Date: Sun, 17 Apr 2011 13:04:17 +0100 From: Just Peekin Subject: Andy to Amy - Part 2 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 b-solo Andy to Amy, part 2 So there I was. Twelve years old and standing stark naked in my 11 year old neighbour/best friend's/girlfriend's bedroom sporting a rock hard stiffy while she knelt there in front of me with her eyes glued to it. Now I know what you lot are expecting. You are assuming that I am about to say that Nikki immediately leapt forward and started to suck my dick and then we went at it all afternoon like a pair of crazed polecats, but you would be wrong and you have probably spent too much time reading stories on this site. Like I said, both of us were very naive at the time and I don't think that either one of us had ever heard of oral sex, much less given it. In fact, I'm pretty convinced that had someone walked into the room at that moment and explained oral sex to us we would have been completely grossed out - I mean putting someone's dick in your mouth?? But that's where people pee from - gross! And as for licking a girl between the legs - ew! Having said that, of course I was so horny that I thought I was going to explode and my little dick was so hard it was painful. But there were no blow jobs. What happened was that she spoke. She said "Cool." I said nothing. To be honest I couldn't think of a thing to say and all I wanted to do was play with my little cock to get some relief from the overwhelming desire that I was feeling. I guess I had some vague notion that Nikki might help or do something or even do it for me, but that wasn't going to happen! "It's bigger than I remember," she said. I was at a bit of a loss until I twigged that she was talking about the playing doctor games and 'you show me yours' some years before. "Err, yeah. I guess." Eloquent, wasn't I? "Is it always hard like that," she asked? "No, only sometimes." "Oh yeah, I remember from biology class. So what makes it hard?" she asked. "Err, sometimes when I get excited it just goes like that." Well, it was an explanation of a sort and she seemed satisfied. "Where are your balls," she giggled at the 'naughty' word which she had presumably picked up in the girls' loos or something. My embarrassment increased as I pointed to my scrotum, dangling loose beneath my hard penis. "In there," I said. "Oh, right." She knelt on the floor for what seemed like about 10 years, but was probably closer to about 20 or 30 seconds staring at my little bald package and inclining her head this way and that to get a better view. Finally she seemed satisfied. She stood up and turned towards her wardrobe and opened its door. "OK. So lets see what there is that is nice and soft so you can compare." She ran her hand along the gorgeous row of flowing dresses and skirts, soft blouses and trousers that filled the wardrobe until she alighted on a red and white gingham print dress which was actually the summer school uniform for girls at our school. The boys had to wear the same uniform as they wore in the winter but the girls had a choice of either short sleeved blouses with the usual skirt, or of this delightful (or so I thought) light, flowing soft dress that came to just above the knee. We had to wear blazers, long sleeved shirts and ties al year. How was that fair? She pulled the dress and its hanger from the rail and turned towards me again. "I think we're about the same size so I guess that my stuff will fit you, won't it." It was a statement rather than a question. I eyed her up and down, and glanced down at my own naked body and was pretty sure that it would. With me a skinny 12 year old with no sign yet of puberty and she a girl who had started to grow a bit sooner we were actually almost exactly the same size. "Try this," she said. I swallowed. It was a strange moment - a dream about to come true. I could feel my heart thumping within my chest and my mouth had gone dry. As long as I could remember I had been fascinated with girls' clothes - with the way they felt, with the material that they were made of and with the softness and prettiness that they had. I had wanted so much to try them on and to experience the sensation of wearing such lovely creations for myself and now here I was with a real live girl offering to help me realise the dream of becoming part of those lovely soft clothes. And she was my best friend. I reach out a trembling hand towards the dress, but Nikki stopped me. "No," she said as she removed the dress from its hanger. "I'll do it. Raise your arms for me." I did as I was told, standing there with my arms raised above my head, which of course made my rock hard little cock stick out even more from my hard flat stomach. She bunched the dress a little from the bottom and then reached up and slipped it over my hands, feeding my hands through the arm holes. I felt the soft cotton slide down my arms and then was nearly overcome as my face was suddenly buried in the red and white gingham of the dress. I felt her hands brush my sides as she grasped the hem of the dress beneath my arms and gently pulled it down over my thin body. It fell into place, brushing softly at my chest, my stomach, my thighs and my hard little penis. The sensation was incredible. My body was screaming with the tactile stimulation of the soft, thin cotton touching every part of my body. She reached up and grasped me gently by the shoulders and started to turn me around. I was experiencing some form of sensory overload and offered no resistance to the pressure of her hands. As I faced away from her I felt her hands at the base of my spine and then both felt and heard the zip being pulled up. As the zip was pulled slowly upwards I felt the dress become a little tighter around me, adding to the intensity of the sensation. "OK," she said. "You're done." I felt her hand on my arm just below the end of the short sleeve of the dress as she turned me around to face her again and I saw myself in the mirror on the inside of the wardrobe door. I was wearing a dress. It was me in the reflection and I was wearing a dress. I was absolutely mesmerised by the site. "Your hair won't do," I heard my playmate say. Now you must remember that this was the 1970s. The era of the mullet and some of the dodgiest hairdos ever seen on men. Even worse than the ones that women had in the 1980s. Just think Kevin Keegan without the perm and you're not far from the truth, but it was what passed at that time for a boy's haircut and she was right, it didn't quite go with the rest of the look. Nikki turned away again, leaving me staring at my reflection in the full length mirror. When she turned back she had in her hands an Alice band that matched the gingham print of the dress and a hairbrush. With a determined look on her face she set about arranging the mop of hair that sat atop my head, turning me this way and that as she sought to bring order to the chaos that was my head. Finally satisfied with her efforts, she pulled the hair back from my ears and fitted the Alice band, making sure that it was firmly in place behind my ears. She turned me back to the mirror, standing back to admire her handiwork, and once again I was mesmerised. Now, instead of seeing me there wearing a dress it felt as though I was now looking at myself as a girl. Not a boy in a dress but rather me as a girl. The boy seemed to have gone. Almost. Nikki giggled. I looked at her and saw that her eyes were fixed on my lower abdomen. I followed her gaze and saw a gorgeous flat expanse of gingham print spoiled by a protrusion from my crotch. None of the dressing or hair arranging had done anything to decrease my arousal, and the shape of my rock hard little erection was quite obvious, upsetting the line of the dress and, to be honest, the overall look. "Oh dear," she said. "That doesn't look quite right!" She had a point. "Can you make it stop or go away or something?" I swallowed. "Err...no, not really. It like just comes and goes." "Wow that must be pretty inconvenient!" We all know she was right, don't we guys? "Isn't there anything you can do to make it go quicker?" "Err, well, sometimes if you like stoke it and stuff you can make it go." Well, it was worth a change and to hbe honest I would have sold my soul at that point for her to touch it just once. "How do you mean?" "Well, you know like they talk about masturbation in the biology books, yeah?" "Yeah," she said, although I don't think she really understood at all. "Well if you do that to it it goes away." "Go on then," she said, still looking a the lump in my dress. I swallowed again, my heart pretty much in my mouth. Slowly my fingers grasped the front of the dress somewhere around mid thigh. I started to gently lift the hem, savouring the sensation that dragging the edge of the soft material across my naked thighs brought. As I drew it higher I felt the hem rub against my tight hairless scrotum and then the base of my cock. Nikki's eyes were glued to the front of the dress. Finally I drew the dress along the (admittedly short) length of my now madly pulsating cock, revealing it once again in all its glory. I turned back to the mirror and the image that I saw there was burned into my memory for all time. There was a girl with tidy hair and a lovely Alice band standing in a red gingham print dress but she has pulled the dress up to her waist and rather than reveal a pair of white knickers, she has revealed a three inch or so rock hard penis and a firm hairless scrotum beneath. "You could do it if you want," I said. my voice wavering as I spoke. Well, if you don't ask... "What? No way, I'm not touching that!" Oh well. I tried. "If you want to sort it out you can do it yourself!" There was an ironic element to her protestations. I mean, there I was stark naked under her dress with a raging hard on, but she couldn't bring herself to touch it! I began to turn away, but again she stopped me. "No, don't turn around. I want to watch." "OK," I said and slowly my right hand moved to my erection and took its familiar firm grip around the shaft, with my thumb on my foreskin. My left hand held the hem of the dress above my waist. I stared at the image in the mirror and a girl with a cock stared back at me. Slowly I began to work my hand in its well practiced strokes up and down my little cock, savouring the sensation that I could already feel rising from the base of my spine. Nikki's eyes were glued to my crotch, fascinated by what she was seeing, while mine stared at the same image in the mirror in front of me. I could tell that the crisis would not be long delayed. The girl in the mirror's hand worked slowly up and down the hot hard shaft and I could see her legs start to tense at the coming explosion of sensation. I gripped a little tighter and rubbed my foreskin against the sensitive ridge of the head of my penis. I felt my stomach and leg muscles tense and my head went back a little as the familiar wave of ecstasy rose higher and higher from my cock and from deep within my body until with grunt the feelings swept through me from top to bottom. I held my breath, my back arched and my hand tightened against my cock as my scrotum constricted. Throughout all of this I managed to keep my eyes open and glued to the girl in the mirror as her own orgasm swept over her. "Wow. Did that hurt or something?" Nikki asked. I said nothing for a moment a I recovered from the dry orgasm. "No," I finally managed. "It feels great! You should try it some time!" She gave a non-committal "hmm." "Will it go soft now?" she asked. "Yeah, in a minute it will," I replied, and as I watched the girl in the mirror I could see her erection begin to lose some of it firmness and begin to transcribe the arc back to its normal position and as I watched it I savoured the sensation of what had to have been one of the most intense orgasms I had ever experienced as the afterglow washed over me in ever decreasing waves. If only Nikki knew how good that felt! As my cock gradually softened I let go of the hem of the dress and allowed the material to cover my nakedness whilst I watched my reflection in the mirror. After a few minutes my little cock had returned to its regular position, but there remained a lump in the front of the dress where it brushed up against the material even when soft. Not much of a lump, perhaps, but it was definitely visible and Nikki had noticed it too. "It's still there," she said. "Duh! of course it is!" I replied. What was she expecting? "It's because you don't have any knickers on. If you did it would be kept down." She had a point. "Put some on." Automatically I reached for my underwear, lying discarded on the floor to my side, but Nikki stopped me. "No," she said. "Use these." She half turned and reached down to pick up - of all things - the very pair of knickers that had started all of this in the first place. A tiny pair of white cotton knickers with pink flowers printed on them, and a pink satin bow at the front. I simply longed to touch them. "But they're yours," I said. I was sharp that day! "I know. Put them on," she said, holding them out for me to step into as one might help a small child get dressed. I raised my right foot and stepped into the garment, putting my hand on her shoulder to steady myself. Then, after I had repeated the manoeuvre with my left foot, Nikki drew the diaphanous garment slowly up my claves and past my knees. She paused only briefly to change her grip as her hand disappeared under my dress and then I felt the soft fabric caress the cheeks of my buttocks and then cup my genitals. Had I not just masturbated, I would have been instantly hard. As Nikki snugged the garment home the back of her hand rubbed across my still sensitive penis making my jump a little. "Sorry," she said with a mischievous grin. "Accident!" Yeah. Right. "That seems to have done the trick." I looked in the mirror and sure enough the out of place lump was now gone and all that was there was a perfectly flat fronted dress. The image was complete. "You look great, Amy," she said.