Date: Wed, 6 Apr 2011 16:43:35 +0100 (BST) From: Just Peekin Subject: Andy to Amy - Part 1 This is a story of a boy called Andy and his first steps into the world of cross dressing with the assistance of his neighbour/best friend/girl friend Nikki. Quite a lot of it is autobiographical, but not quite as much as I would like! I hope you enjoy it. This first episode is a scene setter and has no sex in it. Well, not much. If reading this sort of stuff grosses you out, don't read it. If this sort of stuff is illegal where you live, don't read it. If you want to post it somewhere else then fine, but it is my copyright and please be kind enough to credit me for my work. Feel free to drop me a line at justpeekin@ymail.com if you have any comments or suggestions. Story codes: CD TV bg voy nosex Title: Andy to Amy, Part 1 "Why are you staring at my knickers?" I jerked upright. God, I really had been staring at her knickers - not the ones she was wearing, sadly, but a pair on the floor, presumably yesterday's pair. They were white little girl knickers with little pink flowers on them and a tiny satin bow on the front - unremarkable in every way other than they were right there in front of me and, as she had noticed, I couldn't tear my eyes away from them. 'She' was Nikki and 'I' was, and still am, Andy. At least most of the time. Sometimes I am Amy, but we'll get to that. The day in question was an early summer morning and I was sitting on the floor at the end of her bed. She was sitting opposite me, and we were playing some card game or other as kids used to do back then before there was TV on during the day. I can't recall what the card game was, as it was an awfully long time ago but I do recall that I was 12 and Nikki was 11 and we were sort of girlfriend and boyfriend. I say 'sort of' because all we did was kiss occasionally and sometimes hold hands. This was the 1970s, after all! We were both very naive about sex, although we knew the mechanics from Biology lessons at the school we both went to. In truth, we were each other's best friends and had been so since I had moved to the area with my parents when I was around 6. We had played doctor a few times when we were little, and she had more recently read some porno mags with me that I had found in a bag under a bush in the woods that we used to play in, but that was as far as our sexual experimentation had ever got. We certainly never `did' anything or even talked about sex. Not that I was completely naive, you understand. I had discovered masturbation at about the age of 9, and when I say 'discovered' I mean that someone had shown me, but that's a story for a different day! But once the path to ecstasy had been revealed to me I never looked back. I was playing with my little cock absolutely every chance I got. On a quiet day, it was just once in the morning and once in the evening, but generally it was at least 3 or 4 times and often many more than that. I was, and in fact pretty much still am, an orgasm addict and just loved playing with myself. My orgasms were dry, of course, and in fact remained that way until I was about 14, or maybe a little younger. I often worried if this delayed development was due to me `pulling my pud' so much, because all the other boys came gallons. Or at least that's what they said back then! Anyway, back to the day in question. I was busted! "I, err, look, erm, sorry. Didn't mean to," I mumbled. In truth it was because they fascinated me. Not just her knickers, but all her clothes. I envied her - in fact I envied all girls. They had much nicer clothes to wear, much greater variety and everything was so much softer than the thicker, more robust and utilitarian clothes - including underwear - that I and the rest of the male half of the population had to make do with. It just wasn't fair! "Well, don't, it's weird." she said, scooping up the crumpled cotton vision of perfection and throwing them on the desk chair across the room. "It's not like I go around staring at your underwear." "You can if you want," I replied quickly. Now what on earth had possessed me to say something like that? I didn't want to show my pants to Nikki, and I am sure that she would have been grossed out by seeing them. They were just a pair of light blue briefs with red piping on them - not in the least attractive! Anyway, it would be embarrassing, and like any normal 12 year old boy my embarrassment threshold was set extremely low. "OK." I hadn't expected that response! "Don't be silly, I don't have any to show you. They're all at home!" "Yes you do. You're wearing some." Yeah, that wasn't going to happen! I was wearing them so she would see me in my pants, and that had to be bad, right? I mean, seeing me in a pair of tight speedos which left nothing to the imagination whilst playing around her pool (I was SO jealous!) was one thing, but this was my underwear we were talking about! I couldn't let a girl see me in my underwear! "No way," I replied, reddening. "You have to now 'cause you said I could and I caught you looking at mine. Anyway I double dare you and no rebounds!" That was it. The double dare. The ultimate order. Some of the daft things I did over the years because I had been double dared... How bad could it be, I wondered to myself. I just show her the waist band of my pants and it's all over and maybe she'll forget that she caught me staring at yesterday's knickers on the bedroom floor. "OK," I said, and put my cards face down on the floor. I turned to one side, bringing my knee up so that I could stretch out my upper leg and felt for the waistband of my shorts. Slipping my hand under them, I found the elastic of the blue briefs that I was wearing and pulled the side of them up so that the material was clearly visible above my shorts. "There. See? Not very exciting!" "no, you have to do it properly," she said. "You have to stand up and show me the whole of your pants and turn around so I can see them all." What? Was she seriously suggesting that I should stand in front of her in my pants with my shorts down? "No way!" I replied. "You have to because you saw all of my knickers so I get to see all of yours." "Yeah but you weren't wearing them at the time!" "Well, you should have thought of that before you started to stare at them. Anyway you have to because I double dared you and you have to do what I say until the dare is done and so you have to drop your shorts and stay that way for 5 minutes." There was no escaping her logic, or her interpretation of the rules of the double dare, but 5 minutes? Not exactly reasonable! "One minute." "Four." "Two." "Two and a half," she said as she picked her watch up from the desk. "OK, two and a half, but you can't ever tell anyone about this, OK?" "Deal. Now drop your shorts." Grimly I stood up and prepared to take my punishment like a man. My hands went to the button on the front of my shorts and I unsnapped it. Then I grasped the zip with my hand and pulled it down. I took a deep breath and then with a sudden motion I pushed my shorts down my thighs and let go. They fell to the ground. Instinctively my hands went to cover the family jewels, such as they were. "Take your hands away. The time doesn't start until you take your hands away." OK, now she was becoming unreasonable, but it was the only way to get the clock to start running, so I did as she asked, dropping my hands to my sides. A pretty silly figure I must have looked. A skinny 12 year old standing in this girl's room in a t-shirt that was too short to cover anything, a pair of blue briefs which were about as sexy as a stick, and a pair of denim shorts sitting atop his otherwise bare feet. "OK, now turn around," she ordered. I turned about, having to kick the shorts loose as they threatened to tangle my feet, and faced the wall, allowing her a view of my cotton clad bum. To be honest I remember being relieved at this change of aspect; at least my bits were now facing the other way! "All the way, silly," she ordered, and so I completed the turn, once again facing Nikki. "Nice," she said, her eyes glued to my crotch as mine had been to her discarded knickers only a few minutes before. "Huh," I snorted. "Hardly. Boy's clothes are never nice, and boys' pants are just dull. Girls' pants are nicer." "What makes you say that?" "You get nicer material that's soft and light and we get big thick heavy cotton like this." Her eyes shifted back to her knickers, sitting on the chair where she had thrown them. "Yeah, I see what you mean," she mused. "And your other clothes too are nicer. All we get is trousers and stuff. "You like dresses?" she asked. "Yeah, they're pretty," I replied. Now I meant that they were pretty to look at, but that's not what she thought I meant. No -- honest I did! "I think you would look good in a dress," she said. "You hair's quite long for a boy." "What?? No, that's not what I meant at all. I meant that girls look nice in them and can wear lots of different things, but boys are stuck with just the same few things and the material is not as soft." Nikki picked up her knickers from the chair and rubbed the soft cotton of the rear panel between her fingers. I swallowed heavily as I watched, trying not to think of the fact that, the previous day, that same material had been covering her bum. Then, so suddenly that I could do nothing to avoid it, her hand darted out and she touched the thicker heavy cotton of my briefs at my hip. I felt her fingers open the leg hole a little as she compared the two garments. "Yeah, you're right. It is much thicker. Why is that?" she asked. "Dunno," I replied. Even if I had known I would have been unable to answer as my attention was now firmly focussed on my left hip where the backs of her first two fingers were brushing my skin as she concluded her comparison of the two garments. Unfortunately for me the unexpected stimulation of having someone touch me for the first time was having the entirely predictable effect and I could feel my little cock, which must have been a whole 3 inches long at the time, begin to swell. (Of course it's absolutely HUGE now - I wish!) As any man will tell you, all boys go through puberty with a perpetual hard on, or so it seems at the time. They will also tell you that there is absolutely nothing that you can do to persuade it to go away until it wants to. Well, nothing except masturbate of course, but that is hardly practical in double French, neither was it an option here. Given that I couldn't persuade the thing not to poke out, I took the only course left open to me and swiftly turned my back on Nikki causing her fingers to be pulled from by briefs which caused them to snap back against my leg. As I turned I looked down and sure enough the front of my briefs had started to tent as the little bugger woke up. "What are you doing," asked Nikki. "Nothing," I replied, like a typical adolescent. "It doesn't count if you are facing away. You have another one minute and thirty seconds before you can put your shorts back on so you have to turn around again." "I can't," I replied. "Why not?" "I just can't, OK?" "Sure you can, you are just being silly. You were doing really well too. Turn back and finish your penalty." "No I can't," I said, my voice sounding a little desperate. "God, Andy. You want to stand there all afternoon? I've seen it all now anyway so what's the sudden the... Oh." Her voice tailed away. "Is it your thingy?" "No!" "We did sex in biology and Mrs Jervis said that boys' thingies sometimes get hard so they can have sex. Is yours hard?" "Alright, if you must know, yes it is, OK? Can I put my shorts back on now please?" I begged. "No. You owe me another one minute and thirty seconds and you have to go through with it." She could be really mean sometimes. "Turn back around." "No, Nikki, I really can't `cause it's not funny." "I wasn't laughing. Turn around. I want to see." "Please don't make me," I begged again. "Come on Andy. Turn. You have to `cause it's a double dare." The irrefutable proof of the double dare again! "Oh all right then. But you're not to touch me again." "OK." "Promise?" "I promise," she replied. Slowly I turned back towards her, my hands once again in front of my crotch. "Move your hands," she said, her voice quieter now. It was more of a request than an order, her voice rising at the end of the sentence. After a moment or two of hesitation I did as she asked. As I write this I have an image in my mind of that bedroom and the two of us there as clear as if it had happened yesterday. I was standing next to the foot of her bed, facing her. She was sitting cross legged on the floor in a pink strappy top and matching shorts, holding yesterday's knickers in her hand. I was wearing a green and red hooped t-shirt which was a bit too small and which left a gap of flesh above my blue and red briefs. Apart from that I was naked. Of course Nikki had seen much more of me when we had been swimming than she was seeing now, but there was something more naked about her seeing me in briefs rather than in speedos. The other difference was that the front of my briefs was poking out very obviously as a result of the erection that they were containing, an erection which felt as though it was made of solid steel. Nikki just stared at it, absolutely transfixed. "Oh my God," she whispered, her eyes riveted to the front of my briefs. "Do you have to stare like that?" I demanded, although if the situation had been revered I'm damned sure I would have been staring too. I rolled my eyes to emphasise the inappropriateness of her staring and, as I did so, I felt her hand close around my small package through my briefs. I folded over faster than a pen knife! "You said you wouldn't touch!" I accused. "I had my fingers crossed," she replied. Of course -- that invalidated all promises. How could I have missed that one! "I want to see." "What?? No way. Look, I've done way too much to pay back for staring at your knickers so what say we let me put my shorts back on now, huh?" "I want to see," she repeated. I could feel my cock now throbbing within the tight confines of the briefs and I was desperately horny. What I wanted more than anything was a bit of privacy so that I could have a wank, but that didn't look likely! I was so horny that exposing myself to my oldest and closest friend began to seem like a pretty appealing option. Clearly I had begun to think with my little head instead of my big one! "What's in it for me?" I asked. "How about I let you put some of my clothes on?" Now that was not the answer that I expected. What I wanted was the good old `if you show me yours, I'll show you mine' but clearly Nikki had another agenda. It says something about the state of my arousal that, rather than reject such a ludicrous situation out of hand, I began to think about it. Nikki and I were about the same size height wise and about the same build as she had nothing in the chest department. So that meant that her clothes would fit me. My mouth was suddenly dry. "OK," I croaked. "But just looking. No touching." "OK." "Promise?" "I promise," she replied. "Show me your hands and promise again." She held her slim hands out. "I promise." Her fingers were uncrossed. I licked my lips and swallowed. My hands went to the sides of my briefs as I considered whether or not this was really a good idea. All logic and reasoning failed me and I hooked my thumbs into the sides of my briefs and pushed them down. As the waist band went past my crotch my little cock slapped up against my stomach. I pushed a little further and the briefs fell to the floor. I raised one foot to step out of them and they tossed them on top of my shorts with the other foot. Finally, and I have no idea why as it wasn't part of the deal, I pulled my t-shirt over my head and added it to the pile. So there I stood, standing in front of my kneeling best friend as naked as the day I was born and sporting an erection that felt as though it was going to burst. Nikki looked up at me and smiled. ***************** I hope you enjoyed part one of this story. If you have any comments or suggestions then please drop me a line at justpeekin@ymail.com Mark