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Alex's Adventures in a Land of Wonder

Author: 

  • Nick B

Organizational: 

  • Title Page

Audience Rating: 

  • General Audience (pg)

Taxonomy upgrade extras: 

  • Transgender
  • Fiction
  • Crossdressing
  • Posted by author(s)


Alex's Adventures in a Land of Wonder

This is a complete story in four chapters, but I have left it open so that maybe one day, it can be added to with further adventures...

This story is highly sexually charged, at least in the first chapter, so you have been warned.

Truth or Dare

Author: 

  • Nick B

Audience Rating: 

  • EXTREMELY EXPLICIT

Publication: 

  • 500 < Short Story < 7500 words

Genre: 

  • Crossdressing
  • Erotica

Character Age: 

  • Teenage or High School

TG Themes: 

  • Contests, Deals, Bets or Dares
  • School or College Life

TG Elements: 

  • CAUTION

Permission: 

  • Posted by author(s)

Truth or Dare

 © Nick B May 2007

Alex is taken to his mum's friend's house and while they go out, Ronnie's daughter Sharon is charged with 'babysitting'.

Sharon suggests a game of Truth or Dare and that's where this all begins...


This is a story taken from the Alex's Adventures in a World of Wonder universe that I created. I must confess, it's a lot more steamy than my posts here usually are so be warned.

Thanks again to Kristina LS, my trusty proof-reader and generally all-round good egg. I don't think I'd still be writing this stuff without her input. She knows what I mean....


I would never have thought that my mother would have taken me with her. I was fifteen for God’s sake and I had better things to do. Actually, I didn’t, but I could have found something and anything would have been better than going there.

I’d got into trouble at school (not for the first time) earlier. It wasn’t my fault, but the teachers… well you know how teachers are and Mum had gone ballistic. I was in deep shit and she told me she wasn’t letting me out of her sight over the holiday, so gone were any neat things I could have got into. Even mooching around was out now.

So there I was with a face as long as a wet weekend sat there while mum and Ronnie (short for Veronica) were chatting. I don’t even know what they were chatting about. It didn’t seem to me to be about anything. They were doing all those “Oh he never did” and “get away…” kinds of things and I thought it was funny, but evidently, mum didn’t.

I was bored and I couldn’t help it. What really annoyed me was the fact that they thought it was funny too. I was mimicking them with the “oh go on with you” comments, but mum was determined not to let me have any fun at all — punishment.

Ronnie could see that just the fact that I was there was getting on mum’s nerves and decided to step in before things got embarrassing and I guess I should be grateful, because Ronnie’s “boy’s will be boys” attitude probably saved me from even more crap from mum.

Coincidentally, Ronnie’s daughter Sharon came in at that very moment and Ronnie decided it would be a good idea if she let me join in with her and her friends.
Well that went down well — NOT!

Both Sharon and I looked at our respective parents with looks of “do I have to” and once it was affirmed that yes, we did have to, our expressions turned to looks of “this isn’t fair”. Both of us stomped off like teenagers do whenever they’re told to do something they don’t want to in the direction of her room.

“You’d better not get in the way.” said Sharon with a look that I have to admit, I found just a teensy bit intimaidating (pretty scary) before we went into her room and I wasn’t about to argue.

Inside Sharon’s rooms, three of her friends were already looking through comics and teen magazines and I just thought “yuck!” I wasn’t looking forward to this at all.
It didn’t seem as though Becky, Colleen or Judy were particularly impressed by the intrusion either, but that was fine by me. All I wanted to do, was stay out of trouble long enough to get home without mum yelling at me again.

What was probably worst of all was the fact that all four of these girls were older than me. They were all sixteen and looked it. To them I wasn’t worthy of being stepped on; just a skinny little boy with about as much right to be in their sanctum as a dog turd.

“Just sit over there and don’t, don’t make a sound.” said Sharon with another one of those looks. Funny, if another boy had said that to me, I’d have ended up scrapping with him, but for some reason, Sharon’s tone just struck the right chord in me and I went over to the chair she’d pointed to and sat down — quietly.

They started back on with their conversations that seemed to centre around shoes, fashions, shopping, soaps, oh and music. I got bored again and started looking around. On the dresser next to me was one of those Rubik’s cubes and started twisting it this way and that.

It only took about five minutes, which was no record, but it was complete by the time I had finished it.

“Who said you could touch… Hey!” said Sharon.

“How long have you had that for, Shaz?” asked Becky. “He’s here for five minutes and already finished it.” Sharon was not best pleased.

“It was nearly finished already.” she snipped. She took the cube from me and stared at it, turning it over in her hands.

“How did you do this?”

“Pretty simple really…” I said and told her how.

It’s one thing to know how it’s done but something else entirely to do it and I watched as Sharon (who was obviously the leader of this small bunch of girls) gave the cube to Becky and told her to jumble it then pass it on. By the time Colleen who was last, had twisted it this way and that, it was pretty well messed up.

“Now let’s see how clever you are.” said Sharon with a smirk.

I didn’t want to tell her that it was a technique, not what you started with and this time it took me no more than three or four minutes before I handed back the cube with all sides complete.

“How the fuck?” she asked.

I was feeling pretty smug now, being able to confound Sharon so easily, but she wasn’t convinced I hadn’t watched the girls and just reversed their actions.

“Turn round so you can’t see.” she said and I dutifully did as I was told. Several minutes later, I was handed the cube again and with a very smug look, Sharon asked me to get out of that one.

I did.

Finally, I was starting to get through and after about half a dozen times of messing it up and putting it back, they got the message.

Mum called me at this point and I left them to it. I went into the kitchen where mum and Ronnie were chatting and drinking coffee.

“Ronnie and I are going out for a couple of drinks. Can I trust you not to screw this up?” she asked and I just shrugged, but this didn’t go down at all well.

"…because if you can’t…” There was one of mum’s raised eyebrows again and I knew that should I put just a toenail out of line, I was going to be in the brown smelly stuff until I was old and grey.

“Yes mum.” I said resignedly.

Ronnie called Sharon in.

“Oh what now?” she whined.

“I’m taking Aunty May for a drink. Alex will be staying here.”

“Oh muuuuuum.”

“What?” asked Ronnie with just a hint of bad things to come if this attitude was maintained.

“Well,” said Sharon, oblivious to the danger signs. Now I wouldn’t say I was more grown up than her, but when you’ve been in trouble as often as I have, you tend to spot those little signals that scream not to go there.

This didn’t seem to register with Sharon and on she went; the metaphoric hole she was digging becoming a gaping maw in seconds.

“For a start, May is not my aunty or your sister and secondly you knew that my friends were coming round tonight and I don’t see why I should…” Her protest was choked into silence when she was issued with a chilling ultimatum to either keep an eye on me or her friends were leaving.

“Do I have to baby-sit?” she whinged.

“Hey! Just a minute…” I started, but my mouth clamped shut like a vice when I saw the look on mum’s face and thought better of it, which needless to say, meant that the adults won — not that that’s any big surprise and once again Sharon and I went off towards Sharon’s room. I detoured to the toilet first, which was probably a good thing, hearing Ronnie and mum shout “goodbye we won’t be long” from where I was sitting.

I washed up and headed for Sharon’s room.

“I can’t believe our evening’s going to be completely ruined by that twerp.” she said. I felt about as welcome as a fart in a space suit and held back going in.

“Come on, he’s not that bad.”

“That’s not the point. It was just supposed to be us and now it’s ruined; ruined!”

“Give him a chance, Shaz. Anyway, I think he’s cute.”

“You would.”

I opened the door and I could see in each of their faces that they thought maybe I’d heard what they’d been saying. I could see who thought I was cute — Becky — as she was beet red and trying desperately to hide behind her little hands.

I didn’t say whether I had heard or not. I just felt a little less alone knowing that at least one of them didn’t think I was that bad, but I still wished that the ground would open up and swallow me whole.

I was acutely aware that apart from Becky, who appeared to be happy just chilling out, the rest were pretty hacked off about having to share their precious time with a boy. I decided to head them off at the pass.

“Look, it’s no good giving me the ice treatment. I don’t like this any more than any of you do. If I hadn’t been dropped in it at school today, I wouldn’t even be here.”

“What happened?” asked Judy.

“Someone took my pencil rubber off my desk and chucked it at one of the girls. The teacher assumed it was me and I got sent home. Well that went down like a sack of shit as far as mum was concerned and here I am.”

“That seems a bit of an overreaction to send you home.” said Sharon.

“It’s not the first time I’ve ended up in trouble for something like this.”

“Ah. Do you know who it was?”

“Oh yes. I know who it was alright, but what do I do? If I tell the teacher who did do it, I spend the rest of my life being beaten up and this seemed like a better alternative. Not that I had a choice.” The atmosphere got noticeably less frosty at that point and a truce was called, which instantly made me feel better.

Sharon raised the atmosphere a bit more by suggesting that we all play a game. I thought Monopoly or Cluedo, perhaps even Scrabble at a pinch, but then she gave me the severe heebie-jeebies by suggesting truth or dare.

I knew how this went and the thought of playing it with four girls scared the pants off me.

The beginning wasn’t too bad, I answered my questions as did the others, but then they were pretty tame anyway; favourite actors, actresses, singer, that sort of thing, but then Sharon threw a spanner in the works by asking which boys they had kissed.

I of course couldn’t answer. I hadn’t even kissed a girl and I don’t need to tell you that the idea of kissing another boy was just about up there with the idea of shoving wasps up my arse.

Becky, Judy and Colleen immediately started giggling and covered their mouths and Sharon looked at me. She was shocked.

“Oh!” she said. “I forgot.” I think that for the briefest time, she forgot that I was a boy, not that I was there and her expression suddenly changed.

“I think we need to make Alex a little more at home, don’t we?” The girls looked as gobsmacked as me. I mean I had no idea what she was talking about. I already felt more at home than I had imagined I would. They seemed to have accepted me as part of the crowd pretty readily, so what could she possibly mean?

I think Colleen was the first to catch on, followed swiftly by Judy, which just left Becky and me. I must be slow or something, but then as Sharon began rooting through drawers in an almost frenzy, I started to get the picture.

Becky started giggling and the colour started to drain from my face. I tried to get out, but Judy got to the door and locked it, taking the key and putting it down her top.

“Oh no.” she said, wagging her finger at me. “You’re not going anywhere, buster.”
I think I’d rather have faced Bill Johnson, the school bully than these three, who were fast becoming four as Becky joined in.

Within no time, I was being undressed and dressed in a flurry of hands and giggles.
I did struggle. I struggled like a man possessed, but it didn’t make any difference. I think I caught Judy on the thigh and all that did, was make her redouble her efforts. In the end, I was pinned down, tears running down my face as my jeans, boxers and t-shirt were all replaced by other items, the first of which being a pair of yellow cotton panties, then black tights, a tartan kilt, training bra and a white blouse.

“That’s better!” said Sharon, getting up flushed, but satisfied. “Didn’t hurt, did it?”

“What have you done for Christ’s sake?”

“Wasn’t just me.”

“And your point is? Look at me, I look stupid and I feel worse.”

“You look cute.” said Becky in a small voice.

“She’s right. You look just perfect, or you will when we’ve put some makeup on you.”

“Oh come on Sharon.”

“Well you did have a forfeit, a dare. This is it.”

“I wish I’d have known before we started.”

“What and ruin all the fun?” said Judy and all four girls collapsed in gales of laughter.

I wasn’t happy.

“My mum’s going to be back soon, You gotta let me get my own clothes back on.” I said in my best pleading voice.

“He even sounds like one of us!” said Sharon.

“I mean it.” I said trying to be assertive. “Look, I’ve done my forfeit, my dare, now let me get my own stuff back on.”

“Oh no; our mother’s are not going to be back until closing time, if I know my mum anyway. We’ve got loads of time and I think we were playing a game weren’t we?”

I sat back on the bed, looking at my legs poking out of the skirt, well kilt anyway, feeling the strange constriction around my chest and seeing the odd lumps sticking out of it.

The tights were tight, in a curiously reassuring way and I was a bit confused as none of it seemed out of place. Perhaps it was because I was sitting in amongst others who were all dressed in a similar fashion; skirts, blouses and so forth.

I was a bit half-hearted about playing the game now. For a start, I was constantly distracted by the feelings of these new clothes that wrapped, encased and draped in places that kept catching me off guard — especially the tights, which rubbed every time I moved and reminded me how I was dressed - as if I needed a reminder.
Distracted or not, the game progressed and it wasn’t long before I had to pay another forfeit and I already knew what this meant.

I couldn’t be bothered to struggle this time and I think that this caused Colleen and Becky at least to lose a lot of the enthusiasm they had in the beginning, but Sharon and Judy more than made up for that and within about ten minutes, I was fully made up and even had some shoes to wear (although they were a bit big for me).

Should I have put up more of a fight? I suppose so, but there was the chance of coming out the other end looking like Coco the Clown and I admit that I was actually curious to see what the end result would be.

I wished I hadn’t.

I looked to all intents and purposes like I was a real girl.

My small frame didn’t look at all out of place dressed as it was. I had small but noticeable breast bumps on my chest and the makeup just made the whole thing even more realistic; like a fourteen year-old, trying to look older.

“Omigosh!” said Sharon.

“Bloody-hell!” I added which was repeated by all of us when we heard the front door open.

“I just popped back to tell you that we’re staying on. We’ll be back about eleven-thirty.” said my mum and the door closed again.

“See? I told you. That’s what you get when the pub’s almost at the front door.”

I was sunk. I was well and truly at the mercy of these young women.

Truth is it wasn’t that bad. After a while I stopped thinking about the makeup and was just conscious of the clothing. As I said, the tights were the main thing as some times my legs wouldn’t look like mine then I’d move and they would rub together reminding me of the fact that I wasn’t dressed as a boy.

The truth or dare game fizzled out shortly after. I don’t think there was anything that could top changing a boy into a girl and Judy and Sharon went to get some drinks, while Colleen went to the toilet.

Becky appeared to be engrossed in some teen magazine and I sat on the bed wondering what horrors lay in store for me as I caught a glimpse of myself in the mirror.

“Oh Jesus. What have they done?” I mumbled.

“I think you look lovely.” said Becky.

I smiled, but it wasn’t heartfelt. The idea of looking ‘lovely’ didn’t really ring right. I was a boy and boys look ‘handsome’ or ‘dashing’ or better still, ‘buff’, but I knew that the last one wasn’t me; I was so skinny, I had to walk around in the shower to stay wet.

I felt the bed move and Becky shuffled round, kneeling behind me starting to fuss with my hair.

“You just need to relax. It’s only a game after all.”

“That’s easy for you to say. If you wear jeans and t-shirt or skirts or dresses, it doesn’t matter, you still look like you. Look at what happens to me.”

She didn’t appear to be listening, she just let out a dreamy kind of “hmmm” as she continued to fuss and fiddle with my hair, running her fingers through it this way and that, curling bits forward and others back and I have to say, I found it quite relaxing. I closed my eyes and started to lose myself in the feeling.

Suddenly, she grabbed my face and pulled it up and when I opened my eyes, had her face not been right there, I would have been staring at the ceiling. She bent forward and kissed me full on the lips.

It was my first kiss and I was quite shocked. It was a lot nicer than I expected and when she pulled away, I think I was still there, head back, eyes closed and lips puckered.

She shuffled round again and pushed me back onto the bed, straddling me, which meant that her skirt — which was pretty short anyway — rode up still further and gave me a nice view of her underwear before she almost pounced, covering my mouth with hers.

I felt her tongue pushing at my lips and let mine part, tasting a mixture of my lips and hers finding that alone quite intoxicating, but before I could get used to it, her tongue was snaking around my mouth and whether it was reflex or not, I started to copy, fencing, snaking and generally getting well into this game of tonsil-hockey.

I could feel my member getting involved too as she ground herself into me, sliding back and forth over my hips, the kilt now round my waist and the heat she was generating obvious against my hardening flesh even through the tights and panties.

“Holy cow!” said a voice from the doorway. “That’s sooo fucking hot.”

Who said it, I don’t know, but Becky wasn’t in any mood to stop what she was doing and I was getting much too far into what we were both doing as not to care much either. Seconds later I felt the bed move and I assume that it must have been Sharon and Judy that got on.

I could only imagine what they were doing and while I didn’t really dwell on it, just that initial thought made my thingy twitch and get so hard it started to hurt. I think Becky noticed, because she ground herself onto it even harder and I don’t know what was happening to me, but I didn’t want it to stop.

“For Christ sake, you lot. Couldn’t you wait?” said another voice from the doorway. This time, I assume it was Colleen who had previously been in the smallest room, but seconds later, there was a bounce on the bed and she I think must have joined in the fun.

Becky sat up momentarily, breathing hard and scooted backwards, grabbing the top of my tights, yanking them down towards my knees and collecting the panties on the way. My little soldier was stood rigidly to attention, twitching with each heartbeat now and I was too far gone to care that we were not alone in the room.

She slid back and encircled my hardness with her fingers, sliding her hand up and down whilst grinning and I think it was more luck than anything that prevented me from going ‘pop’ right there and then.

I could hear mumbling and muffled noises from around us, but I was concentrating on Becky as she let me go, stood up and shucked off her panties, stepping out of them before getting back onto the bed astride me.

I knew what was coming, but in my wildest dreams I couldn’t have pictured it this way as she smiled and holding my rigid tool, lowered herself onto me, running the tip back and forth along the length of her sex before slowly — agonisingly slowly, lowering herself down the rest of the way.

I could feel everything inside her as my turgid tool slipped further and further in and I reached up to put my hands on her breasts, feeling the hardened nipples as I gently slid my palms over them through her blouse and bra.

I stopped fondling when she started to move up and down on my tool, going to the buttons of her blouse, releasing each one with extreme difficulty as I tried to get to grips with using my hands at the same time that she was bouncing up and down on me, filling me with feelings I had never felt before, my mind a whirl of wonder.

She had to help and stopped bouncing, but she didn’t stop altogether, she just settled for grinding herself as far down as she could as she undid her blouse and bra, freeing her generous-sized breasts.

Once free, she shook, jiggling them and giggling at the same time as she put her hands on my chest. Grinning broadly she lifted herself up until I was nearly out of her then rammed herself down. Both of us gasped and I for one nearly went through the roof.

I can’t say I lasted too much longer after that. This was my first time after all and I could feel it welling up from about fifty miles away as it headed full steam towards its conclusion at about mach 2 and still accelerating.

When it hit, I was completely overwhelmed. I must have cried out or thrashed about or both as she continued to bounce, the sensations I was getting almost too much to take, but she wasn't finished and with her fingers a blur, she managed to bring herself off before I lost all rigidity. With a long gasp or several, she slumped forward onto my chest and snuggled into my neck.

My eyes were like saucers, my body shaking as she slipped off me and snuggled in still further, I thought she was going to climb into my skin, which at that point in time, I would have been quite happy to have happen.

I think it was the round of applause that brought both of us back to reality. Becky blushed and hid in my neck and I don’t think I was far behind, trying to look round at the other three girls who were all in varying stages of undress.

I’d have been more than happy to call it a day there and then, but there were three other girls there all of whom had other ideas.

Colleen made the first move, almost diving down, pushing Becky’s legs apart and instantly making loud slurping noises. My eyes were already like saucers and I couldn’t open them any wider, but Sharon and Judy with predatory looks both came for me.

Judy knelt astride my head, lowering her pussy onto my face, while Sharon did something I would have never imagined, taking my now shrivelled tool into her mouth. By Christ that felt good as she licked and sucked with the power of a vacuum cleaner and pretty soon, my tool was as hard as it had been, but it was difficult to concentrate on one thing with both ends occupied.

Sharon moved forward and straddled me, lowering onto my now well lubricated tool and it wasn’t until Judy got off me for better access to Sharon, that I realised that I was in Sharon’s rear and she leaned back, my tool clearly visible before Judy went to town on her pussy.

I could go on and on about what else happened, but it was all just variations on a theme.

By the time the parents returned, everything was back to normal, well, as normal as could be. I was back in jeans and t-shirt, but the difference was, I was now wearing Becky’s panties — at her request and we were all sat watching something on the TV in the lounge, with Becky snuggled in beside me. I still had ‘punishment’ to face when I got home, but I was sure if it was anything like tonight had been, I’d survive.

Fin?

Downtown

Author: 

  • Nick B

Audience Rating: 

  • EXPLICIT CONTENT

Publication: 

  • 500 < Short Story < 7500 words

Genre: 

  • Crossdressing

Character Age: 

  • Teenage or High School

TG Themes: 

  • Physically Forced
  • Identity Crisis

TG Elements: 

  • Bad Girls / Promiscuity

Permission: 

  • Posted by author(s)

Alex’s Adventures in a Land of Wonder

Downtown

 © Nick B May 2007

Alex is a normal young lad and when the opportunity presents itself, he wants to be there. Trouble is, things don't always go the way we would like them to do they?


Thanks once again to my trusty Kris for taking the time out to cast an eye over this before I plonked it up here. It's not nearly as steamy as the last one, but life's not always like that is it?

Disclaimer:
Any similarity to persons living or dead is really unfortunate. This is fiction, you don't think I was really that lucky do you?


Ever since that episode in Sharon’s bedroom, I had hoped for a repeat or something, but the rest of the holiday went past without so much as a word - typical.

I still had Becky’s panties and every now and again, well alright, any time I had the chance, I would get them out and look at them, feel them; occasionally putting them against my cheek and before you wonder, I washed them out in the bathroom the day after I wore them home — you don’t think I’m that gross do you? I may be a teenage boy, but, oh never mind — heathens!

As much as I told myself it was wrong to do so, I did put them on again. It had been about three weeks since that night with the girls and I found myself waking up in the middle of the night after a particularly erotic dream…

“You’re wearing my panties again aren’t you?” whispered Becky in my ear. I couldn’t answer. I was embarrassed for not only having worn them home, but for having taken it upon myself to wear them again.

“Hmm.” she purred. “You feel so good in them.” She ran her hand up my leg from my knee and brushed across my thingy, through the satin material.

She started to kiss my neck, rubbing me through her panties in earnest and I was starting to squirm — raising my hips to increase the pressure. My breath was short and spasmodic as much of the time I was holding it and consequently, letting it go in “whooshes”.

“You like them too, don’t you?” she asked, patting my, now hard, thingy gently, making me almost leave the bed.

“Yes.” I whispered hoarsely.

“I like you in them.” she said. “I like it when you get all girly. It makes me wet just thinking about it.”

“Good God!” I thought. “She’s unreal. What have I got myself into?”

“Will you dress up again for me?” she asked and out of the corner of my eye, I could see a mischievous smirk playing across her sweet lips.

“Yes. YES. Oh fuck me YES!!” I yelled as she chuckled, still stroking me through the soft, smooth fabric and I was going wild. Shit, I would have done anything for her at that precise moment.

She started to kiss me leaving my lips all too soon and working her way down my neck to my chest where she paid particular attention to my nips. The feeling was heavenly. I could feel them get all big — well as big as they get and I felt the dark skin around them get crinkly and ever-so sensitive as she alternated between one side and the other, biting them and then blowing on them and oh God, I never wanted this to stop.

Willy was almost painful; standing to attention, constrained beneath the satin fabric of its panty prison; pulsating with every beat of my heart, which meant going like a jack-hammer, drumming a military tattoo on my belly. She made her way further down my chest, leaving my nipples and heading slowly towards my, er, her panties.

I reached down to push them down my hips and expose myself to her, but try as I might, I couldn’t. I don’t know why, I just couldn’t get them to budge and every second, she was getting closer.

“Doesn’t he like me?” she asked sounding rather hurt.

“I, um, I, er, that is…” I could feel the moment fading; disappearing into the ether and like a soap-bubble bursting into myriad oil-slick droplets that fell like a mist of tiny rainbows, Becky faded and I opened my eyes…

…to be met with the silence and darkness of my room.

Breathing hard and feeling the small beads of sweat on my brow, I quickly reached down to my groin to feel only skin, oh and one or two of the half-dozen hairs I had growing there.

“Bloody-hell!” I muttered, my thingy still twitching; the memories of the dream still there in the forefront of my mind.

I reached under the corner of the mattress and retrieved the panties, feeling their softness once again and with trembling hands, I shuffled about until I could get my feet through the legs and pull them up snugly around my nether regions, feeling the momentary coolness as they encased my still throbbing Willy.

Closing my eyes, I started to run my hands down from my nipples - my still engorged and very sensitive nipples, down my chest, over my stomach and onwards towards the softness of Becky’s panties.

I tried to go back to that moment in that dream, but I conked-out instead, falling asleep with my thumb just inside the waist of the panties, while my fingers drew small circles on the fabric as the last few moments of the dream replayed over and over in my head.

“ALEX!!”

“Hmm?” I answered dreamily, expecting to see my sweet Becky looking down at me; her smile, her blonde curls cascading like a golden waterfall over her face, those piercing blue eyes…

“Mum?” I almost screeched, sitting bolt upright and blinking rapidly, looking round to see where Becky had gone. “What are you doing here?”

“This is my house and you are my son.” she said with aplomb. “And my son’s about to be late for school if he doesn’t get his arse into gear - pronto!” She turned to leave my bedroom.

“Shit!” I said under my breath and threw the covers off as I swung my legs out of the bed.

About two thirds of the way round, I suddenly felt the gentle caress of a pair of satin panties against my arse and froze, trying to back-track and pull the covers back up all in one movement.

“Well, what are you waiting for?” asked mum, turning back quickly as if to catch me trying to catch just a few more moments of snoozing. Did she see my panties?

“I, er, I, oh mum, it’s a bit embarrassing.” I said, going red at the thought.

Mum knew I slept naked and despite her having nursed me from day one, I was still unwilling in the extreme to appear naked before her.

“Ah. Yes.” she said nodding. “Say no more.” and she left the room, smiling broadly and chuckling to herself.

At school during those three weeks, the boy that was causing trouble for me was out. He’d apparently had an accident fooling around in the street outside his house and whilst I wasn’t pleased for his injuries, I was happy not to be his scapegoat.

This fact had also been noticed by the school. A great many things had ceased since he had been absent, not least of which was my getting into trouble.

“It seems we may have misinterpreted some things, young man.” said the head and proceeded to apologise for having assumed that I was the trouble-maker, though he did add that he hoped that he wasn’t in error this time.

I assured him he wasn’t and walked out of his office feeling like a whole world of weight had been lifted from my shoulders. Perhaps now, mum wouldn’t insist on keeping me quite so close and let me go out now and again.


“No.” she said when I asked. “We’re going round to Ronnie’s this morning and I want some help.”

“Aw muuuuum!”

“I don’t know what your problem is. You won’t need to be there all day so you can go out afterwards.”

“Cool! Thanks mum.” I said and after breakfast, we walked the few hundred yards round to Ronnie’s.

I was helping, getting stuff ready for Ronnie and mum to go to a function and wound up carrying boxes and boxes out to the back of a hire van. The weather was warm and although it wasn’t bright sunny beach-type weather, it was hot enough for me to sweat cobs.

What also made it more difficult was the fact that Sharon and the girls came back from whatever they had been doing and sat drinking tea or coffee in the kitchen. Sharon, Colleen and Judy basically ignored me, but Becky made a point of looking at me every time I picked something up or put something down and she had a way of making my pulse rate go up even without the cardio-vascular work I was doing.

I moved the lot by the way; all of it. Miraculously, mum and Ronnie managed to find other things to do that didn’t involve setting one foot outside of the house, or strangely, lifting anything either, while I traipsed back and forth with boxes of this and that. Still, they had a long, hard day ahead and Ronnie gave me a tenner for my help before they left.

“So what are you up to?” asked Sharon as I got a cola from the fridge.

“Nothing much. I thought I’d go take a wander round the town to see what’s happening. I haven’t been out for weeks.”

“It’ll be a bit special then?” she asked.

“I don’t know about special, but I do think I’ve earned it!”

“Well, we’re going down town too. Do you want to come along?” I thought about it for a few seconds and then agreed. I figured that if they wanted to do girly stuff, I could go do my own thing.

“You’ll have to take a shower first and put on a clean t-shirt or something. You stink.”

Way to go Sharon! She really knew how to make someone feel like a complete arse in one short sentence. I sniffed my under-arms and unfortunately had to agree.

“Oh alright.” I said and started out of the door.

“Where are you going?” she asked with an arched eyebrow, making me feel as though I had just stolen a sweet or something.

“To take a shower and change. I won’t be long.” I returned.

“You can shower here. I can find you a t-shirt.”

“Okay.” I said and shrugging at something that sounded so reasonable, I trotted off into the bathroom, locking the door behind me.

Ten minutes later.

“OY!” I shouted. “Where’re my fucking clothes?”

I should have thought before agreeing to take that sodding shower. Especially after last time those girls had anything to do with clothing and me in the same sentence… You know what happened, but after three weeks and nothing, I just didn’t think.

I grabbed a towel and padded into the bedroom, stopping to look at the lock, which to all intents and purposes, was still locked, but the door opened and closed perfectly easily.

“Aha!” I thought. “That explains a lot.”

All four girls were sniggering and began laughing like drains when I appeared.

“This isn’t funny.” I said. “Now where are my clothes?” Sharon shrugged and I knew I wasn’t going to get anything out of her, well nothing of mine anyway.

“I said I’d get you a t-shirt. I thought you might like all clean clothes instead.” she said with a look of complete innocence.

“You want to be careful or that halo is going to slip and trip you up something rotten.” I said, still huddled in the towel.

”Don’t you want to see what we’ve got for you?”

“I’d rather just have my clothes back if it’s all the same.”

“Oh no. We’re not going through that again are we? Haven’t you learnt?”

“Alright then, have it your way.” I said, took a deep breath and with an exaggerated note of resignation, said “What have you got for me to wear?”

“That’s better.” said Sharon and produced a whole outfit, if as I was about to find out, you could call it whole as my eyes widened, roaming over the offered garments.

A crop-top was the first item to be shown. It was white with a pastel flower motif on the front. Trouble was I could see even without putting it on, it was only just going to fall below my own breast area and if I was to poke it out further, i.e., by wearing a stuffed bra, it wouldn’t even reach that far.

Next was a bra, but this time it was a little more ornate than the last, a lacy pastel lilac number that matched the motif, with matching panties.

Lastly a skirt that made me gasp in horror. It was so short that I didn’t even know whether is would cover my arse, let alone anything else.

“Will that cover me?” I asked, suddenly very nervous indeed.

“Don’t know, but there’s only one way to find out eh?”

“You’re mad if you think I’m wearing that.”

“Now, now. There’s no need to be like that. We just want you to look your best to go into town.”

“Best?” I asked. “Are you sure?”

“Of course. Would we do anything to hurt you?”

“Hmm. Perhaps not physically, but you don’t mind the humiliation do you?”

“It’s no more than you deserve.”

What kind of statement was that?

I may be a pain-in-the-arse teenage boy, but to my knowledge, I’d never done anything to them, or more specifically, Sharon, to warrant this kind of treatment. My mind raced through the implications of what was happening and despite the knowledge that sex was out of the question if I didn’t go along with them, I couldn’t go through with this.

Last time was fun. It stayed between the five of us and no-one got hurt, but taking this outside into the big wide world was something I didn’t have in me to do — especially dressed in that gear.

“I’m sorry, no. I can’t do this.” I said and left the room.

Surprisingly, it wasn’t Becky that came out to see if I was alright, but Colleen.

“Are you alright?”

“Not really.” I said, sitting on the side of the bath, the towel pulled tightly around me.

“She doesn’t mean any harm you know.”

“Really. Well how about just asking me if I would mind dressing like that.”

“Would you agree?”

“No. Of course not!” I said, wondering just what kind of a question that was anyway.

“Well there you go.”

“Pardon?”

“Didn’t you enjoy last time?”

“Well, yeah, but that was just us.” I said. “I thought it was just a bit of fun and really, it had little or nothing to do with dressing up in the end.”

“So what makes you think this isn’t just a bit of fun or that you’re going to enjoy this time any less?” she asked.

“Because you want me — a boy,” I stressed ‘boy’ to make the point. “To go into town with you in that… that bunch of almost clothes looking like a little tramp.” I was starting to lose it.

“Alright, I’ll have a word with her. Perhaps she’ll put something a little less revealing together.”

“Can’t I just have my clothes back?”

There was no answer and I could feel the little teardrop as it ran down over my cheek. I couldn’t believe I was getting so upset over a silly prank, but silly or not, I was still being expected to go out as a girl when quite clearly I wasn’t one.

“Alright. You can come in now.”

I reluctantly wandered into the bedroom where the skimpies had been replaced by some slightly less revealing clothes.

“Alright ‘little miss prim’. Try these.” said Sharon with a note of sarcasm and annoyance in her voice. I couldn’t believe how she was getting so arsy. I was the one who was going to have to parade myself round town looking like a girl and if she didn’t like it, why couldn’t she just give me my stuff back and let me go my own way?

She brought out a plain blue t-shirt and the underwear was the same, but the skirt had been replaced by another slightly longer one, which was much better, although I was still reluctant to go for it. Yes I enjoyed last time, but this meant facing the world as a girl and I didn’t like it. I didn’t like it at all.

I grabbed the bundle of clothes and headed for the bathroom. I didn’t have anything to stuff the bra with, but the panties fitted alright. It was a strange sensation — the lace I mean. It looked really nice, but the feel of it wasn’t nearly as nice as the satin.

Before too long, I was dressed and the short skirt didn’t look too bad. If I looked at myself from the side, I could almost tell myself that it was actually a pair of shorts.

That faded as soon as I took a step though as without tights and with the ninety-percent-air panties, I got a very odd — though not entirely unpleasant sensation around the jewels.

“There she is!” said Judy and all the girls clambered over the bed and gathered round me.

“What about shoes?”

“Don’t worry, I’ve got that all under control.” said Sharon with a smirk, lifting the t-shirt and stuffing a stocking or something into each of the bra cups.

I now had tits — sort of.

Off she went again and returned with a pair of what I can only describe as stilts. “Here, put these on.”

Last time, the shoes were a bit big. I wondered whether ‘big’ would have been an apt description of these too. At least if they were, I would have an excuse for something more my style — like trainers; yup, trainers would be good.

“Can you walk in these?” Sharon asked after helping me on with them. I stood up — after a fashion.

“Never mind walk, can I stand may have been a better question. Do I get oxygen with these? The air’s definitely rarer up here.” They laughed and I took my first tentative steps straight towards the floor.

“I think she’s going to need to practice.” said Colleen.

What was it with the “she’s” all over the place. I was still a male, or I was last time I looked, but as I stood up, I caught a glimpse in the mirror and well, from the chest down, male didn’t come into it.

I carried on trying to walk and after one or two pointers, I actually managed four whole steps without kissing the carpet.

“I don’t know that these are a good idea.” I said.

“Nonsense!” said Sharon. “I wore my first pair out of the shop.”

Oh bugger. Now I was for it.

I sat on the bed and once again, the girls gathered; all except Becky.

“Her hair’s wet. Perhaps we can do something with it.” said one.

“Bags I do the makeup.” said another and once again, I felt all control vaporise.

Colleen, Judy and Sharon fussed around me and as I looked in the mirror, I could see Becky. Why wasn’t she joining in? Last time, if it hadn’t been for her, I would probably got really annoyed and then scared — alright, more scared, as Sharon wasn’t one to be messed with and I was quite a bit smaller than her.

Soon though, I was sporting a new hairstyle which I thought would have been alright but for the fact that I wasn’t a girl and as far as the makeup was concerned, well that did its usual job of covering up the last vestiges of maleness as once again, I didn’t look like who I was, or rather, I wasn’t what I looked like.

Sharon, Colleen and Judy rushed the bathroom and began sprucing up and primping.

“You’re not happy, Becky?”

“I didn’t want them to do this.”

“There was nothing you could do; not on your own anyway.”

“No, but I could have done something.”

“Don’t worry about it. If necessary, I can give them the slip when we’re out.”


Walking becomes easier if you’re being woman-handled along the road. I found that by concentrating hard and not thinking too much about how far above the pavement I really was, I could just about manage it, but I was stumped when they all ran for the bus into town and I was still trying desperately to keep up a steady, but fairly slow walk.

“Come on!” they called and I did my level best to up the pace as the bus waited by the kerb.

We all went to our seats and I sat down, my feet already starting a petition to ban these shoes and, conscious of the fact that I was in a short skirt, tried to sit with my legs clamped so tightly together I think walnuts would have winced.

The bus jerked and bounced its way along the road and the little old man who sat opposite got an eye full as the bus driver hit the brakes and I rolled slightly sideways (as the others did too) and I opened my legs, displaying my panties.

“You’re going to have to watch out for that.” said Judy quietly and I turned a shade of crimson.

“Thanks for the warning.”

If getting on the bus was hard, getting off was something else entirely. I tried my best, but ended up making a complete pig’s ear of it as people looked on grinning.

“Remind me not to listen to you ever again.” I said to any of the girls who could hear me above their laughter.

We wandered along at an easy pace, which was good, because it allowed me to get the hang of the ridiculously high heels I was wearing. Now I know why they’re called ‘killer heels’ and hats off to those who mastered them. I was improving though.

The girls stopped regularly to look in shop windows and I think I was spending so much time concentrating on staying upright, that I completely failed to notice anyone else around. I suppose the shoes had to be good for something.

Anyway, in my attempt to look nonchalant and like I always wore shoes like these, I didn’t notice Jocelyn Tanner coming towards us.

“Alex?” she said and tapped me on the shoulder.

I turned and there she was. One of those girls at school that every boy was hoping to get to go out with and none of them succeeded — though a few of them had lied.

“Oh, I’m terribly sorry. I thought you were someone else.” she said as I turned to face her. I smiled and she smiled back. Becky came over moments later.

“Hands off. She’s mine.”

Jocelyn blinked as Becky gave me a full-on tonsil tickling kiss that I’m surprised didn’t cause a traffic pile-up.

“I wasn’t… I mean… I’m sorry. You just look so much like someone I know at school.”

“Yeah, well it isn’t her.” said Becky spitefully and I felt sorry for Jocelyn, who had no idea what was going on and Becky’s sudden change of behaviour made me wince.

Jocelyn looked hurt and shocked, but retained a dignified stance. Looking directly at me, she said, “Tell your brother I’ll see him at school.” and with that, she turned and carried on up the road.

“Brother?” said Becky. “I didn’t know you had a brother.”

“I don’t. Anyway, there was no need to be like that.” I admonished. “She was just trying to be friendly.”

“Yeah. Friendly straight into your knickers!” she retorted.

That was the last straw. Becky or not, I wasn’t going to stand for this. Not one of the girls had seemed to take any notice of me for three weeks and then the first time they see me again, I’m treated like some sort of plaything. I know there are men out there that would give their eye-teeth for a chance like this, indeed, would probably be willing to kill for the chance that I got just a few weeks ago, but there’s a limit to how much leading round by my di, er nose, I was prepared to put up with.

What annoyed me more than anything was that Becky wasn’t prepared to say anything about what Sharon had planned, if it even was Sharon, but the moment that someone else so much as said a single word to me, there she was, claws out and spitefulness at maximum.

“If you’re going to be like that, you can do it on your own.” I said and turned to walk away.

“Hey! I didn’t mean it.”

“Yeah well, don’t you think I’ve had enough of this for one day? First you steal my clothes and now you’re stopping me talking to anyone. Is there anything else, handcuffs maybe? A leash perhaps?”

“Good ideas all.” she said. “But wait till we get home.”

“It’s not funny anymore, Becky. I’ve had enough and I don’t want to play. I didn’t want to play in the first place, but your control-freak buddies gave me no choice. Maybe if I’d had some support from you, it would have been easier to take, but no. You just sat there and did nothing. If you want to fuck about with someone’s life, someone’s head, find some other sorry wanker to do it with. I’ve had it with all of you.”

With that I turned and walked away.

Half of me was hoping to hear Becky’s voice saying “don’t go.” but it didn’t happen. I got about twenty yards down the road, thought “sod this” and took the shoes off. I walked the rest of the way carrying them.

True, I probably missed out on some great sex, but only if I was prepared to put up with all the piss-arsing around. Somehow, it didn’t seem like the price was worth the prize.

I thought that out of all of them, Becky was different, but then what did I know? I certainly didn’t think I would find myself wandering down the main road, miles from home in a skirt and matching bra and panty set, with a pair of ludicrously high heeled stilettos in my hand.

“Excuse me.” said a voice. I thought it was just another voice in a busy town, but it seemed to follow me.

“Excuse me.” it said again followed by a touch on the shoulder. I spun round and was about to give the owner a right bollocking when who should I see but Jocelyn.

“Oh, hi. I didn’t realise it was you. You startled me.” I said. She smiled and looked up and down the road.

“Where’s your girlfriend?”

“She’s not my girlfriend.” I said in an almost defensive/aggressive sort of way. “I’m so sorry. She had no right to say or do what she did and I felt really awful when you left.”

“My fault.” she said. “I thought you were someone else. Obviously I was wrong.”

I so wanted to confess, there and then, just get it the hell out of my system, into the open and have done with it. It wasn’t that I trusted Jocelyn any more than any of the other girls, but there was something about the way she controlled herself when Becky went off on one that told me that she was different.

I just wanted this to be over. I felt very stupid having allowed myself to be manipulated, to allow the sex ‘carrot’ to be dangled in front of my face and to actually let them dictate to me that I should play along to the letter in order that if they were feeling like it, I might get that reward at the end, however, it would have more than likely been not.

“Is Alex your brother?” she asked as we wandered back along the road.

“Er, no.” I said, wondering if it was the time to tell the truth.

“He looks very like you. Not as cute though.”

Oh dear. I could feel this all starting to spiral down the drain again.

“You think I’m cute?”

“A bit skinny maybe, but…” she looked down at her feet and mumbled something, just as a bus thundered past, its air brakes hissing.

I didn’t get that last bit, but I didn’t need to hear it to know that it was positive. Her slight flush and the fact that she couldn’t look at me and say it sort of pointed in that direction.

I don’t know whether it was just observational — I mean girls seem to be able to admit when another girl is pretty, unlike men, who couldn’t possibly comment on whether another man is good looking or a bag of spanners most of the time. On the other hand, was it because she actually liked what she saw? That was something else altogether.

I took my life into my hands and assumed the best.

“You’re not so bad yourself.” I said and the blush that elicited almost produced egg-frying heat.

“I, er, um, have to go now.” she said doing that fidgeting thing and going all girly.

“It was nice talking to you.” I said and smiled; which just seemed to make her squirm all over the place and blush even more.

Then she took my breath away by kissing me full on the mouth and running away.

I stood there, my fingers going to my lips and a blush forming on my face too. I couldn’t believe it.

I’d just kissed, er, been kissed by Jocelyn Tanner.

No-one would believe it, but well, it was true and my heart was pounding like it was about to burst out of my chest.

Somehow, my appearance melted out of my head now I had something else to focus on. I veritably skipped home, which didn’t occur to me that that was what I was doing.

When I got to my home, I realised my problems were just beginning.


It was about a three mile walk back to my house and I didn’t feel any of it. I was so elated when I got to talk to Jocelyn and on another planet after that simple kiss.

I stopped at the front door of my house suddenly realising I had no key. In fact, all my stuff; my money, my keys — everything was at Ronnie’s, wherever Sharon had decided to stash it.

“Oh for fuck’s sake!” I said and stood there like a complete idiot for some time, just staring at the door, trying to work out whether there was a way in without breaking anything.

No.

Mum was pretty hot on locking up and the place was shut tighter than a duck’s bum - watertight!

I went back round to Ronnie’s, but the girls hadn’t returned and even if they had, they weren’t answering the door.

I was in real trouble now.

I sat on the step, toying with the idea of waiting for the girls, but I had no idea whether they were going to come back sooner or later — or at all.

Ages passed and I was getting more and more despondent as I realised that the only way I was going to get back into my house before midnight at least was in one of two ways: either a) I wait for the girls, but they may already be in and knowing them, could be up to anything, which would explain why the door wasn’t being answered or b) I could go to the function and get a key from mum.

I know which I preferred — waiting for the girls, but who knew when they were due back?

I waited some more and still there was no sign of Sharon or the rest of the girls.


It was a long walk to the function, which took me away from the main road and any likelihood of being spotted by Sharon or her friends. With each step, the weight of what I was doing, the way I looked as I was doing it and what was the likely reaction upon arrival got greater and greater.

I was all in and my feet were pretty sore after having trudged the whole way in bare feet. I looked at the place where the function was being held and decided to smarten myself up, though all that entailed was putting the shoes on again.

A man was standing at the entrance.

“You’re very late. Do you have a ticket?” he asked.

“Ticket? Er, no, I’m here to see my mum. She’s doing the food I think with Ronnie?”

“Oh, May and Ron. Why didn’t you say? Wait there.”

I stood outside, my heart thumping louder and louder in my chest as I waited for the moment when mum would say “What the hell do you think you’re playing at?”

Sitting on the step, I waited as in due course, the man arrived.

“Here she is.” I stood up hearing this, my back to both mum and the man on the door.

“I don’t know…” mum began, just as I turned and her eyes went wide.

“I’m so sorry mum.” I said. “I haven’t got my key and I can’t get in.”

She stood there looking at me like I was something off Mars or something. Can’t say as I blame her, but there I was and I could feel tears starting to well up.

“Come in quickly.” she said and hustled me inside.

Skirting round the edge of the function room, I could see Ronnie at the end behind a table, serving food to a line of people.

“In here quickly.” said mum. I followed her into a large store-room and she folded her arms. I knew this was it. All my birthday treats were about to disappear and I think that would last until my late sixties.

“I can explain…” I said, but surprise is not an adequate word here; total shock, might more aptly cover it as she opened her arms and sobbing like the girl I appeared, I got the best hug I have ever had.

“Hey.” she said quietly. “Your makeup will go everywhere.” She took out a tissue to blot the tears without doing massive damage to my mascara or eyeliner.

“I didn’t want to do it, but Sharon made me wear these instead… It was all supposed to be a joke, but…” It was hard to tell and I felt a complete arsehole for ratting them out, but in this case, it was no more than they deserved this time.

“It’s alright.” she said. “You’re safe and while you’re here, you can make yourself useful.”

Not fin…

Happy Birthday, Jocelyn

Author: 

  • Nick B

Audience Rating: 

  • Mature Subjects (pg15)

Publication: 

  • Serial Chapter

Genre: 

  • Crossdressing

Character Age: 

  • Teenage or High School

TG Themes: 

  • Contests, Deals, Bets or Dares
  • Romantic
  • Voluntary

TG Elements: 

  • Appliances Attached
  • Hair Salon / Long Hair / Wigs / Rollers

Permission: 

  • Posted by author(s)

Alex’s Adventures in a Land of Wonder

Happy Birthday, Jocelyn

 © Nick B May 2007

Alex's rejection of Sharon, her friends and her controlling ways, led him to meet Jocelyn, a girl from his school, who invites his alter ego to a birthday party, but Alex has no idea how he can get to go...


Thanks Kris, you came through yet again.

Disclaimer:
Any similarity to persons living or dead would shock the hell out of me. I think parents can sometimes surprise you. Mine? Well that's another story altogether...


My sojourn into the land of femininity was never planned and I suppose thinking about it, I should never have trusted those girls any further than I could spit. The thing is though; I thought I could trust Becky.

True I got my first full-on experience with a girl, but I wasn’t expecting her to turn out to be a bloody psycho; well her friends were anyway, but that’s enough about them. I owe them because without them I wouldn’t have been kissed by Jocelyn Tanner, so I guess I should be grateful, but all in all, I think I’m well rid.

I thought I had got away with turning up to the function en-femme as they say, at least as far as mum was concerned, but the next morning, she said we needed to have ‘a chat’ about it after I phoned Ronnie. I needed to ask whether Sharon would mind waiting for the return of her clothes until after mum had washed them.

“What do I want them for?” asked Sharon who actually answered the phone.

“Well, they are yours.”

“You must be out of your tiny mind if you think I’m going to put them anywhere near me after you’ve had them on. You’re having a laugh.”

“I’m not and I wasn’t. They’re yours. I just wanted to give them back is all.”

“Well you can do what you like with them, I don’t care. I don’t even know why we even gave you the chance to be one of us, thinking you would enjoy the surprise we had, but you’re not even worth it and your dick is really tiny. Becky said they should have named you Justin, not Alex.” and with that, she put the phone down.

I blinked several times before her words got through, at about the same time as the tears. I expected some sort of retaliation, but not that. Her words had rung clear and loud through the receiver; loud enough for mum to hear most of what Sharon said.

She put her arm round me and offered her sympathy. Although I really didn’t need to hear what Sharon said, it did put paid to any further questioning about what I had been wearing the night before.

I still felt a pang of guilt for having spoken to Becky the way I did and I kind of laid the blame for the whole situation on her, which was what I felt was so wrong about how I handled it, but she more than got her own back for that if Sharon was to be believed.

I didn’t think she was as bad as the rest of them and still don’t. Perhaps if she was away from the influences of Sharon’s power-hungry, manipulative group, she would show herself to be a really nice person.

The real surprise came at the end of it all when mum said that she thought I did a very good job at the function and worked really hard. She said she was really proud of me and that the customers paid me lots of compliments. She did say that she had to keep telling herself that I was her son and not her daughter as I busied myself clearing tables, dealing with the customers and I wasn’t sure how she really felt about that.


Another week of school went past, which as I said last time, wasn’t so bad anymore, but I did get a nasty shock. Actually, it could have been a really good shock, but that all depends upon how you look at it.

Wednesday, I was just going into school and I bumped into Jocelyn — literally. The moment I saw it was her I had a total gob failure. I opened and closed it several times, but nothing more than a squeak came out.

I didn’t have that trouble on Saturday. I didn’t have any trouble at all, but now, it was like I had lockjaw; no, not lockjaw — lock-voice, but before I had time to fathom what had altered my ability to talk — probably something mum would be pleased to have a bottle of if she could get it, she started talking.

“Alex!” she said, startled by the intrusion and then looked very nervous. She looked as though she was in two minds about something, wrestling with herself over whatever it was and then deciding to go for it, her words tumbled over themselves to hit me in a barrage while she fidgeted and wrung her hands.

“I’m so glad you’re here. I met a relation of yours on Saturday. It’s so weird, but I thought she was you. Can you believe that? Anyway, I don’t know how to get in touch and wondered if you’d give her this.” she said all in one breath and surreptitiously slipped an envelope into my hand. Just like last time - but without the kiss, she ran off.

Well that was it for me. I didn’t get any bloody peace after that.

I didn’t think much of the encounter itself apart from the shock of me not being able to speak this time, but apparently, I had got closer than any other boy in school to Jocelyn Tanner and became something of an enigma amongst the rest of the boys.

“So, you going out with her?” asked one of the bigger boys and by that, I mean full-sized.

“No!” I said assertively, but he just winked at me and grinned, punching my shoulder as he left saying “Way to go kid.” I grinned back; more because I didn’t know what else to do than because I’d apparently boldly gone where no boy had gone before. I gently rubbed my shoulder to make sure nothing was broken.

This continued all through the day, gaining momentum as more people got to hear the strange tale of how Alex Collins was going out with the Jocelyn Tanner.

I’d even told them that I wasn’t going out with her. I wished I was, but they knew what they’d seen and that was apparently enough.

The halls and corridors, class-rooms and playground were a minefield of whispers behind hands, looks and giggles or outright stares and I felt awful. Awful good, but at the same time, I knew the truth and that made me feel awful bad, like I was lying to her, but I didn’t even know her - really.

She was infatuated with something or someone that didn’t really exist and now, her reputation was on the line as the most beautiful and sought-after girl in school was going out with the most avoided, scrawniest little boy in school — according to the general consensus of opinion that was. I even overheard one lad, tall and extremely well developed asking his mate — equally tall and well developed, what I had that they didn’t. I didn’t dare tell them it was the fact I looked good in a skirt.

Later that day, I sat on my bed in total wonder at how I had managed to go from zero to… well, perhaps not hero, but definitely a somebody in the course of just one school day and all because Jocelyn had spoken to me, slipping me that note.

The note!

Of course! I hadn’t even had time look at that. I retrieved it from the depths of my pocket.

The envelope was quite expensive, being thick and totally impossible to see through, but around a large ornately hand-drawn question mark, were hundreds of little flower designs in purples, pinks and reds and all as intricately hand-drawn as the question mark.

I removed the note from inside and read it.

Dear ???,

Ever since we met on Saturday, I haven’t been able to get you out of my head. I don’t normally do this, but I have no other way to speak you as Alex and I tend to move in very different circles.

I just wish I’d had the guts to kiss you properly — I wanted to, but I didn’t know how you would react. I saw you kissing that blonde, so I figured what I did would be alright, but I wasn’t sure.

I’ve never done anything like this, felt like this or had anything like this happen to me before and I can’t stop thinking about you. You’re on my mind when I wake up, last thing at night and a lot of times in between, especially when I see Alex. You could be his sister you know.

It’s my birthday on Thursday and my parents have arranged a party for me on the following Saturday night. I would be really pleased if you could come.

It’s at [address withheld for legal reasons, although it was written on the note] from six o’clock.

All my love

Jocelyn.
XXX

“All my love?” I said to myself in amazement.

Every ‘i’ had been ‘dotted’ with a little red love heart and there were flowers like those on the envelope drawn all over the place. It must have taken her hours to do. It made my heart flutter and yet at the same time, scared me, but hey; the plus side was: Jocelyn Tanner asked me out and once I had got over that feeling of the collywobbles, I very much wanted to go.

Then it dawned on me.

Jocelyn hadn’t asked me. Well she had, but she hadn’t. It was all starting to get really complicated. She had actually asked the person she thought she met on Saturday, little knowing that it was me.

My ‘collywobble high’ dissipated like smoke in the wind and I came crashing down to earth with a bump.

It seemed to me that what started as a laugh, as a joke between Sharon, her friends and I (though admittedly I still find it hard to see the funny side - well after the initial fun anyway), was having much further reaching implications and I had to be honest with myself how I felt about this whole dressing as a girl thing and the upshot of that was I really wasn’t that keen, but if I wanted to go to Jocelyn’s party, I was going to have to go as a girl.

Why?

She was expecting the other me, that’s why; the ‘me’ that didn’t have trouble talking to her, the girly me. The ‘me’ I didn’t want to be.

It wasn’t going to stop me going though, well mum might, but that wouldn’t. The only hurdle I had left to leap over now was how I was going to explain to mum why I wanted to go as a girl.

“Hey mum. I’ve been invited to a party and I’d really like to go, but see now here’s the thing. I have to go as a girl.”

That wouldn’t work.

What about “Hey mum, you know the other night when I turned up at that function in a skirt and stuff? Well I met a girl from school before I got there and she’s invited me to her birthday party. It’s really funny, but she thinks I’m a girl so I would have to go dressed…”?

Nah! That one didn’t even get off the ground.

There had to be some way of convincing mum that my going as a girl was a good idea.

With the party on Saturday, I had very little time to formulate a plan.

Mum had evidently spoken to Ronnie who was having trouble with Sharon because of what she and the girls did to me and I didn’t think adding that to all the confusion was a wise move.

Sharon had apparently had a really big argument when Ronnie had told her that what she and the girls did to me was bang out of order. Sharon naturally denied it, saying that I had begged them to let me join in, which was not what mum had heard on the phone.

What a joke!

Fortunately, Ronnie knew that I did not as Sharon had suggested, go into it willingly having first been appraised of the situation by mum and because Ronnie appeared to take my side, Sharon threw an absolute wobbly, disappearing from that moment on and hadn’t been seen since. It was only a couple of days, but Ron was pretty upset.

There was only half a week to go though. I had to do something.

“Mum?” I said when I had gauged that she was in a fairly receptive mood. “I’ve been invited to a party on Saturday night and I was wondering if it would be alright if I went."

Mum’s look didn’t inspire confidence.

“And whose party is it?” she asked suspiciously.

“It’s Jocelyn’s. She’s a girl from my school. It’s her birthday.”

“Oh yes?”

“Yes, but here’s the thing. Jocelyn and I met on Saturday when I was — you know.” I said making hourglass shapes down the side of my body. “Anyway, she thinks I’m a girl, so I would have to go… well…um… as a girl.” It felt quite strange, amazing and strange to hear that come out of my own mouth. Did I really want to go looking all girly? Well, no, but as they say, when all you’ve got is lemons, make lemonade. Who the hell comes up with all this crap? I didn’t know what lemonade had to do with dressing up as a girl, but well…

Mum’s eyes went wide. Then…

I don’t think you want to hear this part, but suffice it to say, I got a half-hour lecture on lying to get a girl’s, er, favour. She pointed out very deliberately and very slowly that the reason she was a single parent was because her ex-husband had done just that — not the dressing up bit, but lying to women — lots as it turns out.

She said something about philandering — whatever that means. She then went on to get very colourful and graphic about his parentage, what she would like to do to him and a host of other things I didn’t really want or need to hear.

“No” would have done.

“But mum…” I said in my best wheedling voice. “It’s not like that.”

I went on then to tell her exactly what happened on Saturday with regards Jocelyn and I said that as much as I wanted to tell her the truth, I couldn’t at school. If I turned up as Alex, I probably wouldn’t even get in, let alone a chance to explain things to her.

Mum was adamant.

“You’re not going to start dressing as a girl to deceive this Jocelyn girl or any other girl for that matter. It’s not right and more than that, it’s not healthy. You shouldn’t be wandering round masquerading as a girl anyway. It’s a dangerous game to play and I’m not going to let you get into that sort of thing and that’s that.”

That was pretty final alright.

I tried several times before the end of the week to give mum an argument that would tell her that all I wanted to do was tell Jocelyn the truth, but they were all arguments that like the fabled seeds, fell on stony ground, culminating in a “I thought I told you, you weren’t going to this party?”

I was completely stumped and very frustrated.

Friday came along and I had spent the days in between when Jocelyn gave me the note until now, trying to avoid her at all times, which proved rather difficult — unlike before all this started.

“Have you heard?” she asked when I had no choice but to face and speak to her.

“Um, I’m afraid not.” I replied solemnly, not having anything better to offer that would let her down gently without letting on that it was really me she was hoping to see and mum had told me no — several times.

“Oh.” she said, her normally smiley and open face showing obvious signs of disappointment. “Thanks anyway, Alex.”

I haven’t seen anyone look more like the bottom had just dropped out of their world as, with drooping shoulders she wandered off to wherever she was going. All I could do was stare after her, my heart feeling like I was the one who had just had a low flying hammer to the soft bits. I didn’t know what else to do.


I walked home Friday afternoon and arrived with a face as long as that wet weekend again; something I’m really good at, but this time I meant it.

I didn’t want to hurt Jocelyn and I although knew I hardly even knew her, I still felt like I was behaving in a despicable and entirely underhanded manner towards her.

Mum was on the phone when I went in and she waved to me to stay where I was.

“I’ll phone you back when I know…” she said and put the receiver down. Turning to me and biting her lower lip, she said “I’m glad you’re here. I need to ask you something.”

“Go on then, hit me with it.” I thought. It couldn’t be any worse than what happened earlier.

“Ron and I need to know whether you would be prepared to help out with Saturday’s function.”

My forehead wrinkled with my consternation and for you to know why, I need to tell you a little something about the business mum and Ronnie are trying to establish.

They run a small catering outfit that is in the infancy stages at the moment, but it’s completely run and manned (?) by women. There are a lot of companies starting up with a similar theme and it works. Sometimes women are more comfortable dealing with other women, not feeling that they’re so likely to get ripped off. Gardeners, plumbers, electricians and a whole load of other trades are being represented solely by women. Theirs was another.

You can see where this is heading can’t you?

“But you said you didn’t want…”

“I know what I said, but this is an emergency.”

“Why me?”

“It’s just that we need someone for tomorrow afternoon and well, we can’t get anyone in at such short notice. Sharon still hasn’t turned up and Ronnie’s afraid that there’s too much work for the two of us, so will you?”

“You wouldn’t let me go to the party because I would be deceiving people ‘masquerading’ as a girl, but this is alright?”

“Don’t get smart young man.”

“I was just trying to get my head round the concept, that’s all.”

“Look Alex, it’s quite simple. Ronnie and I need someone to work with us and you are the natural choice sine we know you can do it.”

“I’d hardly say ‘natural’. Would you?”

“I knew I shouldn’t have asked you. You’re still pissed off because I wouldn’t let you go to the party.”

“You have to admit. It is pretty ironic, wouldn’t you say? The only girl you can get is a boy.”

“Will you do it?”

“I’ve got nothing else to do.”

The sound of cracking ribs could clearly be heard as mum grabbed me and gave me one helluva hug. I went to my room while she was on the phone again, this time telling Ronnie that they had their help.

I was completely gobsmacked. I couldn’t understand how it was alright to create deception for a whole bunch of paying customers, but not to create deception for one girl where the initial deception wasn’t planned in the first place and latter deception was just to enable the initial deception to be clarified, so as not to make it a deception anymore.

It’s one crazy fucked-up world alright.

I was about to grab a comic or two and while away some time when mum hurried into the bedroom.

“Come on you. There’s no time to waste, get changed. We’re going to have to get you some clothes.”

I have to say, I was just the slightest bit confused. Changed into what?

She chucked the lace bra and panties onto the bed, got the skirt and shoes and started rifling through my drawers to find a suitable top.

“We haven’t got anything more appropriate to stuff you with right now, so we’ll use these again.” she said also chucking the stockings onto the bed. “Come on chop-chop!”

I stared open-mouthed at my own mother who was at this precise minute, waiting for me to transform myself into a girl.

It just got weirder and weirder.

I was dressed in no time and wandered out of my bedroom, feeling that the first steps in the shoes were strange after having worn boy’s shoes or trainers all week, but my feet soon remembered.

“We’ll need you to have some makeup, but not much.” she said sitting me down in front of her vanity.

Soon I had lipstick, eye liner; some blush and then mum started messing with my hair.

“Looks like we’ll have to visit the hairdresser’s too.” she said, looking at her watch.

“But mum, what about school? I don’t want a girly style to go to school with.”

“It’s alright. We’ll just get it trimmed.”

Next thing I know, my hair had been brushed out and we were heading at breakneck speed into town.

I’ll tell you, I have never seen any woman shop at the speed she was shopping. I didn’t think we were going to get home much before midnight, but I barely had the time to try stuff on before it was being bagged and we were heading in a different direction.

I didn’t even have time to get embarrassed and the only time I got slightly miffed was when mum described me a slow developer; “up top” she mouthed, which got an understanding look from the assistant and before the colour could rise to my cheeks, I was already heading for another shop.

Talk about whirlwind or whistle-stop…

I got dropped into a hair stylist and mum told the young girl there that she didn’t want the hair too flouncy, but just tidied.

The girl looked at me and giggled, but when she’d finished, I have to say, I liked it. I didn’t know what I was going to do about school, but I figured I could work that out later.

Meanwhile, mum was doing a pretty good ‘Wonder Woman’ impersonation and returned just before I was finished with bags from three more shops in her hands. Where she got the time, energy or whatever, was a complete mystery to me.

Back at the ranch, mum and I struggled up the stairs with bags from just about every women’s wear retailer in town and I just stared open mouthed (again) at all the stuff.

“All this for one night?” I asked.

“You can’t be too careful.” She said and it fell to me to raise an eyebrow.

“Okay,” she giggled. “I got carried away. It’s not everyday a mum gets to shop like that for her daughter.” and immediately covered her mouth with her hand.

“Mum, I’m your son.”

“Have you looked at yourself?”

I went into her bedroom and looked in the mirror.

I think falling down was a good thing. Passing-out sounds so, well like I was drunk or drugged and I wasn’t either, just completely overcome with the change. If what Sharon et al had done was convincing, this left that and headed into orbit. I saw no traces of a boy just pure girl and I have to say that it took my breath away; so much so that I really did faint dead away.

I opened my eyes to find my head in mums lap as she fanned me with a magazine and peered over me with a concerned look on her face.

“Are you alright?” she asked.

“I’m er, fine. I was just examining the pattern on this carpet.” I said and we both collapsed in gales of laughter.

She spent the next hour or so showing me all the things ‘we’ had bought culminating in a plain box about the size of a large shoebox.

“Go on. Open it.” I could see she was excited and this worried me. I already had already expanded my wardrobe by hundreds of percent, so what on earth was this?

“What on earth?” I said as I opened the box. “Oh my God! They look almost real.” and they did too.

Inside the box were a pair of the most lifelike boobs I had ever seen, not that I’d seen many boobs up close you understand, but these took the biscuit, matching my skin colour almost perfectly, the nipples semi-erect and dark, just as I remember the real thing being.

“Oh mum. These must have cost a fortune.” I said beginning to shake.

“They weren’t cheap, that’s for sure.”

“But why?”

“It’s more for safety than anything else. Those things you had stuffed down the front of your bra were alright, but didn’t stand up to close scrutiny and I don’t want any of us embarrassed by someone questioning that you’re anything other than a real girl.”

“All this for one night’s work?” I asked. “And anyway, how close id anyone likely to get?”

“Who knows? You may work more often, but anyway, it’s the first and possibly the only time that I’ve been able to do things with a daughter — even if you’re not really my daughter. It was just nice for a single moment…” she said and I could see her eyes filling up.

“Hey, it’s alright mum.” I said and it was my turn to make her feel better with a nice hug.

“Thanks.” she said. “I always wanted to have a daughter — as well as, not instead of, but it never happened. If I had, I was going to call her Michelle, have you thought of an alternative name?”

“I hadn’t, but Michelle sounds like it fits. I like it.”

“I thought you might, so ‘Michelle’ will be going to work with us tomorrow. I’ve told Ronnie it’s your name, but she doesn’t know it’s you. Let’s see how long it takes her to twig.” she gave me a hug and I took another look at the ‘breasts’

“More like ‘beasts’.” I thought, smiling before replacing the lid and going into my room.


The next day mum had given me strict instructions to be at home by midday — or else.

I mooched all morning, trying to better understand what was going on. I wasn’t a girl and as I looked in the mirror, I found it hard to see that I was anything other than I boy.

My hair was all over the place and not at all like it had been finished by the stylist the previous evening. I was in a pair of shabby jeans with an oversized t-shirt that kind of hid what wasn’t present underneath. I was thin, not at all like the other boys of my age — well mostly anyway and the large outer garment sort of disguised that.

Did I really want to go through with this function thing later?

I supposed not, but I had already agreed and Michelle was going to make her debut. I was scared and yet at the same time, excited. It was very confusing, but the thought of doing something for mum was very cathartic. I kind of felt that it made up for the trouble I had caused. True, being sent home was not my fault, but I was enough of an ass to have got myself into that kind of trouble all by myself sooner or later anyway.

I tried reading my favourite comics to take my mind off it all.

By the time mum came home, she was like a cat on a hot tin roof, itching to get started.

“Start with a bath.” she said.

“But I had a bath last night.” I argued.

“Doesn’t matter. We need you spotless. Now I bought this earlier and I want to use it under your arms and from your privates down to your feet before you bath. Just follow the instructions and rinse it off under the shower.”

“What’s all this?” I asked and my eyebrows nearly shot off my head when I saw those two words — “Hair Remover”. “Hey, mum, I can’t use this.”

“You can this once. You may find you want, or need to do it again later, but for today you will use it, alright? Now come along, we haven’t got all day.”

By the time I got in the bath, I felt as though I needed one. I needed to get rid of the smell of the hair remover and having used the stuff, I felt as though I had shoved myself off the top of the helter-skelter and there was no stopping until I reached the bottom. There was so much to get my head round.

This was real. The last two times I had been dressed up, were nothing compared to this.

I have to say though that the hair remover did a great job and I was surprised how soft and silky my legs felt. I was a bit sad to see my six pubes go, but I suppose they’d always grow back.

Once I was out of the bath, mum had me in a new pair of white panties, lying on the bed and was studying the instructions on one of the tins that came with the beasts.

“What’s that for?”

“Preparation for these.” she said pointing at the box.

“What sort of preparation.” I asked, fearing there was something coming I wasn’t going to like much.

“These are glued on.”

“Glued?” I asked. “GLUED??” I said again, my voice going up an octave or more.

“There seems to be an echo in here, or have my ears gone wonky?”

“But mum.” I spluttered.

“It’s alright you silly sausage, they’ll come off again.” she said, adding “I hope” quietly. I wasn’t sure that was what I wanted at all. I knew I’d agreed to help out, but I had no idea it would lead to all this. I was loath to say anything since mum seemed to be having so much fun and I have to say, after yesterday, I was looking forward to seeing what the end result would be.

By the time the beasts were firmly stuck in place, a small amount of makeup was applied around the joins and I was told to go and get dressed. I just had to see them and was fair blown away when I looked at them in the mirror.

‘I’m actually jealous.” said mum. “Mine have never looked like that.”

The beasts had weight; weight I wasn’t expecting and they jiggled. I started getting fits of the giggles as I jiggled. It took mum a good few minutes to calm me down, but not before we’d both laughed at the fact that these things were more realistic than either of us had expected.

The laughter died and I went back to dressing. Mum had bought me a new bra to go with the panties I had on and once in place, my beasts looked like they had developed with the rest of me. I stood in front of the mirror for a good few minutes looking and was completely lost for words.

I had to sit on the bed for a couple of minutes.

Cold feet?

I should say so. The girls just took me and put me through a burger machine of this and that and my alter ego just fell out the other end; simple.

Here, I was calculatingly going through the motions many women go through on a daily basis and again, the real-ness of the situation caught me off guard.

I was fidgeting with the stockings that Sharon had used to stuff my bra with and as I fidgeted, they came unravelled, to wind up as a pair of seamed black fishnet self-supporting stockings.

Willy immediately started to get curious and I felt a shiver of excitement flow down my body, not stopping before my toes started to curl.

I rolled them up and pointing my toes as if I was going to wear the tights mum had given me and taken great pains to explain how I was to put them on, I rolled the first one up my leg to my silky-smooth thigh.

No wonder women like wearing these things. I can’t describe how sexy they made me feel. I was of course, careful to ensure that the seams were straight and then I pulled on the skirt.

“Mum, where are my shoes?”

“They’re just finished.”

“Finished?” I thought. I didn’t even know they’d started.

“I padded into the kitchen to see that the shoes that I had been ‘given’ by Sharon had miraculously changed from red to black.

“They’re by the table. They’ll look better with your outfit.” said mum without turning to look at me and I took them out to put on in private, so I could still surprise her.

When I returned, mum asked me to turn round so she could see properly as I stood before her in a white blouse, black pencil skirt, stockings and now shoes too. I still had makeup and a hairdo to go through, but as an intermediate check, neither mum nor I were expecting what we saw. That’s when she saw the stockings.

“You look amazing.” she said. “But where did you get the stockings?”

“They’re my old tits.” I said with aplomb and we both dissolved into laughter again.

Mum had a very different way of applying makeup, more sophisticated, grown up looking as opposed to the way so many teenage girls do it. As a result, I looked a lot older than I really was, but boy, what a change. Once again, the job that the girls did paled into insignificance by comparison.

Lastly, she did my hair and after a quick spritz of Diorella, the effect was complete.

I sat there staring into the mirror. It was all I could do to stop the tears and I could see through the haze of emotion that mum was the same. Instead of the small, skinny boy that used to look at me in the mirror, a young sophisticated woman stared back.

I was having big problems getting to grips with this.

I didn’t want to be a girl, never had, but I had to admit it came easy to me. I fitted and was taken seriously, unlike the boy who was something of a loner and not by choice. Michelle as I now was — at least for the duration, was outgoing, bubbly and easy to get on with. There seemed fewer negatives to being a girl than a boy and then the questions really started.

Oh boy was I in deep.


We arrived at Ronnie’s and just as mum thought, she had no idea who I was. I smiled at mum as Ronnie gave me a perfunctory greeting and went back to what she was doing as mum and I started the task of taking boxes, trays and assorted other bits and pieces out to the van.

We got into the van and drove out to the venue, my stomach turning and turning as we neared our destination. I was shaky and it took a lot to just get on with things as I had that last time, but then I had had the chance to grow accustomed to things (then).

Ronnie didn’t seem to be any the wiser and the name Michelle seemed to echo with a strangely appealing ring around the function room as I dressed the tables, helped with decorations and generally made myself useful.

There was one good thing about being busy; it certainly took my mind off what was scaring the hell out of me, but it seemed that in no time at all, we were sitting for a couple of minutes before the customers were due to arrive.

Ronnie and mum were talking over things and I went and sat a little distance from them, trying to get myself in order before the onslaught of strangers. I was trying to get used to the feeling of having the beasts hanging off my chest and realised how so many women must be pleased about some support in the form of a bra. I couldn’t believe how much they didn’t so much get in the way, but had to be considered, I mean they did stick out a fair old way.

The door opened and a woman about mum’s age came in.

“Mrs. Tanner?” said mum. I think I went into overdrive at that very moment. Surely it couldn’t be?

“You must be May and Ronnie. It looks nice in here.” I looked around the room and in my effort to be busy I had completely missed the slogans on many of the posters, the bunting and so forth. “Happy Birthday” it read.

“Oh God!” I whispered.

“This is Michelle.” said mum and I stood up to greet Mrs. Tanner. It had to be her, the similarities were too obvious and I should know, the kiss a week ago and seeing her around school, had engraved her face onto my brain.

And there she was.

I had to turn away. Had to go and do something. I didn’t trust either of us if I didn’t.

I only caught a glimpse, but she still had that haunted look in her eyes, that look of disappointment and I didn’t know what to do. I was fidgeting. My hands were sweating and I rolled the paper napkin I was holding so tightly that it tore and I went to get another.

“You alright sweetheart?” asked mum.

“That’s her.” I whispered.

“Pardon?”

“That’s her.”

“Who’s who?” she said again and then the penny dropped.

“Why didn’t you tell me?”

“I didn’t know did I?”

There was nothing mum could argue with there. I didn’t know where we were going or coming to until we got here.

“You going to be alright?”

“Yeah. I’m here now, time to be a professional.”

“That’s my girl!” said mum as she went off to meet and greet as more people filed in through the doors.

I was going to have to have serious words with her about this “my girl” thing.

I managed to stay out of the way most of the time and every time I looked at Jocelyn, I felt worse and worse. Why was I trying so desperately hard to keep out of her way? Why was I leaving her to be miserable when all she wanted to do was see me? It didn’t mean that anything else was going to happen did it?

I gulped down some air and walked towards her, but somewhere midway between where I was and was heading for, I was called to do something else instead and when I finished, she was nowhere in sight.

I just felt totally rotten to the core. I should have just told her that the ‘relation’ she had met wasn’t interested, but then with the way things turned out, perhaps I was right to do things just the way I had. It didn’t stop the feeling that I was hurting inside because I felt I was hurting her.

I slipped out to the toilet and was going to sit in the cool for a couple of minutes and try and bring back the professional front that needed to be there, but when I got into the ladies, Jocelyn was already in there.

I stopped dead, staring at the girl stood before the sink. She was blotting her eyes and it looked as though she wasn’t really enjoying this very special of days.

“Why so glum?” I asked.

“I’m just a silly, stupid girl.” she said sniffing and not taking her eyes off the mirror.

“Really?”

“I asked someone to come and they didn’t. It was really dumb of me to expect it. I mean we only met once and even then it was only for a minute or two.” I went into the stall, not able to hold the call of nature back any more.

“You never know, they might come later.” I said through the door.

“Huh! I should be so lucky. No, I’ve just got to accept the fact that this is going to be the worst birthday party ever. I mean, it’s like mum doesn’t want me to have any fun. Everything’s been so carefully put together and those people? They’re all friends or business associates of hers, here for business reasons. It’s got nothing to do with my birthday. There’s no-one here from school, not one of my friends. It’s horrible.”

“There is one.” I said flushing the toilet and stepping out of the stall.

“Oh yeah?” she said. “Who?”

“Me.” I said, shaking like a jelly on the spin dryer. She turned.

“You? Who are…?” The mouth dropped open and I went a little closer, lifting her chin, closing it again.

“I didn’t know this is where I was going to be working, but well, call it fate, because here I am.” I took her hands in mine as she looked at me her eyes wide and starting once again to fill.

“You’re working?”

“Yeah. Mum and Ronnie own the business. Guess who got roped in?”

“Why didn’t you tell me?”

“Firstly, I didn’t know and secondly, there’s something really important I need to tell you.”

“You look, um, staggering.” she said. “I mean I liked you last time, but this? This is something else. Holy shit!”

“Thanks.” I said. “I really do need to tell you something though…” She put a finger to my lips and was moving in for a kiss when the door opened and in came her mum.

“What are you doing in here?” she said. “There are people out there who have come a long way to see you. What are you doing with my daughter?”

“I was just having a word. She was upset that someone she hoped to see wasn’t here and she got a little tearful is all. I think we managed to save her makeup before she got to the stage of looking like a panda though.”

Mrs. Tanner stood there looking from Jocelyn to me and back and before she had a chance to say anything I looked deep into Jocelyn’s eyes and told her that if there was anything she wanted to come find me.

I smiled at Mrs. Tanner as I left them to it, both of them looking a little shell-shocked.

The next time I saw Jocelyn, she was leading her rather bemused mother from the toilets and out into the main function room. I was serving or collecting or maybe both, but the slumped shoulders and look of misery was gone and a much more smiley - radiant even Jocelyn Tanner was in her place.


Later that evening as things were drawing to a close, I went again to spend a penny and when I came out Jocelyn was there.

“I’ve been waiting all night for this.” she said and taking my hand, she backed up against the door and pulled me in close. “I’m not letting anything stop me now either.”

I was about to say that I needed to tell her that there was something she needed to know, but before I could open my mouth — for words that is, she had it otherwise engaged, her tongue snaking around in mine and well, were it not for the fact that I was fairly well propped against her, I think my knees would have given way.

When we finally parted, she looked at me and giggled.

“Was I worth waiting for?”

“W-worth it?” I stammered, trying to stop seeing double and wondering where my knees had gone. “I should say so. Was I?”

“Oh God yes. Definitely.” she replied slightly breathlessly.

“Happy birthday Jocelyn and I am so glad I could make it, even if it wasn’t the way I wanted to.”

“It is now.” she said and gave me just a sweet little kiss that had my legs buckling all over again.

She did a fairly good job of checking me over and we walked out of the toilets, giving my bum a bit of a grope, well more of a stroke or pat really, before going back to her family and her mum’s friends.

I didn’t get to tell her what I needed to tell her, but I so desperately wanted to, needed to. I only had to look at her for my knees to start to tremble and the air to whoosh out of me, leaving me in a state of light-headedness and I could see that without a shadow of doubt, there was a big difference between what we had and what I had with Becky.

After no time at all, two… no three kisses, one stroke of my arse and a coupe of conversations, I was in love; in it up to my neck and sinking fast, with trouble no doubt following.

Mrs. Tanner and Jocelyn hung about until all of the party-goers were gone and I nearly missed her going altogether. I just managed to catch her as she was leaving.

“I hope you had a good time, Jocelyn.” I said.

“It was the best.” she said smiling and I could see that there was more she wanted to say, but her mum was pressing for them to leave. I nearly had tears in my eyes when the door closed behind them.

Mum was looking at me and I think she understood now what I meant by what I’d said about her at home. I turned back to the tables and began gathering the plates and cutlery, glasses as the door burst open and Jocelyn ran in, straight up to me and flung her arms round me. We hugged for a few moments, before she looked into my eyes and I just melted into her lips. I don’t know how long we were like that, probably no more than a moment, but it felt like a lifetime passed between us in that magical few seconds.

She pulled away, our eyes locked on one another and as she was about to leave, I suddenly thought.

“Wait!” I said, running to where mum and Ronnie were standing. “Have you got a pen and some paper, a napkin; anything?” In a flurry of thumbs, a pen appeared with a post-it. I wrote down our phone number and handed it to her, just as her mum came back in through the door.

“Please don’t dawdle now. We have to get home. Have you got what you came for?”

“Yes mum. Yes.”

“Thank you for a very pleasant evening.” she said to Ronnie and mum. I think she was under the impression that as an underling, I didn’t need to be acknowledged, but I smiled pleasantly to her anyway. The door closed with a click and I was brought back to the present.

“Earth calling Michelle!” said mum. “Boy you certainly can pick ‘em.” I just grinned back.

Ronnie didn’t guess who I was all evening and mum and I were almost rolling around laughing our arses off when we did break it to her.

I did wonder.” she said. “When I saw the two girls, I mean Alex and Jocelyn kissing.”

We couldn't believe it had gone on so long and Ronnie admitted I’d completely fooled her.

I had some serious thinking to do.

I supposed I could tell Jocelyn who I was over the phone, but I didn’t think that would go down too well. Well hopefully, if mum and Ron wanted any more work done, then perhaps a little give and take would be in order, after all, Michelle is a very nice girl isn’t she and it would seem a shame for her to have to be locked away in a box wouldn’t it? Never mind all those lovely clothes going to waste…

Not Fin…

True

Author: 

  • Nick B

Audience Rating: 

  • Restricted Audience (r)

Publication: 

  • Serial Chapter

Genre: 

  • Crossdressing

Character Age: 

  • Teenage or High School

TG Themes: 

  • School or College Life
  • Voluntary

Permission: 

  • Posted by author(s)

Alex’s Adventures in a Land of Wonder

TRUE

 © Nick B May 2007

Alex finishes his first night as a catering assistant, as Michelle.

The next task is to tell Jocelyn...


This is the last outing for Alex for the time being, but I'm sure he'll grow; people always do, whether you want them to or not.

I know I say something like this every time, but big up to Kristina LS for her help as always and hugs for stopping it from all going Pete Tong on me.

Disclaimer:
This is a work of fiction and if you haven't figured that out yet, where ya been?
Any similarities between person living or dead would be... well you know the rest.


Michelle’s first night as a catering assistant was over, but her first night as a girlfriend had just begun.

Mum and I returned home and by mutual consent, said our goodnights, heading immediately for bed.

I sat on the edge of mine trying to fathom what was happening. Mum had gone from a conscientious objector to buying me clothes and even a pair of false boobs — the beasts — to enhance the look.

That wasn’t all.

Not only did I get to go to the party, I also got to kiss Jocelyn, or let her kiss me, I’m not sure how that works — well, we kissed anyway and it was great, but gnawing at my brain was the fact that I still hadn’t told her that Michelle was me, or I was Michelle. I’m not sure how that works either.

Anyway, I started to undress, removing the blouse — having trouble with the buttons as usual and then moved on to the skirt, letting it fall about my ankles and stepping out.

“I’ve left some makeup remover by the sink. Make sure you use it please. I don’t want smudges all over the pillow cases. Goodnight sweetheart.” said mum and I heard her bedroom door close.

“Goodnight mum.” I returned.

I padded round to the bathroom, wondering where this was going to end when I caught sight of myself again in the mirror. I stood there in the pristine white of the bra and panties, with my legs encased to the upper thigh in black fishnets with lace tops. My cleavage was perfectly visible and I couldn’t tell that it wasn’t real as the beasts stood out from the top of the cups. My face was still made up with my dark eyes glittering under mascara-extended lashes. The deep red of the lipstick, created a glossy and sensuous pout, all topped off with hair that hung in curls about my shoulders.

Where was Alex?

At least when I had been dressed by the girls, I could still see me, although a feminine version, it was still me. This wasn’t even me. It was someone else entirely and had it not been for the narrow hips and thighs, I would never have known it wasn’t a girl — all girl.

I padded back to the bedroom after I had finished; my head in a whirl.

What was happening to me?

This wasn’t just a bit of dress-up, this was full-on girliness and the thought that it came quite as easy as it did was daunting to say the least.

I looked good and no-one had even the slightest idea that I wasn’t what they saw, least of all Jocelyn and she got right up close and personal. If that wasn’t enough of a benchmark to gauge things by then I don’t know what was.

The scariest part was the fact that it didn’t feel as though I was pretending; didn’t feel as though I was acting, I was just being me. Perhaps there was a switch in me that changed depending upon what guise I happened to be in, but I seriously doubted that.

The very first time I wore the clothes I had the feeling it wouldn’t be the last. My dreams were about dressing as a girl and perhaps it had only been a small number of times that I had actually dressed this way, but each time I did, it was for longer and I became more convincing. Again I had to wonder what was happening to me.

This trip into girlhood was the scariest yet because, it took little for me to be convincing. I could stand before you in my underwear, look you in the eye and challenge you to tell me that what you saw wasn’t female.

Worse still, this time it had been my decision. I could have said no and I’m sure that mum would have understood. She may not have been happy, but she would have understood. I’m a boy for heaven’s sake and boys are not usually expected to dress in skirts or wear false boobs as a matter of course.

With my head still spinning, I laid there staring at the ceiling, the weight of the beasts pulling slightly sideways, which felt odd and I ran my hands up the sides of my chest to the beasts that joined almost seamlessly with me. My fingertips glided over the soft globes to the semi-erect nipples that even though they provided no sensation of their own, they did seem incredibly real.

I could feel my soft, smooth legs touching one another and I went almost into sensory overload, drawing my hands from my groin up as my legs rubbed together sending signals that didn’t leave much room for argument.

I liked the feeling.

I liked the soft globes that rose from my chest and because the false nipples provided no feedback, my head started to fill in the blanks, sending pseudo chills as I tweaked them with my thumb and finger, my mind drifting off, adding Jocelyn to the equation…

I fell asleep shortly after sliding into a world of dresses and skirts, makeup and nail polish, Jocelyn and me.

In the darkness I could hear her softly breathing as she drew her hand up towards the beasts, lightly kissing my neck and I turned my head towards her. Our lips met, gently kissing each others mouths before parting lips allowed tongues to enter, swirling and fencing with each other, the taste of the lipstick — was it mine or hers?

I ran my hand up from her tummy across her ribs before taking a nipple in my mouth and flicking my tongue across it, her breath coming in gasps as she held my head, running her fingers through my hair, moaning gently. She pushed me off and with a slight giggle, rolled me onto my back before she gave me a taste of my own medicine, taking the nipple in her mouth and sucking on it hungrily.

“I’ve waited SO long for this.” she panted, taking it back into her mouth before moving to the other and as she sucked, nibbled and flicked with her tongue, one hand started to trace across my stomach, down to my hairless crotch and further...

She froze, lifting her head.

“What the…?” she cried as her fingertips came into contact with something hard, almost vertical.

I woke up in tears.

Maybe sex wasn’t immediately on the cards, but sooner or later it would come into play (I hoped) and the truth would out. Then what would happen?

It was a dream, only a dream. Nevertheless, I knew right then and there that the scenario was just one possibility, one of many and none of them ended well. They all seemed to end in outrage, disappointment.

Getting back to sleep took ages and every time I moved, I could feel my smooth skin and the thought of the dream scenario got more and more real; more and more frightening and more and more likely.


I awoke the next morning and it took me a few seconds to establish my bearings. I’m not at my best first thing in the morning, that’s for sure — you may have noticed. Anyway, mum was giving me grief, wanting me to get up and speak on the phone. I rubbed the sleep from my eyes and grabbing a dressing gown, stumbled half blind into the kitchen.

“Hello?”

“Good morning sleepy-head. Didn’t wake you up did I?” said a voice I recognised immediately.

“No, it’s alright. I had to get up to answer the phone anyway.”

“What? Oh you are silly!” she said, giggling. “Would you like to come with us to London today?”

“Who’s ‘us’?” I asked, wondering whether it was going to be another one of those ‘bunch of girl’ things and the memory of Sharon’s crowd kind of put me off that for some reason.

“Just mummy and I; oh and you of course. Please say you’ll come.”

“Hang on a minute.” I held my hand over the mouthpiece and called to mum. “Jocelyn wants to know if I’d like to go to London with them.”

“When are they going?”

“I got the impression that it would be pretty soon, but hang on, I’ll find out.” I put the phone to my ear again. “When are you going?”

“Well, we’ll come and get you in say, half an hour.”

“Hang on again.” I said and put my hand over the mouthpiece. “Half an hour.” I called.

“That’s not going to be long enough to get those breasts off and you dressed before she gets here.”

“Off?” I said a bit stunned. “I can’t take them off. Not now.”

“I’ve told you already. I don’t want you getting all mixed up in this charade. It’s not healthy and it’s not good.”

“You what? So it’s alright to do it when it suits you, but now it’s not. Is that it?”

“Don’t start Alex. I told you last night was an emergency.”

“Okay, fine. Well this is an emergency too.” I put the phone back to my ear. “I’ll be ready. Bye.”

Mum stormed into the kitchen just as I’d put the phone down.

“And just what do you think you’re doing?”

“I’m going to get ready to meet Jocelyn and her mum then it’s off to London for the day.”

“Oh no my lad. You’re not going out like that.”

“Excuse me, but the name’s Michelle. I don’t know where you get this ‘my lad’ stuff.”

Mums jaw flapped a few times, but nothing came out. I could see that steam, smoke or both were just about to start squirting out of her ears and her face was reddening as I strode past her towards the bedroom.

Turning the tables on her was quite satisfying and anyway, someone once said to me something about what was sauce for the goose and gander or something — whatever, but I thought this was so appropriate somehow. Mum had decided that because she wanted it, she could suspend the morality of deception in favour of getting the job done.

What she didn’t consider was the fact that it could work both ways. I needed that suspension of morality too, just for today. I slipped on one of my new bras, a black one and a pair of matching panties.

It all seemed perfectly logical in my eyes. Mum however didn’t see things with the same clarity that I did.

“I’m telling you, you’re not going out like that.” she said, trying to be assertive.

“Mum, will you relax? You’ll give yourself heart failure.” I said, touching her cheek and smiling. “I AM going and I’m going to try and put things right. This is the perfect time to do just that. Now; t-shirt or sweatshirt?”

“Are you wearing a skirt?”

“I thought the green wraparound.”

“T-shirt.”

“Thanks.”

“I’ve told you, this is not right.”

“Neither was last night, but that didn’t stop either of us did it?” I said as I pulled on a plain white t-shirt and person-handled the wraparound skirt into place.

“In,” I asked then un-tucked the t-shirt and smoothed it over the waistband of the skirt. “Or out?”

“Out’s nice.” she said and followed me into her bedroom. “Look, I explained that last night was an emergency. It wasn’t my first choice, but well…”

“Yes, and I explained to you that this is an emergency too. “ I rubbed some foundation on my face, but then looked at the plethora of powders, creams, pencils and brushes. This was beyond me. “A little help here?”

“So what constitutes such an emergency?” she asked, smoothing on some bronze coloured eye shadow.

“I need to come clean mum.”

“You don’t need to be Michelle for that.” she said, tracing around my eyelashes with a kohl pencil.

“Yes I do. Who did Jocelyn ask to speak to?”

“Michelle.”

“Well there you go.” I said appraising mum’s makeup job and smiling at her. “Thanks mum.”

I stood up and mum immediately started to brush my hair.

“I don’t like this.” she said, slipping a slide into my hair, just above my left ear.

“I don’t either.” I said turning to face her. “But I HAVE to put her straight. She thinks I’m Michelle and I’m not.”

“I have to say, I’m finding that hard to believe. You’re getting in to this rather well, don’t you think.”

“I know. It’s scary to put it mildly, but I think I’m in love with her and I think she feels the same for me.”

“You’re growing up fast.”

“Well, I’m growing older, even if I’m not growing up.” I said raising my hand above my head and we laughed.

“I need a coat in case it gets cold” I said, but she had already gone to her wardrobe and got a leather jacket that looked like a slightly more ornate version of a biker jacket.

“I haven’t been able to wear this for years. Look after it won’t you, Michelle.”

I felt a lump in my throat at the sound of that name and threw my arms round mum, trying not to let the lump develop into tears.

It’s funny, it must be the clothes, but I already wanted to wear a different pair of shoes with the outfit and was wondering if that wasn’t what I would spend my first earnings on.

God help me.


Jocelyn and her mum arrived by taxi and it was Jocelyn who knocked on the door. Before we left, she told mum that we’d probably be back around eight and that I would be dropped off on their way from the station.

“Tell your mum thank you.” said mum.

“She thinks you’re a friend from school.” she whispered as we walked out to the cab. Mrs Tanner sat in the front and Jocelyn and I had the back to ourselves, not that we could do anything, but it was nice to sit close to her.

On the train, Mrs. Tanner’s laptop came out and Jocelyn took out a small leather box and opened it to produce a backgammon set.

“Do you play?” she asked.

“I can play, but I wouldn’t say I was particularly good.”

“That’s okay.” she said and we started playing.

It’s the last time (until the next time that is) that I’ll play her at anything. She opened one huge can of whoop-ass on my sorry butt as the American’s say. To say I lost would be an understatement.

We parted company with Jocelyn’s mum at Victoria station and were told to be back there at no later than six that evening. She kissed her daughter and even gave me a hug before going off to catch a tube.

“Why’s she working on a Sunday?”

“She seems to work all the time. You get used to it. Anyway, let’s go have a look round. Have you been here before?”

“No.” I said looking round at the hugeness of the station concourse.

“Funny. I thought you looked like someone who would have.”

“Yeah, well looks can be deceptive.” I said, feeling a cold shiver of inevitability running icy fingers down my spine.

We started with coffee at Costa’s on the main concourse, before leaving the station and trying to get all the sights in — I think in one breath. After the night before I would have been happy to just wander into St James’ Park or Hyde Park and flake out for a while, but no. She had a few more places to see. It was a really nice day, but as with all things they have to end and I was afraid that this might be the time that this one did.

We were sat on the Embankment with a couple of bags of chips.

“There’s something I have to tell you.” I said, hating myself as now she had made it really difficult to say anything that might upset her and I had a feeling this was going to be one of those things.

“Go on.” she said, her eyes twinkling. I think she was expecting anything other than what I was about to deliver.

“I’m not what you think.” I said, trying a gentle route in.

“What do you mean? Don’t you like me, er that way?”

“No, not at all, I mean yes. In fact I really like you. I think I’m actually falling in love with you. Well, I thought I’d done that the first time I saw you, but now, I can’t stop thinking about you and maybe it’s too late to say ‘falling’.”

“Then what’s wrong?”

“You were right about me.”

“Right? What do you mean right, about what?”

“You called me Alex.”

“No.” she said and her face had that look of disbelief.

“I’m afraid so.”

“No. You can’t be. You’re nothing like him.”

“You’re too kind, but that said, it’s who I am.”

There was silence and I sat there looking at my feet.

“Please say something.” I said at last.

“But, you… and you… Why?” she said, her lower lip starting to quiver, which was starting me off too.

“It was something that got all out of control.” With each word, more tears were leaking from my eyes as I saw the girl I was in love with, looking at me with expressions that went from incredulity to something that was bordering on hatred.

“I never meant for any of this to happen. That first time when we were outside the shop and Becky gave you that mouthful, I felt like punching her out. I hated that she could be like that and when we met up again later, I couldn’t help feeling protectiveness because the girls I was with were bloody loonies, mentalists and regardless of who you may have been or your intentions, you didn’t deserve that.”

“But she said…” I knew she was about to say that Becky described me as ‘she’.

“I know. It was part of this control thing they had going. They just liked to be able to lead me around like some little pet or something.”

“So why didn’t you tell me after I gave you the note?”

“What and tell you at school?”

“I wouldn’t have told anyone.”

“I didn’t know that.” I said, dabbing my eyes with the back of my hand. “Sharon and the girls said that too, which is what got me into trouble in the first place.”

“So alright then.” she said, evidently not liking having been tarred with the same brush as my mentalist girl friends, but accepted that I didn’t know her either. “What about last night?”

“Mum’s idea. They needed another pair of hands and up popped Michelle.” I took a deep breath.

“When I asked mum if I could go to the party, I was worried that turning up as Alex wouldn’t get me past the door and mum was adamant that I wasn’t going in the guise of a girl. She didn’t like the idea of me dressing up that way anyway and told me it was a dangerous game to play.

“So I hoped that you would drop this wanting to see the girl me again, but you didn’t and to tell you that she wasn’t interested was a lie — I was; very. I didn’t want to hurt you and I didn’t want to come straight out and say it was me. I didn’t know whether you’d believe me and after what I went through with those other girls, I didn’t know that I wouldn’t get the same treatment from you.

“When I agreed to work, I had no idea who the customer was much less it was your birthday party, I only knew that I was getting mum and Ronnie out of a pretty nasty fix. Mum took me out on Friday evening to get some clothes and really went to town, saying that it wasn’t likely that she would get another chance to shop for a daughter.

“I told her that I wasn’t and she said that she knew that, but that I should just play along. She said that if I did any more work for her and Ronnie, I would need some alternate outfits. I couldn’t see that, but I couldn’t stop her. Not sure I wanted to either.

“Then you and your mum turned up and I nearly shit myself. I had no idea you would be coming. When I DID try and tell you, we got distracted and the moment was lost. I talked mum into letting me come with you today like this, but she didn’t agree with it and here I am, trying to explain that I never meant to hurt you, never meant to deceive you and that I’m so sorry. It’s not the best time to tell you I know, but it’s so important that you don’t think I took you for an idiot or something.”

“This is all a bit much to take in at once, Mich — er, Alex.”

“You ought to see it from this side.” I said, smiling a bleak smile. “And I prefer Michelle.” I nearly jumped out of my skin hearing myself utter those words. She was shocked too, her eyebrows almost hitting a low orbit — somewhere around Mars I think.

There was a long spell of silence when neither of us could look at the other. I didn’t want to push anything and suddenly as if a spell had been broken, I started to feel very self-conscious.

I knew that I had passed the point of no return, past that safe place where fiction ends and the truth appears. I was wholly at her mercy and she was at liberty to get as pissed-off with me as she saw fit. I HAD deceived her and I deserved whatever I got. I just hoped that this didn’t entail passing this all round school.


Jocelyn and I didn’t exchange a single word from that time onwards and I left the taxi saying thanks to her mum, adding to Jocelyn that I’d probably see her at school. She just looked away and I knew that if she had her way, I wouldn’t see her ever again and inside, the bubble burst.

I stomped past mum, who just blinked as I left scorch-marks on the carpet heading for my room at warp three, where I pulled the slide out of my hair along with a fair wodge of hair, tore off the t-shirt and started pulling at the falsies, tears running like rivers down my cheeks, leaving dark stains in their wake.

I couldn’t budge the beasts that were firmly attached to my chest and gave up, burying my head into the bedclothes, weeping like a baby.

A hand touched my shoulder as soothing sounds of “there, there” filtered through the veil of tears and I turned putting my arms around mum, holding her tight and fearing if I was to let go, everything would crumble.

“It’s not that bad.” she said. “It could have got a lot worse. I’m proud of you and I’m sorry that I misjudged you. You did the right thing you know.”

“It doesn’t help though mum.” I sniffed. “I hoped so much that she would just love me, regardless of the package.”

“Some people — most people probably, simply can’t. The package makes up so much of what attracts us in the first place.”

“But I WAS a nice package. What changed?”

“I think you know the answer to that one don’t you?”


School was a blur on the Monday and I found myself just walking away from all those people that asked about Jocelyn, hoping I think for some juicy gossip, some tasty morsels of whether we’d had sex, whether she was good at it or anything else they could possibly think of that had absolutely nothing to do with them or their disgusting, infantile, tiny, petty little minds.

I couldn't give them any of that, not that I wanted to, I didn’t have any anyway and even if I had….

One week, two weeks then three went past and I was starting to enjoy some semblance of normality. I had dated Jocelyn. As it turns out we only went out the once and had a couple of kisses, but it afforded me a bit of status within the boys now. I may have been one, if not THE smallest in the year, but I wasn’t at the bottom of the heap anymore.

The curious part was, I had nothing to add to their conversations, which centred round ogling the girls and deciding which one or ones they would ‘have’ — a technical term for those one would like to have sexual relations with — which in their eyes, was getting their rocks off and not a lot else. That seemed to be the sum total of what passed through that jelly of hormone inflamed grey matter between their ears, laughingly called brains.

I found myself trying to laugh along with or agree, but for the life of me I couldn’t. I found that instead of ogling, I was looking at how they carried themselves, how they walked or how they spoke to one another. Scarier still, was the fact that their clothes held a particular fascination for me and how, regardless of what they were wearing, some looked stylish and others didn’t.

I found myself pretending to find the boys puerile antics interesting, but couldn’t and I’d get home in the afternoon, usually when mum was out only to reach into my wardrobe to touch some of my new clothes, sometimes taking them out and holding them against me - the blouses and especially the pencil skirt. Mostly though I would take the box with the beasts inside and stare at them while letting my fingertips glide over the soft, smooth, but now cold surface, wishing they were real and not confined to a box.


After a month, I felt that I was pretty much over Jocelyn. I didn’t get any of the badgering at school anymore and I think that most of the people that had shown any interest at all were more interested in what was current and Jocelyn and I most certainly weren’t.

Needless to say, as well as leaving what Jocelyn and I were or weren’t doing out of their conversations, I found myself receding into the background. I still had a certain respect — albeit an enigmatic respect, but the whole school thing had been turned on its head as I felt that my place should have been with the girls and not with the boys.

This, you understand, was not something I made obvious, but I was almost leading two lives or I would have been had I the courage to let Michelle out again.

About a week before my sixteenth birthday, I was sitting in class listening to the boy badgering the girls as usual and found that I couldn’t take it anymore. I couldn’t count myself in with all those moronic juveniles, those idiots. They generally had no idea what they were talking about and were just a bunch of hormone infested bags of muscle. A dangerous combination if ever there was one.

I went home that afternoon and out came the entire collection of femininity.

I sat on the bed with tears roiling down my cheeks as I stroked and felt each individual garment.

“What you up to…” said mum. I didn’t know she was in. I thought I was alone and there she was. I stood up so quickly, I nearly left the ground.

“I, er, um, I don’t know.” I said quietly.

“What’s happened?”

“Nothing. I just, well…” I sat down on the bed, wringing my hands and trying to formulate what I thought was happening, but wasn’t sure. “I don’t think I’m supposed to be Alex.” I said.

“Woo. That’s a biggy.” she said. “What’s brought all this about?”

“Don’t know.” I said in a tiny voice. “But I don’t think I can leave Michelle in the boxes anymore.”

“Ah. Hmm. That’s going to be tricky.” she said.

“Why?”

“Well what about school?”

“I don’t mean at school. I would never leave that place alive if I did. Even I’m not that stupid.”

“So what did you have in mind?”

“Maybe she could help with the business? At weekends, maybe, perhaps, please?” The tears were still running down my face and I know I must have looked ridiculous, but I didn’t care. I’d had plenty of time to think about it — all day everyday for the last month or more.

“We’ll see,” she said.

Well that made me feel better anyway. Just that teensy little window of possibility…


Mum was as good as her word and that very weekend, I joined mum and Ron and worked Michelle’s little arse off, enjoying every minute of it. I didn’t even mind the fact that I was working on a night that ordinarily, I would have expected to have some sort of a party, even if it was only me, mum and a muffin with a candle on the top!

I did settle a bit more from then on. Mum kind of got used to the fact that when I got home I would probably change into a skirt or something and I always kept my legs (and other areas) smooth. I even got better with the makeup. I say kind of because I think she wasn’t sure about having a time-share son and daughter. I suppose that would confuse anyone, but for me, it meant that I didn’t have to spend all day pretending, even though I don’t think I had any intentions whatsoever of making the change to Michelle permanent.

I still got a bit teary-eyed when I thought about Jocelyn. I didn’t know what she was up to and I’d be lying if I said I didn’t care; that wouldn't be true at all. I would really hate to think of her unhappy, especially because of me. I would much prefer to think of her happy with me, but happy in any sense would do at a pinch.

Mum found out about the fact that I hadn’t really let Jocelyn go when she got home one afternoon and I was sitting there staring into space with the pencil skirt on my lap and a worn used ticket to London, in my hand as I stared into space.

“You still haven’t let her go have you?”

“I suppose not.” I said looking guilty.

“There will be someone else out there you know. I know you probably can’t see that, but believe me, it’s true.”

“I guess.” I said. She just stood there looking at me for a minute then ruffled my hair and wandered out of my room.

I was surprised that she didn’t make more of it, but there you go. Some things we think are important and really they’re not. Other times though, we think things are unimportant and really they’re not that either. It’s deciding which is which that’s the hard bit I guess and Jocelyn was very important to me — still.

At least I wasn’t constantly wandering around like a fart in a trance as I had been. I’d actually been improving at school although they were a bit concerned that I didn’t take more interest in sport. “So necessary for a chap of his age” they told mum. She didn’t tell them that I got plenty of sport from life and as far as exercise was concerned, well the catering business gave me plenty of that too!


The next time I worked, I was told that I needed to make a special effort with the appearance.

“These are special customers and they’re paying over the odds for us. It’s the least we can do.” she said. I ho-hummed, but didn’t really need much of an excuse to get dolled up, even if it was only for a night of clearing tables and getting the odd drink, or helping an old lady to the toilets or something. I have to say, it was a lot more varied than you’d think.

Well, maybe not.

Anyway, we arrived at the appropriate time and spent the next hour or so setting up.

My last job was to fill the ice buckets and when I returned, the place was already starting to fill.

“Here we go.” I said to myself and got ready for another manic evening. Mum surprised me by removing my apron and took me to one side.

“I’ve got a bit of a surprise for you.” she said and led me to a single table just off the main function area away from the hustle and bustle. “Sit.”

I sat down, wondering what was going on.

Moments later, I could here a familiar voice, whinging that it wasn’t fair that it was ‘expected’ that ‘all’ these silly functions be attended.

“When do I get time for…” she said, stopping mid-flight and staring open-mouthed at me.

“Um, hi.” I said and stood up.

“What are ‘you’ doing here?” she asked.

“I could ask you the same question.” We turned and looked at our respective parents.

“Well?” we chorused.

“You need to get this sorted. Either be together or be apart, but we can’t take any more of this being apart but wishing you were still together.” said mum.

I looked at Jocelyn and she looked at me, both of us turning a deep shade of crimson.

“There.” said Mrs. Tanner. “That’s better. I can’t say I agree with how you young people lead your lives, but I think Michelle is a very nice young… er… person and deserves another chance. He, er, she was honest and truthful and you should respect that. It’s a rare commodity and I should know. Now sort yourselves out.” And with that, the two mums nodded to one another and left us to it.

Both of us sat down, neither of us saying anything. I don’t think either of us could believe that our parents had done what they had, but there we were, face to face for the first time in months, well at least two and was it water under the bridge? Something like that anyway.

There was wine on the table and rather than allow them to come and take it away, I poured us a glass each and held up my glass to say cheers. Jocelyn wasn’t so forthcoming.

“Oh come on. I didn’t know anything about this. I was just told to dress smart and make an effort for some very important customers. Did I do alright? You look gorgeous, edible even.” I said, cringing at what had just come out of my mouth.

“Humph!” she said.

“For God’s sake, Jocelyn. Can’t you say that you’re even the least bit amused that our mums would be so conniving?”

“She did outdo herself this time.” she said grudgingly.

“So,” I said raising my glass. “To evil, conniving old mum’s who don’t know when to leave well enough alone and here’s also to hoping that they don’t stop.”

“I can drink to that!” she said and with some of the ice broken at the very least, we had somewhere to start.

Later, the last drops of wine were almost wrung from the bottle and I couldn’t hold it any longer. I just had to visit the ladies.

I left the stall and found that I wasn’t alone in there.

“Have you anything to tell me?” she asked archly.

“Not that I can think of. I don’t think I stopped loving you, but other than that, I can’t think of anything that can’t wait. You?”

“No.” she said

I nodded. “Good.”

There was something of a pregnant pause and I stood there feeling a bit like a spare whatsit, but I took my life into my hands and took her hand.

“I DO have something to say.” I said looking deep into her eyes. “I can’t see Michelle going away. Maybe she won’t be here full time, but that’s not something I want to rush into. To all intents and purposes I feel I am a girl and I want you to know that it wasn’t my fault I fell in love with you and it wasn’t my fault that I was born the wrong sex so…”

She pressed a finger to my lips.

“Just shut up.” she said and shoved me back into the stall where she kissed me so fiercely that I was pleased that all I had to do was to let my legs buckle and dropped heavily to the toilet seat. Jocelyn just straddled my legs and planted her lips on mine again.

I don’t know what’s going to happen, but now I think whatever does, I know that I have the best mum, mum-in-law (sort of) and girl that anyone could want, although I secretly think that Jocelyn is in love with Michelle and doesn’t really like Alex all that much — at all.

I’ll just have to make sure that he’s out when she visits.


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