In which Miss Slater creates Heather
I was fifteen years old and had been at Highgrove Boys School for three years. I was a little short for my age and not overly muscular. When I'd first gone there I was in with a group of boys from my first school and blended in without being picked on. A couple of my friends were quite tall and strong and this was enough to protect me from some of the annoying groups in the school.
I'd joined the drama group in my first year, but had only got walk-on parts until that year. We were doing a murder play set in the 1920s or 1930s, I never did quite figure out which. Because it was a boys school we usually did plays that didn't require any young women or girls parts, but this one need someone to play the girlfriend of a weekend visitor to a big country house. The whole play takes place in the living room and I think it's an Agatha Christie story.
Anyway, I was asked by the drama teacher if I minded playing the part of the girlfriend, called Heather. He said I was the right build to carry the role and thought I could move well enough to take the part of a girl. Then he apologised in case he'd offended me and said he'd he would really like me to try it out and that I didn't appear 'clumsy' like most of the boys. I said it was alright and that I'd do my best if he thought I could do it.
I'd never dressed as a girl but, thinking back, I'd always been kind of neat in the way I dressed and I wasn't too worried about being teased as by this time I was a bit of a loner anyway. I didn't really think much more about it until we got the scripts, marked with stage directions and costume notes. I started to read through my part. It wasn't very big and wasn't going to be any problem to learn, but I discovered I had three costumes in the three different scenes I was in. First I appeared the day before the murder in a tennis outfit, then the morning after the murder in a nightdress and dressing gown and finally in a day dress. I wasn't even sure what a day dress was.
We started read-throughs of the script in the drama meetings, which were after school on Thursdays. The first meeting was very slow as everyone was trying to find their parts. It was during the first of these meetings that it finally struck me that I was not just playing a girl, but I had a boyfriend in the play. My boyfriend in the play was one of my old friends and although it seemed odd it was quite funny and we played it for laughs as we read. Rehearsals went on for some months as we only met once a week until we got near performance time. In the meantime we'd been measured up by the assistant drama teacher Miss Slater, who was going to order the costumes for us. She had a list of info she needed for everyone, but it still came as a surprise when she measured my head for a wig.
Three weeks before the performance, which was going to be a matinee and evening performance, the costumes arrived. They were handed out in bags with our names stuck on them so that we could all take them home and try them on. Miss Slater took me to one side and suggested that I try mine on at school with her help. I agreed readily to this as I couldn't imagine my Dad being over enthusiastic in seeing me as a girl. She arranged for me to miss an art class and we were to meet in the drama rooms after lunch.
When the time came I was very nervous and quite excited by the whole thing. By the time she breezed through the door I was trembling and had trouble finding my voice.
She put her arm round me and said "Come on Peter. This will be fun." We went into the dressing room and she started to get the costumes out.
"We really just need to check that they fit at this time Peter"
I was still frozen to the spot and didn't know what to say or do.
"I suppose you're nervous" she said quietly and locked the door "There we are, no way we're going to be disturbed, just us girls together."
We both laughed at that comment and said "So what do we try first?"
"Well, you will need to strip and I think we'd better try the tennis outfit. You can keep your underwear on of course" she added. I started to undress but she could tell I was a bit shy and slow.
"I'll get the iron out and run over the dress while you're getting ready." she turned her back on me and started on the dress humming as she did so.
I stripped down to my boxers and put on the tennis skirt and a top and white socks and tennis shoes, there was also a couple of wrist bands. MIss Slater was just playing with the dress by now and waiting for me .
"I'm done" I said. "It seems to fit alright."
She turned round and gave me a long look, nodding slightly as she did so. "You look quite good, but we'd better try the wig and the bra to get the look just right." She dived into another bag. "Just take the top off and we''ll get this checked." She turned round and had a brown shoulder length wig in one hand and a bra in the other which seemed to be padded with something. I'd taken off the top and she handed me the bra and said to put it round me with the clasp at the front, then twist it round and put my arms through the straps.
I struggled a bit, but she let me do it myself. "You're going to have to get used to this yourself as we may not have enough hands to help you dress on the day."
The bra had two gel pads lipped into it and felt quite heavy on my chest. Miss Slater adjusted the straps for me and said to leave them like that as it fit well. I put the top on she guided me as to how to get the wig on straight. "OK, now give me a twirl so that we get the full impression."
I confess it felt amazing. I'd never imagined what it must feel like to have breasts. They weren't particularly big but they moved just enough to look and feel extremely realistic.
"Hmm." she said "Those boxers you're wearing look a bit silly, we're going to have to get that right as they show a little when you turn."
"But there wasn't anything else in the bag" I said, not sure what I felt about wearing women's panties. I know at this time I was wearing a padded bra, a wig and a skirt, but somehow women's panties seemed more personal than the rest.
Miss Slater was rummaging in the bag which had the dress in and pulled out a pair of white satin panties with little flowers in cream embroidered round the legs. "Come on, just slip these on and we'll get the complete look." I paused with them in my hands.
"Oops, sorry." she said and turned her back on me.
I reluctantly pulled off my tennis shoes and boxers, slipped the panties over my feet and pulled them up. They felt fantastic. I'd never known any sensation quite like that and could feel myself getting hard. Miss Slater turned round and I immediately blushed.
"Hey, no need to be embarrassed by anything. You look great." She came over and turned me round so my back was to her and she adjusted the way the wig fell over my shoulders. There was a full length mirror in front of us and she was smiling at me over my shoulder. "You look really cute you know. If I was a boy I'd quite fancy you."
I was feeling quite confused now. Miss Slater was really attractive, she was in her mid twenties and had spiky cropped blond hair which made her eyes seem really big. And I appeared to be a young woman with brown hair and a was in a very short tennis skirt now with a slightly embarrassing bulge growing perceptably.
Her hands moved to my shoulders and I could feel the warmth of her body against mine. Her hands traced down my bare arms and held my hands gently, never breaking eye contact with me. Then she whispered quietly in my ear. "We're going to have to solve that little problem if you're going to play this part properly."
Her right hand left mine and moved across my tummy, pulling me back against her as she kissed my shoulder. "No one knows this, but I quite like girls as well as boys" she whispered quietly "and you seem to be both of those right now."
My free hand moved back slightly and made contact with her leg. She was wearing a dress made of soft cotton, with knee length leather boots, and I could feel the taught muscles of her thigh through the flimsy material. Her hand moved down my tummy and came to rest over my now hard cock. Her tongue flicked at my neck as we both continued to enjoy this scene in the mirror. I was trembling again, either with excitement or just plain nervousness. I continued to stroke her thigh as her hand slipped inside my panties and eased my cock out, her other hand let go of mine and snaked across my tummy, holding me up and holding me firmly against her. I now had both hands to explore her thighs, not sure what to do next.
Miss Slater seemed to be quite happy as things were. She started to slowly wank me as she bit and gently sucked on my neck. It didn't last long for me, I groaned and Miss Slater held my skirt up as I started to pump all over her hand. She kissed my ear and ground her crutch against my ass as I groaned and spent myself. Then she lifted her cum soaked hand and started to lick it off as I watched in the mirror.
"Mmm, Heather. It tastes so nice." she said, using the name I had in the play. "Do you want to try some?"
I wasn't sure that she meant what she was saying as I was in a sort of daze. She moved her hand across just in front of my lips and her eyes met mine in the mirror. It wasn't me whose lips tentatively parted, it was Heather, a dark haired girl in a tennis outfit and white socks.
Her hand moved closer and I could smell the sweet, slightly nutty tang of my own cum. I moved my head closer and closed my lips over the side of her index finger. As I did this I also moved my own hand up Miss Slater's thigh and discovered that she had no panties on. As I sucked her fingers into my mouth my own fingers slid easily into the first pussy they'd ever explored. Miss Slater groaned and I saw her eyes sort of glaze a little.
I sucked and licked the cum from her fingers as I played, however inexpertly, with her pussy. I must have been doing something right as she started to push against my hand, trapping it between her and my ass. Her fingers were now working themselves in and out of my mouth as she ground herself on my hand. I could feel my fingers soaked by her juices. As she finger fucked my mouth i suddenly felt her body stiffen and shudder as an orgasm passed through her.
We both stayed like that for what seemed like an age, while her orgasm reduced to little twitches, and then she relaxed and let my fingers slip out of her pussy. I trailed the back of my hand down her thigh and then moved them up to my lips to smell her juices. Instinctively I licked a little off my fingers while I watched her face in the mirror. It tasted quite different and tangy, but sexy. She leaned round me to lick my hand and taste her own cum. Our lips met over my fingers and her tongue touched my lips. Then it forced its way past my fingers and we kissed long and deep.
Eventually our mouths separated and I could feel her breath on my face as she said "You know you could get me sacked now if you told anyone don't you? And I'd never work in teaching again."
"How could I tell anyone," I said quietly "Heather doesn't go to this school." And I smiled at her.
She kissed me softly on the lips and said "Thank you. You're sweet"
"When are we going to try the other outfits?" I asked
"Well, I'll take these clothes home and make sure they're cleaned and ironed. Then we'll have to arrange a date."
"Mmm, does that mean were dating now?" I asked in my best girl's voice
"We'll see." said Miss Slater and started to pack the dress in a bag. I took this as my cue to change and we parted without saying much else of significance. Not even exchanging a kiss.