel weak-kneed and faint. “Your lipstick is smeared, ‘Pamela,’ dear. What have I told you about that?”
Out of reflex I lowered my eyes in submission to my mother and then touched my mouth with my fingertips. Like a good “daughter” I reached for the tube of gloss I’d used earlier and repaired the damage incurred during my make out session with Danny.
While I tinkered with my makeup, I noticed that my mom’s eyes were wide was excitement and a mischievous smile lit up her face. She was in her office clothes, a plain white blouse and a dark skirt. She’d apparently come straight from the clinic before going home. I’d hoped to be out of her clutches for at least a little while. I mentally kicked myself for not realizing this was something she’d do.
“Well, I came over to make sure everyone was getting along, but I can see that’s now unnecessary.” I remember her eyes going up and down my body with extreme care. “You look very pretty, ‘Pamela.’ The color of that dress is just perfect with your hair and your makeup.”
I nodded bashfully. “Um, thanks.” That was all I could think of to say. It was probably enough.
Danny and Christine stood silent, both embarrassed at being caught in such an awkward predicament. I glanced at the feminine boy by my side. His eyes were wet and frightened. I thought for a moment he was going to cry. I even thought about doing that myself.
“I hope you don’t mind me barging in. I knocked on the door and nobody answered. When I stuck my head in I heard a lot of giggling and my curiosity got the better of me. I couldn’t help letting myself in to see what the fuss was all about.”
A sullen silence covered the room. Everybody acted too scared to say anything. Except for my mom, of course. She was in complete control and she was having her fun with us all.
“I came in here expecting to see a couple of rowdy boys rough housing and up to no good,” she said sarcastically. “Imagine my surprise to see two gorgeous fashion models exchanging kisses and being all mushy with each other. I bet you guys have absolutely no idea what I’m thinking, do you?”
There was that silence again. I wasn’t going to say anything if I could get away with it. Danny was just about in shock. Thank goodness, Christine finally came out of her stupor and the mood in the room suddenly lightened.
“Um, that’s all right. Welcome in, Mrs. Parker,” she said awkwardly. “We were, you know, just having a little fun. The boys decided to put on a little fashion show and I was taking pictures and, well, you know ….”
My mom raised an eyebrow and nodded. “So I see. I suppose you must be Christine? And this pretty young thing is your brother, Danny? Nice to meet you, ‘Danielle.’ You make quite an attractive young lady.”
Christine let out a giggle. Danny blushed and looked down at his feet. “Thank you, Mrs. Parker.”
“You’re welcome, little miss.” Mom turned her full attention toward me. “Well, I am certainly glad that I stopped by. Now we know exactly where we stand, don’t we, ‘Pamela’? You used to be so bashful about being seen in your pretty clothes. I guess you’re over that, now. I’m really glad you finally came out of your shell.”
I started to say something, anything, to defend myself. But there wasn’t much I could say without really getting into it, and I sure didn’t want to do that in front of my friends. Especially after getting caught in a dress kissing another boy!
“I hope you don’t mind, Mrs. Parker,” Danny said, thinking he was coming to my defense. “I know how much Greg loved dressing up at home, so I thought he could show me a few things, you know, about fashion and stuff. We weren’t doing anything really bad, I promise!”
My mom nodded. “I have absolutely no problem with what you guys are doing. As a matter of fact, I’m not surprised at all. Gregory … I mean, ‘Pamela’ has been acting way too shy for the longest time, like I said. ‘She’ prances and minces around the house all the time in my old high heels and dresses and ‘she’ loves acting like such a girl with me and her little brother. Except for going to school I can’t keep a pair of pants on the child! I’m just glad ‘she’ finally found somebody to share ‘her’ little game with. I suppose it’ll be impossible to keep ‘her’ home now that ‘she’ has a pretty friend to share in ‘her’ little secret.”
I was amazed at how easily the other children fell under my mother’s magic spell. Danny was blushing with excitement and Christine kept staring at me with that “I knew it!” smirk on her face. Standing there in my borrowed dress, girdle and makeup, I prayed for a sniper’s bullet to put me out of my misery.
“Well, now that I see what you’re up to, ‘Pamela,’ I guess I’ll leave you with your friends for a while.” Mom gave me an evil smile before heading toward the door. “Be a good girl, ‘Pamela,’ and mind what Mrs. Marsh says. Oh, and don’t forget, you have your little maid duties with Mrs. McCuddy tomorrow, so don’t forget your curfew.”
Why did she have to mention my job with Old Lady McCuddy? I glanced at Christine and Danny – both of whom had curious smiles – and I nodded. I had some more explaining to do, obviously.
“Yes, ma’am,” I said quietly.
“See you later, Mrs. Parker,” my new friends said in unison.
My mother stopped at the door. She turned and glanced first at Danny, then at me. “I can let myself out. Have fun, girls. Don’t do anything I wouldn’t do,” she said, laughing at her own little joke.
I couldn’t believe it. After all that anxiety, after all that panic and fear … my mom was gone almost as quickly as she appeared. I mean, literally, one minute she was there … and the next, she was gone! It was like a dream. Well, more like a nightmare.
“Wow, your mom is so neat!” Danny said brightly. “You’re the luckiest guy in the whole wide world!”
“Yeah, lucky me,” I muttered.
Christine just stared at me. “Who is the world is ‘Pamela?’ Is that what your mom calls you when you dress up? Pamela?”
I felt my cheeks get hot. “Okay, so what if it is? What’s it to you?”
Her face was alight with glee. “Well, it’s sure better than ‘Gregory’ or ‘Greg’! I just never thought of you as a ‘Pamela.’ You look more like a Leslie or maybe a Nancy. Or maybe a Tiffany.”
“Tiffany?” Danny wrinkled his nose. “Don’t pay any attention to her, ‘Pamela.’ I absolutely love your femmie name! My sister doesn’t know anything. She’s just a dumb ol’ girl!”
“Oh, and you aren’t?” his sister said. Suddenly, the two of them burst out laughing like a pair of idiots. I just stood there and wondered how I was going to get out of all this mess.”
It took a few minutes for the shock of my mother’s visit to die down. My hands, well, my whole body still trembled from the experience. I was relieved that they forgot all about my mom mentioning my maid job. I guess they were too caught up in the excitement over my girl name.
“Come on, ‘Pamela,’ don’t be a party pooper!” Christine giggled as she grabbed Danny and me by the hand. “Let’s get on with our fashion show!”
Believe it or not, but I was actually grateful when Christine suggested that we stop worrying about my mom and have some fun. Danny was quick to agree and I just nodded my head and went along for the ride. Anything to delay thinking about my mom.
For the next hour or so I found myself part the silliest fashion show you could imagine. Christine turned on the stereo and joined us boys as we went through their older sister’s entire closet like a pair of teenaged divas. It was like a dream of sorts. I felt dizzy, almost numb as I tried on and modeled everything from sophisticated party dresses prom gowns to simple school clothes and Halloween costumes.
Lost in the moment, I at last found myself joining in the laughter. I even joined the other two “girls” as they danced to the music. I knew I should have felt like an idiot – especially with the image of my mom still fresh in my mind – but for some reason I kind of, well, enjoyed myself.
“I see ol’ pouty face is finally having a little fun for once in her life,” Christine observed when I finally began dancing.
“This is the best night of my life!” Danny declared, pulling me by the wrists and kissing me on the mouth. “We have got to do this more often!”
At one point Danny was in a cocktail dress, a dark brown wig, a pair of silver high heels and some costume jewelry, looking very much like a little boy playing “glamour model” his mother’s clothes.
“Where did you get the wig?” I asked. I was genuinely curious.
“My aunt used to wear them when she was younger,” the cross-dressed boy explained. “We found them in the attic and she lets me play with them whenever I want. Isn’t that neat?”
I nodded. It looked very natural on him and I wondered why my mother hadn’t done the same with me.
Christine handed me something to wear and I soon found myself feeling very exposed in a short black dress with a frilly petticoat and flared skirt.
“What is this supposed to be?” I pushed down on the skirt but it bounced back up. “This feels pretty skimpy!”
“It’s a French maid’s costume, silly,” Danny said. “Judy bought it a long time ago for a Halloween party. She was going to throw it away but I talked her into keeping it for me to wear every now and then.”
I made an ugly face. “You actually like wearing this thing? You gotta be kidding me!”
Danny giggled. “It’s really fun. Here, put on the little apron and hat.”
“Give him that old pair of strapless high heels, ‘Danielle.’ A French maid has to wear high heels.”
A couple of minutes later I was staring at my reflection. I couldn’t believe how – well, I didn’t want to believe – how cute I actually looked in that silly costume. With the black dress and white lace trimmed apron and all, it was reminiscent in style to the maid uniform Mrs. McCuddy insisted I wear whenever I worked at her house.

But that was where the similarity ended. This outfit was a lot shorter – and tighter! – than the one Mrs. McCuddy made me wear. I was actually glad to be wearing my girdle, it was so snug. Even more worrisome was how the top barely covered my budding breasts and left my shoulders bare. Plus, the heels put tension on my legs, giving me a more feminine stance and gait as I minced about the room. It was one of the most revealing outfits that I’d ever worn, not to mention the sexiest.
“Wow!” exclaimed Danny. “You look gorgeous in that outfit!”
Christine giggled with excitement. “Imagine what the boys at school would say if they could see you right now!”
A pang of guilt suddenly hit me as I thought about exactly what the guys would say if they could see me dressed that way. My mom always talked about how boys loved masturbating while thinking about girls dressed like I was at that very moment. I couldn’t help but think that she was obsessed with the idea of having boys masturbating over me.
Why am I thinking about that? I felt tingling down below and shivered. I don’t want boys jerking off because of me! That’s disgusting!
I woke from my thoughts when Christine’s camera flashed in my face.
“Hey, on the subject of maids, what’s all that stuff your mom was talking about you being a little maid tomorrow? Is there something we need to know about? Do you have a job as a maid or something?”
Feeling a flutter in my belly, I shook my head. “Aw, she’s just trying to embarrass me. I have some chores to do at some old lady’s house. That’s all.”
“That doesn’t sound like much fun.”
“Oh, it’s not. Believe me,” I said in my most bored voice. I was secretly pleased, of course, to see that she wasn’t very interested. Christine Watkins was the last person in the world I wanted to know I had a weekend job working as a maid.
The giggling girl shot another photo. “I think it would funny if you had to wear that dress when you showed up for work! Can you imagine some old lady’s reaction seeing you in a maid’s dress doing housework? That would be so hilarious! I dare you to do it!”
I squirmed in my dress. “I, I don’t think so. Mrs. McCuddy might not like that. Besides, this thing is awful embarrassing.”
Danny flipped up the hem of my skirt and laughed. “I don’t think it’s embarrassing. I love it! I actually wore that trick-or-treating last year. Nobody knew I was a boy and I had the best time!”
Christine shot several more pictures of me dressed as a French maid and then a few more of her brother in his cocktail dress and wig.
“I wish there was something else we could do besides this stupid fashion show. I mean, something that was more fun.”
Danny thought for a moment. “I know what we could do. Let’s keep on what we have right now and fix dinner for Aunt Marlene. Then, after supper, we can walk down to the shopping center for an ice cream cone. What do you say?”
I must have had a pretty funny look on my face because both Danny and Christine bust out laughing at my reaction.
“That’s perfect,” the grinning girl said. “Aunt Marlene will just love being served her supper by a pretty French maid!”
“And I can be the movie star hostess!” Danny said brightly. “Christine, you dress up like a movie star, too, and ‘Pamela’ can wait on all of us!”
“You’re not serious,” I said quietly. “You want me to parade around in front of your aunt looking like a maid?”
“Not just any maid,” Christine said with a grin. “A French maid!”
Danny’s grin was bigger than his sister’s. “Please, ‘Pamela’? Do it for me? I’ll be your best friend. I’ll be your girlfriend!”
I squirmed in my borrowed costume. “But I look so stupid!” I protested.
The smiling boy laughed. “Not really. You look gorgeous. Really. You look a lot more natural in that outfit than I ever did. It’s like you were made to be a French maid!”
Christine clapped her hands. “Come along, ‘Pamela’! And your first task will be helping your employers get dressed for company. Chop-chop!”
And so that’s how I met Danny and Christine’s Aunt Marlene. When her car pulled into the driveway a short while later, I was standing at the front door dressed in that silly French maid costume. Danny and Christine both stood in front of me, dressed up in cocktail dresses, makeup and jewelry, acting out the dual roles of “hostess” as their aunt entered the house.
“Oh, my goodness, am I in the right house?” the attractive woman said as her niece and nephew-in-drag greeted her. “Well, good evening, ladies. I’m certainly glad to meet you all! And who is this lovely young thing?”
Actually, it worked out pretty well. Aunt Marlene – as I was encouraged to call her – turned out to be a very nice person, very open-minded and accepting of Danny’s odd habit of dressing up. She was extremely nice to me, too, which I found a little disturbing at first.
“Look who followed me home this afternoon, Auntie! It’s Greg, the boy I told you about!” Danny looked like a little child, his face was so excited as he pulled me closer to the smiling woman. “Isn’t he pretty? We’ve been playing ‘fashion show’ and he showed me how to do makeup and everything! Can he stay for supper? Please say yes!”
“Of course he can, ‘Danielle.’ Calm down, please. You’re going to pop if you don’t settle down a bit.” Aunt Marlene cast a curious smile in my direction as she handed me her coat and purse. “So you’re the famous Greg Parker. I’ve heard quite a lot about you, Mr. Parker.”
“Yes, ma’am,” I said hoarsely. I felt like such an idiot in that goofy dress. I just stood there for a minute not saying anything and wondering what I was supposed to do with her things.
“Oh, he’s not a ‘Greg,’ Aunt Marlene!” squealed Christine. “His mother calls him ‘Pamela’ whenever he’s all dressed up, which is just about every day of the week! She said we should call him ‘Pamela’ and you can call him ‘Pamela,’ too!”
“All right, then, ‘Pamela,’ it is.” Aunt Marlene smiled and gave me a long, studious look. “‘Pamela,’ darling, you can put my things in the closet, dear. If you’re going to dress like a proper maid, then I suppose you ought to act like one, hmmm …?”
I blushed at the ridiculousness of my situation. The smile on her face reminded me of Christine. That was not a good sign.
While Danny entertained his aunt in the living room, playing the role of “movie star hostess,” Christine sent me into the kitchen where I started to work on the food. I suddenly found myself regressing submissively, falling into the role I did each day with my mother and every weekend with Mrs. McCuddy. With minimum direction I set the table, to include tablecloth, napkins, china, silverware and crystal. Once all that was done, I went to the kitchen and did the salad duties.
Dinner was leftovers, which I’d warmed up in the oven and put on the plates. Christine then called me into the living where I poured drinks and served everything, playing my role as French maid to the fullest. I waited patiently as everyone migrated into the dining room and took their seats.
How do I end up in these predicaments? I said to myself. I am the stupidest boy on the planet!
“My goodness, Gregory … I mean, ‘Pamela’ … I am certainly not used to this kind of service,” Aunt Marlene said as I freshened her iced tea. “You are so graceful, not at all like most boys I know. You really seem to know your way around a pair of high heels. Nice legs, by the way. I wish I had legs like that.”
“Um, thanks, I guess.” What in the world was I supposed to say at something like that?
“I am impressed. Your mother has taught you well, that’s for sure. Aren’t you going to join us?”
I glanced at the table and saw that I had stupidly set it for only three people. I guess it was just habit that I’d omitted a place for myself. Damn you, Old Lady McCuddy! I wriggled for a moment in my skimpy dress and blushed.
“Um, no, thank you, Aunt Marlene,” I replied. “I’m not really hungry.
Not knowing what else to do, I just stood by while the smiling woman and her niece and nephew chatted and ate their supper. Aunt Marlene peppered me with questions, shushing Danny and Christine whenever they tried to answer for me. Helpless in the face of her natural feminine authority, I willingly answered all of her questions, basically telling her the whole story of how I’d come to wear girls’ clothing under my mother’s watchful eye. She didn’t seem surprised by much of anything I said.

“Didn’t you come to the library this summer, ‘Pamela’? I’m sure I’ve seen someone who looked just like you wandering through the stacks. Short hair, cute little skirts and sundresses, pretty smile, very much like you, I’m certain.”
Danny and his sister looked at me. I felt the heat rise in my bare shoulders and face. Damn it, Mother!
“Um, yes, ma’am. My mom dropped me off a few times, I guess. She likes to keep me reading instead of watching television.”
The smiling woman nodded and didn’t say anything for a moment. “It’s hard to forget a face like yours. I think I remember you checking out several romance novels. That’s very interesting. Where those for you or for your mother? Do you enjoy reading girls’ romance novels?”
I glanced once more toward the two teenagers and blushed again. “Um, I think they were mostly mine, I guess.”
Aunt Marlene’s voice was suddenly very stern. “You didn’t answer my question, Pamela. I asked if you enjoyed reading romance novels?”
I felt the heat rise in my cheeks. Not knowing what else to say, I nodded my head and replied, “Yes, ma’am, I sort of do, I suppose.”
The smiling woman resumed her friendly manner. “Well, that certainly is interesting. A boy who likes reading romance novels. Danny, I think you’ve finally found someone you have something in common with” Aunt Marlene’s eyes lit up with amusement. “By the way, ‘Pamela,’ you’ll be amused to know that you have at least one other admirer. Mr. O’Connell has taken quite a liking to you.”
I blinked and thought for a moment. “Mr. O’Connell?” I repeated.
“Oh, yes, one of our part time volunteers. The tall, dark-headed man who you always went to for help. You ought to remember him, as much time as the two of you spent together. He often mentions the cute young girl who flirts with him all the time. You’ve certainly made quite an impression on him. He gets teased a lot because of you, you know. I had no idea who you were at the time. But now, well, I wonder what he’d think if he knew that little girl who captured his heart is really a boy?”
I thought of the man at the library who called me “honey.” I didn’t know what to say. Danny’s aunt said he “liked” me.
In what way, I wondered. Surely not …?
I thought about the skimpy outfits my mom made me wear all the time and shivered as I realized how girlish I’d acted. Well, I had to, didn’t I? I mean, I didn’t want anybody to know I was a boy in a dress, right?
Great! That explains how come he was always patting me on the shoulder and touching my knee, I thought. With my luck, Mr. O’Connell probably did think I was flirting with him!
For just a moment I had a horrible image in my head. I thought about my mom and I wondered she would say whether a grown man might masturbate while thinking about me. The memory of Mr. O’Connell’s smiling face flashed in my mind. I suddenly felt sick to my stomach.
“Yes, ma’am. I remember him.” I blinked and thought of something to say. “He, um, Mr. O’Connell was always really nice to me.”
Danny and Christine both stared at me with amazement. Not knowing what else to do, I just stood there and tried to act normal without bursting into tears.
“Well, no matter. Honestly, dear, I am so very happy that you and Danny have become friends.”
The elegant lady raised her glass in my direction. “The girls and I have always worried that he was a little too … different … to make any real friends. Most other boys are such little beasts and don’t know what to think of ‘sensitive’ boys. I think this is the beginning of a beautiful friendship, don’t you, Danny? Christine?”
The two smiling teenagers nodded their heads. They then continued to chatter away about what great day it had been. All I could think about was what I was going to tell my mom when I saw her later that evening.
Chapter 34 – What a Mess!
After supper I cleaned washed and put away the dishes, while Danny and Christine whispered and watched. I then cleaned the kitchen, not thinking anything about it. After all, I was practically an expert on the duties of a maid, French or domestic. Again, Aunt Marlene was suitably impressed with my willingness to help.
“I said it before and I’ll say it again, your mother taught you well, ‘Pamela,’” she said with a wink. “You’re going to have to come over more often. I insist!”
“Me, too!” Danny and Christine sang out in unison.
At long last we all went back to Judy’s bedroom to change clothes. To my horror, Aunt Marlene agreed to let us go out for ice cream, but only if we put on something less conspicuous.
“You can dress like that around the house all you want, ladies. I insist on it, in fact. But I think you’ll attract the wrong kind of attention parading around like a couple of high school drag queens,” she said. “Pick out something less conspicuous and you can go, no problem! Christine, you’re in charge of ‘the girls’ while I take my bath.”
“Yes, Aunt Marlene,” the giggling girl replied.
By this time I was so tired and confused, I really didn’t want to do anything but find someplace to hide. That was not an option, of course, so I did as I was told and picked out a couple of things to try on. Then I headed for the bathroom.
Maybe I can lock the door and everybody will leave me alone! I thought bitterly.
“Where are you going now?” Christine demanded. “You can change in here with us.”
“To the bathroom. I … I’d rather change clothes by myself.”
“Oh, no you don’t. You can change clothes right here. There’s nobody here but us girls!”
I blushed. “I really want to go to the bathroom and change.”
“You really are a sissy, aren’t you?” Christine said. “You act like you’re afraid of your own shadow. I’ve never seen a boy like you before in my life!”
I shrugged my naked shoulders. “I’m … I’m just a little shy, I guess.”
“I don’t think you could get in the bathroom right now anyway,” Danny said. “Aunt Marlene is in there right now. She’s taking her bubble bath. I can hear music playing. Every night she pours a bath, lights candles and takes her book in there. She’ll be in there at least an hour. Maybe longer.”
“It’s okay, fairy boy,” Christine said with an evil smile. “You can just change in here with us. Off with that dress! I want to see what all this shyness is about! Do it, or I’ll take these all these pictures I’m shooting to school and show everybody what a little fairy you really are!”
I thought about Todd and Joe and the other kids and I started to cry. “Please, don’t do that!”
“Christine, don’t be so mean!” Danny complained, but his sister shut him down.
“Shush! I’m doing you a favor, ‘sister’! Keep quiet for a minute, all right?”
Considering the circumstances, I didn’t have any options. Giving a sigh of despair, I once again resigned myself to my fate. My entire body was red from head to toe as I slipped out of the little black dress. The two other teenagers were silent as I laid the garment neatly on the bed. I then straightened up and turned to face my audience. I about died as I stood there and tried to hide myself from view. I was torn between covering my privates and covering my face, I was so embarrassed. The problem was, they were looking instead at my naked chest.
Danny was the first one to say anything. “Oh, wow, I never thought about that. You … you’ve got ….”
“… boobies,” Christine said quietly. “I knew it!”
“Don’t laugh at me,” I whispered, my eyes burning with tears. Feeling extremely vulnerable, I covered my nipples with crossed arms and tried not to cry.
“Nobody’s going to laugh.” Danny tried to console me as he gave his sister a don’t-you-dare-stare.
“You’re not the first boy I’ve seen with boobs. Most of those were big old fat guys in gym class, though. You’re the first guy I’ve ever seen with pretty boobs, though. They do look like a real girl’s. How’d that happen?”
I didn’t know how to explain it, so I just shrugged and said, “I don’t know. They just came out that way.”
There was a long moment of silence, then Christine said, “That’s not fair. Your titties are bigger than mine! Even your nipples are prettier than mine! That’s just not fair!”
Christine stepped behind me. I made a faint attempt to block her as she reached around and cupped my breasts, one in each hand. Submissive and weak, I just gave up and stood there and let her do as she wanted.
“See, look here, Danny! They’re way bigger than mine, almost as big as Jennifer’s, don’t you think?”
I tried unsuccessfully to pull away from being groped. I felt so humiliated being examined like this.
“Who’s Jennifer?” I sniffed.
“A girl at school with boobs about your size.” Danny reached out and lightly rubbed his fingertip against first one nipple, then another. “Wow. This is freaky.”
“It’s not my fault!” I was really embarrassed. “I don’t know how it happened. They just did it on their own.”
The wide-eyed boy nodded. “Well, however you did it, I’m jealous, too!”
The frustrated girl licked her lips. “I think he might be a real girl. I want to see what else he’s hiding. Off with that girdle, ‘Pamela’! I want to see what we’re dealing with.”
I thought about how Christine nearly pinched off my penis with her fingertips just a little while ago and I winced. Wasn’t that enough pain for one day? Now she expected me to take off the rest of my clothes?
I tried to resist, but both brother and sister pressured me until I couldn’t refuse any longer. I really didn’t want to do it, but they kept on until I just didn’t care any more. Anything to shut them up.
It’s really hard taking off a panty girdle while trying to cover your naked breasts, but somehow I did it. The problem came as the girdle came down, so did the panties I wore underneath. Both garments were damp from my earlier exertions, but that didn’t stop Christine from grabbing onto them and leaving me completely naked.
To make matters worse, I had another erection already. I felt so ashamed as both brother and sister stood staring at me.
“Please, don’t laugh at me,” I sniffed.
And so there I was, standing stark naked in front of a pair of bright-eyed and smiling teenagers who seemed to have me wrapped around their collective little fingers. I hadn’t felt so helpless since, well, since the last time my mother found a new and improved way of humiliating me.
“Yep, he’s a boy, all right!” Christine said as I tried to cover both my nipples and my erection. It was futile, so I just crossed my arms over my breasts and tried not to cry. “And he appears to be enjoying himself a little too much. Yep, there’s no doubt about that!”
“Yeah, I noticed.” Danny seemed to be blushing as his eyes bounced between my naked breasts and my exposed penis. “Wow, you hardly have any hair around your dick. Do you shave down there, too?”
I nodded. Ever since the fateful Sadie Hawkins Day fiasco, my mom had insisted that I keep not only my legs and underarms smooth, but that I maintain my pubic hair in what she called “bikini trim.” Not that I had much to begin with. Compared to what I’d seen of other guys in the locker room at school and in magazines, I was practically bald.
By this point I was practically putty in the hands of these two smiling siblings. Christine ordered me to turn around. Bewildered and beside myself with shame, I obliged.
“I want to see if your butt is as girlie as your titties,” she said with an evil smile.
My backside, unfortunately, turned out to be just a popular as my front. I shivered as curious fingers caressed my naked bottom and giggling voices tickled my ears.
“Cutest butt I’ve ever seen!”
“Wow. You look just like a real girl, even with no clothes on at all! That’s just mind-blowing!”
“What’s this?” I was alarmed as Christine’s voice suddenly changed from delight to extremely curious. “Is that what I think it is? No way! It can’t be!!!”
I felt the light touch of her fingers trace along the crack of my bottom. There was a shock of a tugging pressure as something inside me didn’t feel right. The pressure hit me again and I felt a sense of panic all over my naked body. I also felt my bottom muscles clench up tight. That meant only one thing ….
Oh, god … no-o-o-o-o-o …!!!!!
“Tell me you’re not wearing a tampon!” Christine squealed. “Oh – my – god! You are!!! You are wearing a tampon!!!! EWWWW!!!!!”
Holy crap!!! I forgot all about that!!!
Now see, you’re probably wondering how I could forget something like wearing a tampon. Well, the truth of the matter was, I just did. Ever since that first time when my mother showed me how a girl got her period, I’d been experimenting with douches and tampons at least once a month. And, well, it just sort of got to be routine. Not that it was my favorite thing to do, mind you. I just gave up arguing with my mom about it and took to doing it on my own to keep peace in the family. And the day I showed up at Danny’s house, well, that just happened to be “that time of the month” for me. It didn’t matter if I was home in high heels or at school taking an exam, I was on a schedule and my mother made certain I kept to it, no matter what!
Now what am I gonna do???
“My … my mom made me wear it,” I whispered weakly. I winced as Danny’s sister took another tug on the little string dangling from my bottom and giggled. “Stop it! I don’t like that, Christine! Stop doing that!”
“You really are more of a girl than I am!” she declared in total amazement. “I don’t know if I’m supposed to be afraid of you or just be disgusted.”
“I know what I think,” Danny said with a twinkle in his eye. He took my hand and pulled me close. “I thought I was in love with you before. Now I know I am. Greg … ‘Pamela’ … you are the most amazing person I’ve ever met!”
He gave me a quick kiss on the mouth to prove his point. I felt so weird, standing there completely naked before those two giggling teenagers, my darkest secrets open and exposed.
The funny thing about my situation was that in the eyes of one sibling I was a fool; in the eyes of the other, I was a hero. Never in a million years could I have predicted such a thing. I didn’t know if I was in heaven or in hell.
“I can’t believe you actually stuck one of those things up your butt!” Christine chided. “That’s just plain nasty!”
Danny, of course, took my side in the matter. “Oh, Christine, don’t be a hypocrite! That’s no worst that what you do with them. We can’t help it if we don’t have pussies! Gre- … I mean, ‘Pamela’ had to use what she had. Isn’t that right?” He gave my hand a tight squeeze and smiled. “I’ve always wanted to try wearing a tampon but was too scared. Greg, you are my hero!”
“Why am I not surprised,” the smiling girl said, shaking her head.
As usual, I didn’t know what to say, so I just stood there like a fool. After an embarrassing barrage of questions that I couldn’t answer, the two teenagers decided we’d best get dressed if we wanted to go out for ice cream.
“Here, try these on,” Danny said, tossing me a pair of skimpy pink panties.
Grateful to finally have something wear, I picked the tiny panties up and slid them up my naked legs. I was horrified to see that they were so small that they did very little to hide my erection.

“We’re going to have to do something about that,” Christine said with a husky voice.
I felt my stomach drop. “Um, like what?” I asked nervously.
I watched with fear as the grinning girl whispered something in her brother’s ear. Danny giggled, then shook his head.
“I can’t!” he protested. “You’re not serious, are you?”
Christine’s face was almost evil looking as she laughed. “Oh, come on, ‘Danielle’! You know you want to. Here’s your big chance!”
The cross-dressed boy looked at me and blushed. “I don’t know ….”
The grinning girl whispered something else to her brother and they both giggled. I just stood there like an idiot and waited to see what was going to happen next. It wasn’t like I had anyplace to go.
“Just like we practiced. Okay?”
The boy nodded. “Okay.”
“I think I’ll leave you two alone for a few minutes,” Christine said cryptically. True to her word, she left the room and pulled the door shut.
“Where’s she going?” I was afraid for a moment that she’d gone to get her aunt. But Danny assured me that wasn’t the case at all.
“Oh, she’s going to chat with Aunt Marlene for a little while. That way we won’t get interrupted.”
I squirmed in my panties. “Interrupted doing what?”
Danny looked at me with shiny eyes as he brushed his faux hair from his eyes and adjusted the fit of the cocktail dress he was wearing. I felt my heart skip a beat as I thought about how pretty he looked as a girl.
“Here, stand still a second. There’s something I want try.”
My whole body, my very spirit melted obediently as he slid his fingers under the waistband of my panties and began pulling them down. I felt like a little kid as the skimpy underwear fell around my ankles. Danny then pushed me onto the bed where I sat back in a semi-reclining position. He then spread my knees apart. I watched in utter disbelief as he knelt before me and smiled.
“I’ve never had the chance to do this with a real boy before,” he said, licking his lips. “I’ve thought about it a lot. Probably about as much as you have ….”
No doubt, dear reader, you think you know what happened next. Well, you’d be wrong. Poor Danny, he was got himself all worked up over nothing. The truth of the matter was, I got so worked up myself, the very instant his lips touched me, I lost control and squirted all over everything!
“Aw, man, I wasn’t expecting that!” he complained.
I felt so awful! I mean, this had to be the most humiliating thing to ever happen to me! I looked down to see my new friend wiping my semen from his face and neck. I thought for sure he was going to get mad, but instead, he just rolled his eyes and started laughing.
“Wow. This is just great. The first time I get to give a guy a blow job and see what happens!”
I winced as he showed me his hands. Apparently he’d caught most of it before it got on his sister’s dress and wig.
“I guess it’s just as well. You’re more girl than guy, so I guess it probably wouldn’t have counted anyway, huh?”
I shrugged my shoulders and nodded. I was actually kind of relieved. Well, relieved in more ways than one. I’d heard the word “cocksucker” before, of course. I’d been called that vile name more than once by guys like Todd and Joe. Heck, I’d even used the term a few times myself back before all this craziness started happening between me and my mother. All I knew was that it was demeaning and ugly. And for just a moment there I thought I was about to become one. The funny thing was, it appeared that Danny actually wanted to be one. I didn’t understand that at the time, of course. It would be a while before I did.
Anyway, while Danny cleaned up the mess I made, I lay there for several minutes as naked and helpless as a newborn baby, wilted, limp and exhausted. I was so confused, so ashamed and so delighted – all those conflicting feelings at once. I felt like a completely different person compared to the boy who woke up that morning and went to school.
I sat up and tried to think of something to say. “Wow,” was the only thing that came to mind.
I remember Danny looking at me with dreamy, half-closed eyes and for a moment I wanted him to try it all over again. I actually wanted to hug him and kiss him and who knew what. Part of me even wanted to do to him what he’d almost done to me. And that was scary.
“Maybe we can try this again sometime,” he said, giving me a soft kiss on the lips.
I remember a pungent odor on his mouth and I felt a wave of excited disgust sweep over me as he deepened the kiss, swirling his tongue against mine. As he pulled away I nodded my head and looked down at my naked body. I was a mess, that was for sure.
It wasn’t but a minute later that Christine showed up with a smile on her face and her eyes bright with joy. I felt awful as she looked in my direction, but there wasn’t anything I could do about it. She thought she knew what happened and she didn’t care what we said to the contrary.
“Well, it looks like someone has calmed down a little bit,” the smiling girl said, staring at my drooping organ. “I wonder how that happened.”
Danny just grinned like an idiot and pulled the dark brown wig off his head. Without it he looked oddly comical in his sister’s cocktail dress.
“It’s not what you think,” he said coyly. “We kinda screwed it up.”
Christine looked at him and shook her head. “You have got to be kidding me! You didn’t do it? How is that possible?”
She looked at me like it was all my fault. Which it probably was, come to think of it. Not knowing what else to do, I just sat there and nodded my head.
“That is really sad,” she said. “You two fairy boys actually expect me to believe that? Danny, we even practiced on popsicles and everything, just like Judy showed us. I thought you’d finally get to do it once for sure!”
The cross-dressed boy sighed. “I know. I’ll get to do it one of these days, maybe.”
The blond girl stared at me. “And you! I thought you were going to be a good boyfriend! What in the world is wrong with you? How could you do such a thing!”
I tried to cover my nakedness. “I couldn’t help it. I just got too excited, I guess.”
Danny giggled, just like a girl. “No kidding! You almost ruined Judy’s dress. Good thing I’ve got fast reflexes!”
“Oh, yuck! That’s disgusting!” Christine made a face.
I thought for a moment and frowned. “What do you mean, you practiced on popsicles? You mean, like you ….”
The cross-dressed boy nodded. “Yep. Judy taught us all sorts of neat tricks. She learned them in college. Don’t worry, ‘Pamela,’ I’ll show you, too. That way whenever you want to do it for real, you’ll know all about it!”
I thought about what he said and shivered. After what just happened, I wasn’t sure if I would ever look at a popsicle the same way again.
“You guys are killing me.” Christine sighed. “Really, I don’t know how you live with those things.”
Chapter 35 – Girls’ Night Out
“Well, anyway, if you two are through with your nasty little game for the evening, take a look at what I got.” Danny’s sister held up something that looked like a little garter belt. “Since ‘Pamela’ is on her period, I figured this ought to keep her safe for the rest of the evening!”
“What the heck is that?” I studied the odd garment with suspicion.
“It’s a sanitary belt, silly boy. It’s for holding a sanitary pad against your vagina so you don’t mess your panties during your period. Lord knows you need one to keep from making all the messes you do. I’m surprised you don’t already know about this thing.”
I bit my lip. “Isn’t that for girls?”
Christine looked at me like I was from another planet. “Yeah, just like tampons are for girls. Here, Miss Priss, let me show you!”
I followed her lead as she pulled me to my feet and posed me in the middle of the room like a life-sized Barbie doll. I then watched with confusion as the grinning girl outfitted me with the sanitary belt and a feminine napkin. Christine expertly fastened the cotton pad to the little clip on the front of the belt, pulled it down tight against my limp penis and up between my butt cheeks, securing the other end to the clip in the back.

It felt really uncomfortable at first. I tugged on it a bit until it wasn’t quite so bad. Then I looked at myself in the mirror. This had to be the skimpiest thing I’d ever worn in my young life! And probably the most humiliating. Thank goodness it seemed to do exactly what Christine promised.
“See how it hides everything?” she said proudly. “You can get as excited as you want and nobody can see a thing. You can even make a mess and you won’t ruin your panties! Oh, don’t look so shocked. That’s what they do for us girls, so there’s no reason it won’t work for you girlie boys! Isn’t that right, ‘Danielle’?”
Danny glanced at me and blushed. During the demonstration so far he had been an innocent bystander in my latest humiliation, but it turned out that he had some experience with my new plaything.
“Well, yeah, I guess so. I’ve worn one of those a few times. I was just curious about girls and their periods. Aunt Marlene said I was too young for tampons, so ….”
Christine busted out laughing. “He’s been wearing one for a long time. Auntie Marlene showed him back when he started asking about girls’ periods and he was jealous ‘cause he didn’t get one. That’s when we knew he was serious about pretending to be a girl.”
Danny frowned. “I was just curious. I couldn’t help it.”
“Well, we all know that stuff about tampons isn’t not true now, huh?” Christine teased. “I see plenty of tampons in your future, sister dear. You can thank ‘Pamela’ for that one!”
Danny seemed to share my discomfort in dealing with this particular subject matter and he was quick to change the subject.
“Hey, let’s all go to your room and get us something to wear when we go out. Most of Judy’s clothes are too fancy for how I want us to dress tonight.”
His sister thought that was a great idea and so, wearing only the sanitary napkin and belt, I meekly followed the pair of teenagers out of the room and down the hall. That silly napkin was riding up the crack of my butt and pressing tightly against my genitals, like some bizarre bondage device. I never felt so naked in my entire life! I remember trembling nervously as we passed the master bathroom. I was terrified Aunt Marlene would see me dressed so idiotically, and my fears were quickly justified as Christine grabbed me by the arm.
“Here, I want to show my aunt how cute you look before you get dressed!”
Her eyes were alight with mischief as she knocked on the door and opened it. Before I could resist she pulled me along and the next thing I knew I was staring at this beautiful woman soaking in bath bubbles and reading a book.
“Look, Auntie Marlene! ‘Pamela’ is on her period!”
I looked helplessly at Danny, but he just grinned. I then turned back toward his aunt and saw a curious smile on her face.
“Good grief! Christine, honey, I’m sure Greg … um, I mean, ‘Pamela’ doesn’t want to run around the house in his … her … birthday suit! Go get some clothes for the poor child!”
“But, Aunt Marlene, look!” she said, forcing me to turn around. I about died as she reached down and tugged on my tampon string. I clenched my cheeks together, just in case. “See! He’s more of a girl than I am!”
There was a moment of silence and I glanced over my shoulder to see an expression of amazement on the woman’s face. She sat up in the tub, exposing her breasts with no care in the world, and stared at my bottom.
“Christine, good lord, girl, you didn’t make him ….?”
“No, Aunt Marlene. He came that way! Honest, I didn’t do a thing. He did that on his own! I promise!”
Raising an eyebrow, the beautiful woman looked up at me, reclined back in the tub and chuckled.
“My goodness, ‘Pamela.’ Wearing tampons are we? You certainly are into pretending to be a girl, aren’t you? I thought Danielle was unique, but it seems that you are something very special. I’m just curious, but does your mother know you play with such contraptions?”
I tried to clear my throat. “Yes, ma’am,” I croaked. “She, I guess, kinda taught me that kind of stuff.”
Aunt Marlene shook her head. “Hmmm. While I never gave much thought to Danny playing dress up in his sister’s things, boys and feminine hygiene is still new territory for me. I might have to talk to your mother sometime about this.”
I shrugged my shoulders. “Yes, ma’am.”
The woman in the tub then stared at my breasts. “My goodness, you even look like a girl when you’re naked. You’re really quite the nubile young thing, you know.”
“That’s what I said!” interrupted Christine. “He’s prettier than I am! I am so jealous!”
“Me, too,” echoed Danny.
Aunt Marlene laughed. “Well, ‘Pamela,’ it looks like you’ve made quite an impression on my two teenagers. Why don’t you three go on and let me finish my bath now? Thanks for stopping in, ‘Pamela.’ You’re welcome to visit us any time.”
Somehow we made it to Christine’s room, I’m not sure exactly how, but I was never so relieved once we got behind closed doors. I just kind of stood there while Danny slipped out of his cocktail dress and then – wearing little more than a pair of bikini panties, bra and lipstick – he joined his sister in looking for stuff to wear. Even in my enhanced state of embarrassment, I had to smile as they dug through the closet like two crazy people.
“I just thought of what we should wear,” Danny said breathlessly. “Well, what you should wear, anyway. You’re going to love it … if only I can find it!”

Within a couple of minutes I was wearing the skimpy panties I’d tried on before, plus a matching pink brassiere. The sanitary belt could still be seen above the waistband of my panties, but at least you couldn’t see my penis bulge anymore. After my earlier disasters the poor thing had withdrawn for the evening. And now in the mirror I looked just like any young girl down below.
Danny pulled me close and gave me a hug. “Look, we’re twins!” he said, giving a coy glance down at his own bra and panties.
Christine sighed. “You’re two of a kind, that’s for sure. Here, fairy boy, see if these fit.”
The blond girl tossed me a small bundle of white and I automatically started pulling on a pair of knee high stockings. My long, smooth legs tingled excitedly under the touch of the lacy trim and ruffled tops of the stockings. Encouraged by my host and his sister, I stood up and modeled my borrowed lingerie.
“This is not fair!” Christine complained. “Your titties are prettier than mine and now your legs are way prettier than mine! How is this possible???”
Danny laughed. “It’s not just your legs and titties, little sister. ‘Pamela’ is just plain gorgeous! There’s no way anybody can compete with that!”
I couldn’t help smile. Praise, no matter how faint or damned, does that to a person. I wondered what my mom would have thought had she known what all was happening to me.
A few more minutes and I found myself standing in front of Christine’s dressing mirror, looking every bit like a typical high school girl. Danny had picked out a thin, gauzy blouse that tied in the front with a pink bow. To go with that he gave me a tiny pleated skirt, just barely long enough to cover my pantied bottom. I sighed as I tugged at my new apparel. My mom would have no doubt approved!
“I don’t think I can leave the house dressed like this,” I said nervously. Between the skimpy miniskirt and the wispy blouse, I felt like I was barely wearing anything at all. “Never mind going for ice cream.”
“Oh, shut up! You look great and you know it,” Christine chided. “Nobody on this planet will ever mistake you for a boy. Here, try these on.”
I saw something white flying through the air. The boy in me reached out and caught it. Well, them, to be technical about it. It was a pair of white patent leather shoes. Mary Janes, as they were called, with big blocky heels and a pink, cartoon-like buckle over the toe. I looked from those silly shoes and sighed.
“Are you kidding me? These things are silly.”
Christine looked at me with an I-couldn’t-care-less expression. “That’s what I wear with that outfit. What’s the matter. Are you too good to wear them?
I shrugged. “No, it’s just that they look like something a little girl would wear to kindergarten. Or Sunday school, maybe.”
The blond teenager looked like she was about to slap my face when Danny handed me some costume jewelry. “Here, how about these? You can’t go out without something shiny on your fingers and ears.”
I put slipped on several rings and bracelets with the expertise learned from several years of bitter experience. I was also offered some silly, juvenile necklaces and earrings with pink hearts and beads that I figured my mom would have just loved. One of the necklaces – made with the white and pink plastic beads – was way too long, so I wrapped it around my waist. As I did so, I noticed that brother and sister looked at each other and shook their heads.

“You don’t think this goes with the look?” I stepped into the Mary Janes and posed in front of the mirror. It all seemed fine to me.
Christine shook her head. “No, it looks great! Seriously, I just never thought of wearing it like that. You sure have some interesting ideas about fashion. I mean, for a boy, that is. I can’t think of another boy who would have been so creative. Damn, ‘Pamela,’ as much as I hate to admit it, but you look hot!”
Danny gave me a dreamy look and sighed. “Did you notice Greg even has pierced ears? Maybe he can help me talk Aunt Marlene into piercing mine!”
While I primped and touched up my appearance, Danny completed his transformation into “Danielle” by slipping into a short pale coral dress and pantyhose. He chose a pair of pink leather heels that really made him look feminine. I couldn’t help looking at him as he moved about in the slinky dress. The material clung to his adolescent curves in a flattering manner and he looked so cute – yes, I had to admit it, he was adorable! – that I found myself wondering if it was really so wrong to let him hug me.
“And now for the main event!” Christine said smugly. I watched as she placed a choker around her brother’s neck and then helped fit him with an auburn wig. “Aunt Marlene got this for Judy to wear Halloween one Halloween. I think Danny has worn it more than anybody else in this house. Doesn’t it look just fantastic on him?”
I nodded. I also tried not to stare, but I felt overwhelming fascination as the fifteen year old boy suddenly took on the appearance of a lovely high school heartthrob.
Danny’s face was tilted toward the ground in a bashful manner as he approached me. I almost melted as he looked up through his eyelashes in a flirting, girlish way. “Would you fix my makeup, ‘Pamela’? Please?”
I couldn’t refuse, of course. Christine had all we needed in her room and I went to work. First I removed the traces of my earlier efforts and then I softened my new friend’s look to better match the soft pastel colors of his wardrobe and his hair. While I was at it, I touched up my own makeup as well. I was surprised to see that I’d made myself even more girlish – dare I think it? – yes, even prettier than before.
“I give up,” fumed Christine. “I’m going to change clothes. Both of you guys look so much better than me. I am going to be really pissed of either of you get more attention than I do!”
“Hey, I’m not looking for a boyfriend!” I said defensively. “I didn’t want to do this in the first place. Only, well, if I’m going out in public, I figured I better make sure nobody figures out who I am, that’s all.”
“Oh, yeah, right!” Christine looked at me and shook her head. She then stepped up so close I thought she was going to kiss me. “You keep acting like the reluctant princess, but I’m not buying it! Say what you want, but I am so jealous of you! I’m just pissed that I can’t do makeup as good as you. You win, ‘Pamela.’ Do my face, too, then I’ll change into something to match it.”
Rather than argue, I did a quick makeover on her as well, making her look older and, to my own surprise, sexier. As she sat there in front of me, attentive and demure for once, I remember thinking how pretty she was and how she’d stolen a kiss from me just a short while before. Christine could be the biggest pain in the butt, but as I painted her lips with a red gloss, I thought how nice it would feel to kiss her just one more time ….
After I was done Danny’s sister got dressed. Christine chit-chatted and gossiped as she took off her clothes in front of us. I was surprised, but she acted as though it was the most natural thing in the world. I couldn’t help but stare as she dropped her underwear right there in the same room with us. She strutted and posed in front of the dressing mirror and checked her breasts. She even bent over to scratch her foot, allowing me to see right up between her butt cheeks. It was amazing! I found it hard to keep eye contacts as she stood completely naked right there in front of me with her hands on her hips and ranted on about some boy at school.
“Can you believe it? I just happened to sit with him at lunch one time and now he thinks he’s got a crush on me! Boys, I just can’t stand them!”
“Uh-huh,” I said dumbly, trying not to stare. I jumped as something hit me on the leg.
Danny giggled. “Like what you see?”
I shrugged my shoulders and tried to act casual, but I had to blush. This was the first girl I’d ever seen completely nude, of course. I mean, I’d seen my mom and several of her friends topless around the pool – the image of Rita and her magnificent breasts is still one of my fondest memories – but this was the first girl I’d seen with no pants or panties. And it was even better than what I’d seen in the magazines!
You have to know that Christine was still developing from girl to woman, which I thought was absolutely fascinating. Her arms and legs were long and lean and her body was plump with baby fat in the most remarkable places. I was amazed to see that her pubic hair was the same delicate and wispy blond as the hair on her head. I was also surprised to see that she’d not exaggerated about her breasts. They were no larger than my own, perhaps even a bit smaller. Still, I was fascinated as by them as they were the first real girl’s breasts I’d ever seen. Not counting my Rita or my mother, of course.
“Ow!” I cried. I was surprised as Danny kicked me in the shin a second time. “Keep your eyes on your work, ‘Pamela.’ That’s my little sister you’re staring at.”
I felt a little embarrassed at being caught. At first I thought Danny was being protective, but I think he was more jealous than anything.
Christine put on her bra as she talked. “Don’t worry your pretty little head, ‘Danielle.’ I don’t think I’m a threat. Your new girlfriend is in love with you. Besides, I’m just one of the girls.”
The cross-dressed boy brooded. “That’s the problem, little sister. I know how much you like the ‘other girls’.”
The blond girl winked as she slipped into a pair of skimpy panties. “That is very true, brother dear.”
My ears burned as I realized what they were saying. Christine liked … girls? I pondered that one for a moment.
Does she just like girls, or does she LIKE girls? I thought to myself. If it’s what I think it means, it would certainly explain a few things!
Christine’s outfit made her look more dangerous than anything I’d ever worn. It had a tight black baby t-shirt, a white pleated skirt and black ankle high boots. I felt like a teenaged girlie-girl compared to her more sophisticated, dark and mature look. As I admired her breasts I noticed the logo on her top said “Spoiled Brat” in red sparkly letters.
That makes sense, I thought silently.
By the time we got our purses and primped our hair “one more time,” it was starting to get dark. I looked at the clock and almost panicked when I realized how late it was. My mom was going to have a fit if I was late getting home! Danny and Christine told me to calm down.
“We’ll get Aunt Marlene to intervene with your mother for you,” Christine said. “I’ll get her to call right now. Don’t worry about it. She can be very persuasive when she puts her mind to it, believe you me!”
Downstairs Aunt Marlene had just finished her bath and was lounging on the sofa with her book and a cup of tea. She was wrapped in an exotic kimono style gown that left little to the imagination at the top. Despite my experience with her nephew, the boy in me couldn’t help but stare at her plentiful cleavage.
“Well, you girls certainly look nice,” she said sweetly. “Christine and ‘Pamela’ look almost like twins in those cute little tops and mini-skirts. And ‘Danielle,’ that dress looks amazing on you. It’s hard to believe that you’re boys underneath all that lipstick and lace.”
“Thanks, Auntie Marlene,” the bashful boy replied.
“Hey, I’m not a boy,” Christine said in mock anger.
Aunt Marlene gave her a knowing look. “No, but you sometimes act like one, don’t you, little miss?”
Sure enough, the teens’ aunt made a call on my behalf and – to my combined relief and alarm – got my mother to agree to a later curfew. She studied me as she hung up the phone. She then smiled.
“Not to worry, sweetie. Your mother was very understanding. The ‘girls’ can walk you home after you get your ice cream. You don’t live that far away, so she won’t be expecting you for at least another hour. That ought to give you guys plenty of time to have a little fun.”
I felt my stomach flutter. “I don’t know. What about my things …?”
Christine pushed me toward the door. “Oh, don’t be such a sissy, ‘Pamela’! You can pick them up later. Let’s get going before somebody changes their mind!”
I looked back helplessly at Aunt Marlene. She had a strange smile on her face. “’Bye, girls. Try to stay out of trouble!”
The next thing I knew, I was clip-clopping down the street with Danny on one arm and his sister on the other. I felt as though I was in a dream, not in control at all as I was led away from my friend’s house and the last remnants of my boyish identity.
I didn’t have much to say as we made our way along the sidewalk, arm in arm like a trio of trendy, silly teenaged girls. “Danielle” and Christine chirped and chattered on in a manner befitting our appearance. I had absolutely no idea what all they were talking about as I was too busy looking around for faces that might recognize me in my teenaged drama queen disguise. The few people we did meet along the way just smiled and paid us little attention. My escorts talked on and one and I just responded occasionally with a bashful “uh-huh” and “oh, really?” as needed.
We were about ten minutes from Danny’s house when his sister suddenly slowed her pace and then, without a word, stopped us. I looked around to see that we were next to a driveway bordered by a thick grove of shrubbery. There wasn’t a soul in sight, except for the brother and sister standing alongside me.
“Okay, I’m sorry guys, but I have to get something off my chest,” the blond girl said with a sudden tone of seriousness. She grabbed my wrist and pulled me into the shadows. “Danny, I hope you don’t mind, but I’ve got to do this at least once. It’s about to drive me crazy!”
I felt a pair of hands grab my shoulder and then spin me around. The next thing I knew, a pair of moist, eager lips were pressing against my own. I tried for an instant to pull away, but my heart wasn’t in it. The sensation was too pleasant. And besides, I had nowhere to go.
Christine pulled away and smiled a crooked, satisfied smile. “Wow. That was way better than the first time we did it! You kiss almost as good as a real gir!”
Danny’s face darkened. “The first time? What do you mean by that? Tell me you haven’t kissed him before? When was that?”
The smiling girl shrugged her shoulders. “Back at the house when he first got there. You were changing clothes and … well, don’t worry about it. I’m not going to take him away from you. You were making such a big deal about what a good kisser he is and, I … I just wanted to see if it was as much fun as you make it out to be. That’s all.”
“And?”
She nodded her head. “Your pretty ‘Pamela’ is a very good kisser.”
Danny turned me around and pulled my face close to his. I couldn’t tell if he was really mad or just acting. “Well, we can’t have this! If you’re done, sister, dear, it’s now my turn! I’ve got to make sure he knows who he’s really supposed to be kissing!”
Well, what else could I do but let him kiss me. I felt kind of funny about it, I mean, standing there on the sidewalk in that silly teen girl bubble gum outfit, kissing another boy who looked just as pretty as I did. But nobody was around and, well, it felt really nice.
Oh, well ….

Danny and I kissed for the longest time, right there in plain view of anyone who happened to drive or walk by. Of course, all I could think about was Mom showing up at any minute and catching me dressed up like a teenaged girl in public kissing Danny on the mouth. I probably would have enjoyed our little making out session a lot more if I hadn’t been so stressed at the time. Well, I mean, I didn’t exactly not enjoy it. I just didn’t enjoy it as much as I would have liked.
“So, who do you like best, me or my sister?” my cross-dressed friend whispered as I fought to catch my breath.
“Well, it’s kind of hard to say,” I croaked as I gasped for air. “I mean, you know ….”
The cross-dressed boy made a pouty face. “What do you mean, hard to say! Let’s do this again ….”
Just as Danny pulled me in for another kiss, I heard someone behind me say, “Wow!”
For an instant I thought I was going to have a heart attack. No, really, I almost peed my panties as I was absolutely sure my mom had caught me doing something stupid again.
Now what am I going to do …?
But my panic was for naught. Glancing over my shoulder I was stunned to see a familiar face. It was Gary Lowe, one of my old classmates. We’d gone to school the year before and the last I’d heard he was in private school. Anyway, he was standing no more than ten feet away, his eyes wide in amazement. Apparently he’d been walking along the sidewalk and stumbled into us in our impromptu hiding place.
This was, of course, the second time Gary had seen me wearing girls’ clothes in public. Only a few months before, right after my fourteenth birthday, he’s seen me the supermarket shopping with my mom. I think I probably told you about that. I’d been wearing that silly bikini bathing suit and somehow during our conversation he’d never realized I was a boy. This time I thought for sure he would figure out who I was and something terrible would happen.
I was only half right.
It took me a second to realize that Gary had absolutely no idea who I was. His eyes were hovering somewhere between my breasts and my legs, his face likewise locked somewhere between delight and horror. It took me a moment to realize that he apparently thought Danny and I were two girls making out.

“Um, hi … I, er, hope I wasn’t interrupting anything.” Pausing for a moment, he grinned and nodded. “Don’t let me interrupt you two.”
I looked from Gary to Danny. That wasn’t very reassuring. My friend appeared to be just as nervous as I was at having been discovered. I felt him grip my hand and I wondered for an instant how far we would get in our girlie shoes if we tried to run away.
Leave it to Christine, of all people, to save the day. Sort of.
“Hey, there!” she said to Gary as though she was glad to see him. “You are just the person we need. Can you do us a favor?”
Startled by the odd question, the boy looked from me to Christine and Danny and back again. He scrunched up his boyish face and shrugged his shoulders. “Uh, sure, I guess. What’s up?”
The grinning girl glanced at me and winked. “We have a little problem and you might be able to help us. My sister and I” – she nodded toward “Danielle” and me – “are on our way to meet some boys and we’re a little worried.”
Gary frowned. “What’s the matter? Did they do something to scare you?”
Christine smiled sweetly. “Oh, no! It’s nothing like that. You see, ‘Pamela’ here” – she pushed me forward a step or two – “has never kissed a boy before and she’s afraid she’s going to do something wrong. She’s thinks she’s going to screw it up and so, well, my little sister ‘Danielle’ was giving her some advice.”
The teenaged boy thought for a second, then grinned. “Oh, so you mean … you guys were … like, practicing kissing?”
I looked at Christine. She rolled her eyes and laughed. “That’s exactly what they were doing. ‘Pamela’ is so worried about making a good impression, and since we didn’t have any boys for her to practice on, ‘Danielle’ volunteered to be the guinea pig.”
Gary pondered that for a moment while both Christine and Danny fought to contain their laughter.
“So, you guys, practice kissing each other …?”
Christine smiled again. “Oh, sure. We girls do that all the time. You didn’t know that? Well, it’s kind of a girl secret, so don’t tell anybody about it. How do you think us girls know so much about kissing in the first place?”
Gary raised his eyebrows and nodded. “That kinda makes sense. I never thought about it.”
I couldn’t help but notice he squirmed a bit as he imagined an entire race of girls practicing their kissing on each other. I felt guilty as I caught myself staring at the front of his pants. I felt my mouth go dry as I realized I was looking at his growing erection pressing against the front of his shorts.
I wondered if Danny had noticed this, too.
The grinning boy nodded again. “Wow, that does make a lot of sense ….”
“So when you showed up,” Christine continued, “I thought maybe, well, you know … if you didn’t mind … would you mind if he, er, she tried out what she learned on you?”
I glared at Danny’s sister, but she went on as though she believed what she was saying.
“We really could use your help. I mean, I know it’s asking a lot, and we don’t want to get you in trouble with your girlfriend, but ….”
The wide-eyed boy nodded, then shook his head. “I, um, don’t really have a girlfriend right now, but ….”
Christine batted her eyelashes and touched him on the arm as though they were old friends. “You don’t have a girlfriend? Really? I find that hard to believe!”
Gary blushed. “Well, not right now I don’t. I hope to have a real girlfriend someday, but … Hey, you’re not trying to trick me, are you?”
My two friends looked at me. I just stood there and shrugged. Danny cleared his throat and said in a soft voice, “What kind of trick?”
Gary frowned. “You know, like you’re not going to bite me or tell your big brother on me or get me in trouble with your parents.”
Regaining her composure, Christine brushed her fingers along the anxious boy’s bare arm. “Oh, no, nothing like that. It’s like I said, we’re trying to teach ‘Pammy’ here how to kiss a real live boy and since you’re the only one around ….”
“Oh, well, sure. I mean, if you guys really want me to … you know … do that. You know, if you think I can help out or something ….”
He’d barely gotten the words out when I felt another shove and I was standing just inches from the red-faced boy. I braced myself for the inevitable moment when he’d realize I was really a boy in a skirt and lipstick, to be followed by cursing, yelling and perhaps even a beating.
It never came.
We stood there for a minute and looked at each other. The memory of it all now is kind of cute, but at the time I was horrified. I remember trying to lock in on his eyes, but they kept shifting left to right and then down at the ground. I couldn’t believe it. Despite all his talk and acting rough and tough, he was actually kind of bashful. In fact, I think he was as nervous as I was at the time.
“So, um, how do you want to do this?” he asked.
To my dismay – and the delight of my companions – Gary ignored what I thought of as the obvious. Not only did he not recognize me as a boy, I don’t think he realized he’d seen me before at the supermarket. For an instant I thought of my mother and wondered if he masturbated after seeing me in that stupid bikini.
Ewww!!!!
Putting that awful thought from my mind, I concentrated on acting as feminine as possible. As much as I hated to do it, I did not want him to even suspect I was a boy, especially at such close range.
The blushing boy put his hand out to touch my shoulder. “Er, I mean … who goes first?”
“Just kiss her, stupid!” Christine said with frustration. “It’s not like she’s got cooties or something.”
I thought for sure Danny would have argued on my behalf, but I was shocked to see that he was enjoying my predicament as much as Christine.
“Yeah, go ahead and kiss him, ‘Pamela’!” He taunted. “Don’t be such a sissy!”
Encouraged by my friends’ teasing remarks, Gary got a sudden shot of confidence. He straightened up his posture and looked me dead in the eye. He then smirked and posed and put his arm around me as though he actually thought I was a real girl. I now know he didn’t have any idea of what was going on, but at that moment I was about as confused and scared as I’d ever been in my entire life.

“I don’t know if this is a good idea,” I said quietly.
The grinning boy shrugged his shoulders. “I won’t hurt you. I promise.”
I could hardly believe my eyes as he moved his face close to mine. Sighing deeply, I nodded my head and closed my eyes.
The first kiss wasn’t much. He just kind of pressed his lips against mine, shmushed them around for a moment and then pulled away. I opened my eyes up to see his face still within an inch of my own. Something in me took over and I closed my eyes again and moved forward. This time I was kissing him!
I don’t know how or why, but I just kind of did all this automatically, like it was the right thing to do. Even worse, I opened my mouth and that’s when it really got bad. That familiar tingling hit me between my legs and my breathing got all messed up. Gary took the hint and he opened his mouth, unleashing his teenaged tongue to mix it up with mine. We kissed for, well, a couple of minutes, I guess. Then my knees got weak and I almost fell down on my pantied butt as I pulled away.
“Are you okay?”
The startled boy looked concerned as he grabbed hold around my waist and held me up. I couldn’t help but notice that his hand slipped up under my skirt and touched my bottom for a lot longer than necessary. He gave me a guilty look and repositioned both of his hands around my waist to keep me from falling over again.
I nodded. “Sure. Yeah. I guess so. I just got dizzy, I guess.” I was so embarrassed. “I think I ought to go.”
Gary looked disappointed. “But … we just got started.”
Christine quickly jumped in with, “Oh, that’s all right! You did such a good job, you can give my sister a kissing lesson, too!”
Danny looked like a deer caught in the headlights. Christine giggled and pushed him toward the grinning Gary, who couldn’t have been happier. I just stood there and watched. It was like a car crash. I just knew someone was going to get hurt, but I couldn’t look away.
Gary looked as though he’d won the lottery or had been crowned king of the world. I watched, bewildered, as he took my cross-dressed friend in his arms. Danny shot a quick glance in my direction and smiled a shy smile, just the slightest bit. I couldn’t take my eyes off the scene as the two boys pressed their mouths together and kissed for just a second or two. Once they got that over with, they pressed their mouths together once again and made out for the longest time. I was as impressed with Danny’s ability to hold his breath as I was the fact that he was kissing another boy right there before my eyes.
And, no, in case you’re wondering, I didn’t get jealous. Well, maybe just a little bit. Okay, maybe more than a little bit. It was just weird watching my new friend kissing a boy … and knowing all that I knew about the situation.
By the time it was over both Danny and Gary had dazed looks on their faces. Danny stepped back and quietly took my hand in his. Gary stood dumbly, his smiling mouth smeared with lipstick and – as much as I hate to admit knowing this – the front of his pants having formed a little tent. He was obviously having a fierce erection. And in turn, I felt that dreaded tingling between my own legs.
The blushing boy looked at Christine. “What about you? Do you want to practice kissing a boy, too?”
The fourteen year old girl laughed. “Nah. I don’t like boys,” she said proudly. She shot a glance in my direction. “Well, most boys.”
As we parted company Christine caught my eye again. I followed her eyes toward Gary and realized she had noticed the bulge in his pants, too. Eyes wide, I looked back at her and then to Danny. They both giggled and grabbed me by the wrists and drug me down the street toward our destination.
“That was the best!” Christine giggled as we clip-clopped our way down the sidewalk as fast as our high heeled feet would take us. “I can’t believe you guys actually kissed him! Ugh! How could you do that?”
Danny giggled, too. Just like his sister. “Hey, it wasn’t just me! Here I was feeling all sorry for ‘Pamela’ earlier this evening, after she was acting all shy and teary eyed. And then she just up and made out with some boy she met on the street! Wow … I really underestimated you, ‘Pamela’!”
I got a little mad at what he was implying. “It’s not my fault! She’s the one who started it!” I pointed toward Christine. “I … I just did like I was told.”
Danny’s sister was laughing hysterically. “I didn’t really think either of you would do it, you dummies! I thought ‘Pamela’ would get all weepy again and cry your way out of it. I didn’t think you’d actually let him touch you, much less French kiss you like that!”
I felt my face turn red. “Well, what about you, ‘Danielle’? You did as much as I did, probably more!”
Danny grinned. “Yeah, so? I admit it. I never said I didn’t want to do it. I’m not the hypocrite, remember? I like kissing boys. I have ever since I was little. You’re the one who acts all prim and proper, like you don’t wanna. After tonight, I know you’re liar!”
“Liar, liar, panties on fire!” Christine sang loudly. “‘Pamela’ likes kissing boys! ‘Pamela’ likes kissing boys!”
“What do you want to bet that he’s going straight home to jack off!” Christine suddenly said.
Danny and I both looked at each other with extreme guilt. Suddenly, the blond girl burst out laughing and flipped up the hems of both our outfits.
“I bet you both want to do the same thing!” she exclaimed, giggling like a maniac.
Danny just grinned and ignored his sister’s behavior. Embarrassed and a little angry, I pulled the hem of my skirt down around my legs. “You guys are driving me crazy,” I said, shaking my head.
We reached the drugstore without further incident and went straight to the restroom to fix our makeup. I was carrying a handbag borrowed from Judy’s room and inside I had some of her borrowed lipsticks, mascara and other essentials. I also noticed that there were a tampon and a feminine napkin. Danny saw what I’d found and giggled.
“I’ve got the same thing in my purse, too,” he said with embarrassed satisfaction
We each enjoyed an ice cream cone and wandered around the store for a while, spending most of our time perusing the cosmetics and thumbing through fashion magazines. I remember thinking how much we looked and acted just like three typical teenaged girls on a Friday night out. Thank goodness we were the only girls in the store, though. I was certain that if we’d run into anyone else from school they would have recognized “Pamela” right away and my life would quickly become rather complicated.
Before leaving Christine stopped by the photo desk. She’d apparently dropped off a roll of film while Danny and I were in the bathroom. I was more than a little shocked to see several pictures of me clowning around in girlish clothes and acting stupid. There were even a couple of Danny and me kissing and several of us both kissing Gary Lowe, which I found strangely fascinating. I’d no idea she’d shot them but part of me was glad. Christine sorted through them and handed a few to me, which I quickly put in my purse for safekeeping. I wouldn’t have admitted it at the time, but I was secretly pleased and I wondered where I could hide them from my mother.
“A little souvenir for those restless nights,” she said with a titter.
It was nearly nine when we finally arrived at my house. I approached the front steps with trepidation, my hands shaking and my mouth as dry as the concrete I walked on.
“Welcome!” my mom said with more grace and charm than I’d ever seen from her before. “I’m so glad you girls could come see me! Greg never brings any of his friends home. I sometimes wonder if he’s ashamed of his old ugly mother ….”
And so it went. Mom poured the charisma on that evening, flattering Christine and Danny with every word and referring me alternately as “Greg” and “Pamela,” whichever was the most inappropriate at the moment.
“Gregory Parker, you look so adorable in your little girl outfit! You look just like a teenaged movie sex kitten if I ever saw one, doesn’t he, girls?”
Danny and Christine nodded their heads in unison.
“He sure does, Mrs. Parker,” one or both of them said.
“He just loves dressing up like ‘Pamela’! Sometimes I have to remind him that he is a boy, but what am I supposed to do? I am so happy Greg has such pretty friends! Just do me a favor and make sure ‘Pamela’ doesn’t get into any trouble. I know what kind of mischief a pretty girl can get herself into.”
My mother insisted on giving the grand tour, of course. What I didn’t expect was for her to show them my bedroom! I drug my feet as she opened the door and I could have just died as she escorted them in. Danny and Christine both seemed astonished at how feminine it looked, though they did a pretty good job hiding their excitement as she opened my drawers and closet and showed off the collection of lingerie and feminine things I’d collected over the years.
“Oh, wow, I never thought that Greg Parker’s bedroom would look anything like this,” Christine said, her voice in awe.
Danny was just as quiet. “No kidding.”
I about choked when I realized they were both staring at that stupid “Hot Buns” poster Rita had gotten me for my birthday. I tried to act all nonchalant about it, but I’m pretty sure I wasn’t fooling anybody. Especially with my mom there to add fuel to the fire.
“Oh, that awful thing!” my mother said with feigned disgust. “I hate that ugly picture, but ‘Pamela,’ I mean, Greg really likes it. Who else would want to stare at a bunch of ugly male butts all the time? Maybe you two might know somebody who wants it.”
I felt my cheeks burn as I tried to think of something to say.
Christine looked at my mother, then right at me. “Oh, I think you ought to leave it up there, Mrs. Parker. I bet ‘Pamela’ just loves staring at it every night before going to sleep. Most any girl would.”
The room filled with laughter. I felt so stupid as everyone looked my way. My mom, Christine, even Danny took delight in my embarrassment. They talked and chatted for the longest time as I stood there like a mannequin, wondering if this was what hell might be like.
“We better get going, Mrs. Parker!” Christine finally said. “Thanks again for letting Greg … I mean, ‘Pamela’ come visit us. We had a great time!”
Danny smiled shyly. “Me, too, Mrs. Parker. You’re really neat, too!”
My mother raised an eyebrow and looked right at me. “Well, thank you, ‘Danielle.’ I’m certainly glad someone appreciates me. Some people just don’t realize how lucky they are.”
Christine giggled. “Well, I think ‘some people’ are crazy and ‘some people’ better learn to treat their mother better than that!”
There was another wave of laughter and giggles and embarrassing comments. True to form, I just stood there silently and acted all embarrassed and ashamed. I kept trying to think of the right words to fling back in my defense, but looking down at my silly attire and thinking about all I’d been through that day, I couldn’t do it.
And then it was too late and they were gone.
For a few seconds it was quiet in the house and I was relieved that my friends had left. Then I looked up and say my mother smiling at me. We were alone and, judging from the look on her face, I had a lot of explaining to do.
Chapter 36 – Confessions
“You might as well come upstairs and get ready for bed. You have a big day tomorrow with Mrs. McCuddy. She’s having another little party and needs ‘Pamela’ there bright and early.”
My mom stood and watched as I began removing all of the things that made me ‘Pamela’ for the day, beginning with the ribbons that tied up my hair.

“All right, little mister, you may as well start from the beginning,” she said, patting me gently on the cheek. You might have thought she wanted to hear about a typical day at school.
I had trouble looking her in the eye, of course. “Um, well, I don’t know exactly where to begin.”
She knew exactly where to begin, of course, and so I told her step by step what had happened that afternoon, from the moment that I entered Danny’s house to putting foot in my own. I still don’t know how she did it, but my mom was able to get me talk just about everything. She always had that kind of power over me. I did leave out a few details, thank goodness, like the kissing with both Danny and his sister, not to mention Christine’s discovery of my tampon. Oh, and that incident with Danny where I got all excited and … well, you know. And there was no way in hell that I was going to talk about Gary Lowe! Kissing about boy on the street like that? Even I was having a hard time with that one and my mom would never let me live that down if she knew anything about that!
“It sounds like you had a pretty good time, sweetie,” she said in a warm, disarming manner. “I just have a couple of questions, however ….”
Then came the cross-examination. She often did that, asking and re-asking the same questions over and over again until she caught me in a lie. Even if I hadn’t lied, she more often than not caught me in a contradiction and would use that as an excuse to punish me. It had happened when I was little and it was happening now. The more I talked, the most stupid I felt, not to mention helpless. It was as though the world was coming down crashing around me and there was no place for me to hide. The past couple of days had been so confusing for me, I didn’t know which end was up. And now I had my mother to worry about! Geez, how much worse could it get?
“You look quite cute in your boyfriend’s pretty clothes,” said Mother. “I approve, of course. The only problem I have is why you lied to me.”
“But I … I … I didn’t lie.” I tried to swallow, but it hurt too much. “I promise!”
“Not another word, young lady! I want to you to think long and hard before you say anything else. I know you better than you know yourself and I know right now that you’re not telling me everything that happened tonight!”
My eyes started burning and I resisted the temptation to fix my makeup.
“Well, maybe not everything,” I whispered. “But I wasn’t lying ….”
“We have had this discussion in the past, ‘Pamela’! You know very well that lying by omission is just as guilty a sin as lying by commission,” my mother said. “By keeping a secret from me, you are just as guilty as if you said words to mislead me. That’s lying, no matter how you look at it. And you know how I feel about lying.”
I suddenly had trouble breathing. It was as though a huge lead weight was pressing against my chest.
“Let me see what’s inside your purse.”
My hands trembling, I handed over the purse Danny had given me. I watched carefully as my mother went through the contents, her smile getting larger and larger throughout the process.
“Tampons, pads, lipstick … Hmmm, you didn’t steal any of these things, did you? Tell me the truth, ‘cause I’ll find out if you did.”
“No, Mom … ‘Danielle’ … I mean, Danny … he gave me all that stuff. I promise.”
“I wonder why he would do that? You two must be very good … girlfriends if he gave you all this.”
I shrugged my shoulders.
“What did I just say about lying?”
I blinked, then I nodded. “Yes, ma’am. I guess … I guess we are … girlfriends.”
Mom pulled out the envelope with the pictures. I blanched as she thumbed through them.
“Now, see, this is exactly what I am talking about. I’ve tried to get you to go out with me dressed as ‘Pamela’ and all I get is grief and ‘I can’t do that! Oh, no, Mother, somebody might make fun of me!’ ‘I’m a big strong boy!’ And here I now see a bunch of pictures of you dressed just like some horny little slut kissing a strange boy. And then you lie to me about it? Now, can somebody tell me what’s going on here?”
Tears of frustration started streaming down my face. I was so mixed up, so baffled by the entire situation, I couldn’t think of anything intelligent to say. I gave it a try, but the only thing I could come up with was, “I’m sorry, Mama. It wasn’t my idea ….”
“Don’t you dare try to lie your way out of this one, ‘Pamela’! It’s obvious to me that you were having a pretty good time. Honey, I’ve got pictures to prove it! Look at the smile on your face!”
I thought about it for a moment and nodded my head. I did look like I was smiling in the photograph. Only a short while ago that image pleased me. Now I was scared stiff. I cleared my throat to speak.
“Okay, well, it really wasn’t my idea. But, hang on a minute ….” I caught my breath. “Mom, see, I did go along with it. It was, you know, kind of a joke on that boy. He didn’t know we weren’t girls … that we were boys. We were just having a little fun, I guess.”
Oddly enough, that single statement is what my mom seemed to appreciate the most.
“Well, I’m certainly glad you had a good time with your little girlfriend. When I walked in that house and saw you making out with your pretty new boyfriend, I knew I’d been right all along. And now I’ve got evidence of you swapping spit with some other boy on the street! I wonder how long that has been going on?”
“Not long, I promise!” I winced as I realized how stupid that sounded. “Mom, wait a minute. I mean, just today. Honest, Mom, it’s the truth! I promise!”
SLAP!
I was totally unprepared for the blow that knocked me senseless. I shook it off and tried to fight back the tears. It was useless. They poured out and I began sobbing uncontrollably. My mother raised her hand to strike me again. Seeing how frightened I was, she smiled, then lowered it.
“You listen to me and you listen to me good, ‘Pamela’! I do not ever –never! – want to hear you complain ever again about me making you into a sissy or how you’re not a fag or queer or whatever. Anything that you are or that you turn out to be is all your doing and nobody else’s! You’re the one who’s at fault! I’m trying to teach you manners and self-respect and you act like a little whore!!!??? And I’ve got the proof right here any time you want to say otherwise!”
Those were harsh words, but I knew I deserved them. I’d allowed myself to fall into a trap baited with temptations and fantasy, and now I was paying for it. If only I could make it until bedtime, then maybe things would calm down a bit. But then my mom delivered the death blow to my failing ego.
“That’s the good news, little girl. The bad news is, we’ve got to do something about your constant lying.” She gave me a long, hard look. I felt so ashamed. At long last she shook her head.
“Take off your clothes,” she finally said. “I’m going to get my hairbrush.”
I blinked in disbelief. I hadn’t gotten a spanking in a long, long time.
“You’re … you’re not really going to spank me, are you?” I tried to swallow, but my throat hurt too much. “I’m … I’m fourteen now, Mom. I’m not supposed to get spanked any more.”
Mom looked me up and down and shook her head. I couldn’t figure out why my stomach hurt so much.
“Age should never be a deterrent to good discipline. Let me see … where should I start? The lies … the deception … the dishonesty … the loose morals and perversion? There’s so much for me to choose from! I’m going to do you a favor, ‘Pamela’ … I’m going to spell it out for you ….”
I tried one more time. “Please … Mommy … don’t spank me ….”
SLAPP!!!
I felt my head recoil backward as she suddenly slapped my face. Before I could react she hit me again, her open palm right across the other side of my head.
“How about one smack at a time! Do you think that will help you understand why you’re getting a paddling?”
Too distraught to say anything, I merely sobbed and wiped at the tears burning my eyes.
“Good, now, take off those clothes. I don’t want you to ruin them when I beat your butt.”

It didn’t take long for me to get down to my underwear. Casting aside the borrowed dress, shoes and stockings, I remember standing in the middle of the living room floor in nothing but my borrowed bra and panties, waiting patiently for Mom to get back with her hairbrush. I think I still had on my stockings, but things were happening too fast. I couldn’t help crying, just like I did when I was little. Funny, how something like standing nearly naked in the middle of a room can make you feel like a little kid again.
Soon as she got back, my mother instructed me to pull down my panties, but to leave on my brassiere. “Pull them down. That’s right, now, I want you to bend over and brace your hands on your knees. Wait just moment, please. Can somebody tell me what this is all about?”
I stood helplessly as she snapped the elastic strap that encircled my waist.
“It’s, um, for my period,” I croaked weakly. “Christine and Danny, they found out about my tampon and they ….” I had no words to explain any further.
My mom put her hands on her hips. “Well, you are certainly full of surprise tonight, young lady. And, please, tell me how you came to tell you friends about your tampon? I thought you were ashamed of your periods.”
Numb with fear and shame, I told that entire story as well, sobbing and crying between sentences. Mom acted mad, but she was also amused by my mortifying explanation. She was equally happy at how much pain my experience was causing me. Thank goodness I was so upset that I forgot to tell about the little scene where I squirted all over Danny’s face. I don’t know if I could have handled that!
“You’ve certainly had an adventure today, haven’t you, sweetie?”
I nodded and wiped my tears on my bare arm. “Yes, ma’am,” I said with a sniff.
“I think you’ll be spending more time with your Aunt Marlene and the girls. They seem to be a positive influence on you. Danny is certainly the kind of boy I think you should be hanging out with. And that Christine is a smart young lady. She sort of reminds me of myself at that age.”
I nodded my head. I couldn’t argue with her there.
“All right, then. Let’s take up from where we left off. Bend over at the knees.”
I felt my stomach curdle with fear. I gave a sigh of despair and presented my bare bottom as directed.
“Come on, ‘Pamela.’ Don’t make me angry. That’s a good girl … now, you can help me keep count ….”
WHAP!!! WHAP!!! WHAP!!! WHAP!!! WHAP!!!
Mom hadn’t lost her touch. Each blow on my bare bottom was hard, painful and spaced well apart from its sisters. On and on it went until I was sobbing like a grade school girl. I prayed for sweet death but it continued past my breaking point. I thought I was about to pass out when she finally stopped.
“Now, maybe that will give you something to think about,” my mom said, her voice breathless and husky.
I have to tell you, that was one of the worst paddlings I’d ever gotten. I was crying so hard, my face was nasty with tears and snot and my knees were weak from the stress of my beating. All I wanted to do was go hide in my bedroom and bury my face in my pillow and cry myself to sleep. Still, my mother made me stand before her while she delivered yet another lecture.
“I know it hurt, babydoll, but that’s the purpose of a spanking. To attract your attention. One of these days you’ll learn to just go ahead and mind what I say and be completely honest with me. That doesn’t just mean don’t lie. It means telling me things that you know damned good and well that I need to know. You’ve come a long way from being the perverted little thief you were a couple of years ago and I’m not about to give up on you now. Do you even know what I am talking about?”
Biting my lip, I wiped my runny nose on my bare arm and nodded my head. “Yes … yes, ma’am,” I said in a quivering voice. “I’m trying, Mom. I really am. I didn’t mean to lie to you. I’ll do better, I promise. I’ll tell you everything. I really will.”
“That’s my girl.” My mom nodded her head and thought for a moment. She suddenly grinned and gave me a wink. “I’ll tell you what, ‘Pamela.’ Why don’t you go wash your face and then give yourself a nice warm refreshing douche while I go and fix us some hot chocolate. When you’re done you can put on a pretty nightie and come back and tell Mother all about your new boyfriends.” She gave me a funny look, and then giggled. “Silly me, I mean, your new girlfriends and your new boyfriend.”
I was filled with dread as my mom led me to the bathroom. There she dug through the cabinet and pulled out a cardboard box. “Here, I just bought you a new feminine hygiene kit. You’ll just love this. The new douche bag comes with an extra large nozzle that will make my pretty boy tingle all over! Oh, and I bought some fresh tampons and now that you’ve shown an interest, you can wear a feminine napkin, too. You know, just in case.”
I ignored the boxes of tampons and napkins in my hands. Instead, I felt my heart race as my mother brandished a brand new pink bulb and nozzle just inches from my face. Then I saw the huge rubber bag and the enormous ivory colored nozzle. She was right; it was gigantic! My bottom twitched as I tried to imagine what something like that would feel like inside me.
“It looks so big,” I whispered in complete awe of the size of the phallic nozzle.
Mom smiled. “Well, you’re a big girl now, so I had to get something more appropriate to your age. Don’t be such a sour puss. It works just like the one you had before. You’ll thank me later. Trust me.
Taking a deep breath, I nodded my head. “I guess so ….”
And as much as I hate to admit it, she was right.

To Be Continued
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