The Fancy Dress Party
Keywords: Dress, Party, Fancy, The,
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It was the day of Radley Hall's big fancy dress party, and the day I had chosen to show my true colours to the world. Well, it wasn't exactly my choice - Donna, my roommate, my best friend and my sometime lover had been on and on at me, and the party seemed to be the perfect excuse for me to dress up and have fun.
I'd been dressing up in women's clothes since I was six - growing up in a house with three older sisters and an errant father can do that sometimes, I guess! Anyway, my sisters had been dressing me up since I was little, and I'd grown to become accustomed to wearing dresses, skirts and little blouses. In fact, over the years, I'd grown to love the feel of women's clothes more than men's.
Of course, such behaviour was never encouraged at school - once I'd been beaten up when I forgot to take off the nail polish from my toes and had to change for gym. Since then, I'd become very careful to cover up my predilection. Until I started university, anyway!
Donna had been my friend since I was eight - she had been my sister Judy's friend originally and had joined in our games. She knew that I loved to dress up as a girl, and as we became closer over the years, she encouraged me and helped me. For a while we were the same size, so I used to go over to her house in the holidays and she would dress me up in her clothes and teach me how to apply make-up. We shared our first sexual experience together one summer, and had been casual lovers ever since.
Time passed, and we grew up, and somewhere along the line, we both discovered that we were both interested in our own sex. She loved girls and I thought I loved boys. My ultimate fantasy was to have a boy make love to me when I was dressed as a girl.
We both left school and decided to go to the same university, so we could be close to each other. In the first year I had had some experiences with both boys and other girls, but nothing special.
In the second year, Donna and I rented an flat together. I spent most of my time in private dressed as a woman, but had never shown myself to anyone other than Donna. Until the day of the party, that is.
"Just imagine, you'll be able to go out dressed as some little slut and no one will really be able to think too much about it," Donna said to me as we talked about it in the bath together. "So what do you want to go as?"
"I don't know," I said as I massaged her feet. "Something sexy, but innocent - maybe a school girl..."
"Like Britney?" she asked. "Hit me baby, one more time!" she sang.
"Yeah, or Dorothy from The Wizard of Oz - but with a really short skirt, of course! How about you?"
Donna didn't need to think. "Madonna - Like a Virgin era of course!"
"Mmm, I can just imagine it now - basque, lacy stockings, fingerless gloves - you'll look so damn horny I could eat you up!"
"I may just hold you to that if neither of us get lucky!"
"Count on it, sweetie," I said as she sank into the foam.
Over the next few days, I mulled over my costume. I searched the internet until I found what I was looking for. It arrived a few days later, and I showed it to Donna when she got in.
"A cheerleader? Very slutty - definitely you! I think it's perfect. You may have even outdone me this time!"
"Somehow I doubt that's possible - you're the one with the boobs, remember?" I said, reaching around her and squeezing her large breasts.
"Yeah, but I like my girls small!" she said kissing me full on the lips and squeezing my dick through my jeans. She still had an effect on me and she knew it, but pulled away, giggling. "So, do I get a sneak preview?" she asked as she fell on the sofa.
"No, you're just going to have to wait until Saturday," I told her as I picked up the dress and went into my room.
"Oh, you spoil all my fun!" Donna shouted as she picked up the TV remote.
In my room, I sat on the bed and looked at my dress. It was tiny, barely big enough to fit me, and it shone with a dull gleam. I made a mental note to get some more latex polish as I posed in the mirror, holding the dress in front of me. It was mostly a dark burgundy colour, with a t-shirt style top. The tiny, flared skirt was trimmed with baby blue rubber. It would barely cover my bum, so I knew I'd need to get some new underwear as well. I held the dress up to my face and inhaled deeply, savoring the smell of the latex. I could feel myself growing hard as I thought about Saturday night, the night of the party. I wanted to put the dress on there and then. In seconds I was naked, and unzipping the rear of the dress. A zipper went all the way down to the top of the skirt. I stepped into the dress and pulled it up. It was quite snug on the top of my thighs and over my butt, but a gentle pull and the waist slipped into place. I reached behind me and pulled up the zip, feeling the latex close around my slim body.
My cock was quite hard under the skirt, making it bulge out unsightly in front of me, but the feeling was incredible, like tiny electric shocks in my genitals. I looked at myself in the mirror, and wondered what to do with my hair. It was quite long and blond, bleached by the sun, and Donna had cut it for me in a fairly androgynous way. I plucked one elastic band from the dresser and pulled most of my hair back into a short pony tail. I looked gorgeous, even if I did say so myself!
I twirled around, watching myself in the mirror and wondering what shoes I should wear for the big night. I realised I was going to have to go shopping. Life's a drag sometimes!
The week crawled past slowly, but finally Saturday arrived. In the afternoon, both Donna and I retired to our rooms to get ready. I spent a good hour in the tub, making sure I removed all the hair from my legs and my bum. Luckily, I had never grown hair on my chest and the ones on my arms were very fine and blonde, so I didn't have to worry about them. I trimmed my pubic hair, so it formed a small tidy bush just around the base of my cock. I considered removing all the hair, but felt it looked better with just a small tuft.
Once I'd dried myself, I rubbed scented moisturiser into my legs and body, and carefully painted my finger and toenails a deep burgundy red, to match my dress. Once they'd dried, I took out my outfit for the night and lay it on the bed. I'd polished the cheerleader dress the night before, and it shone with a dazzling gleam. I also lay out my underwear. Along with a pair of tiny baby blue latex shorts, I took out my latex bra. The cups had been filled with a heavy gel, similar to silicone, that made them feel like the real thing. I put the bra on and instantly I had a magnificent pair of breasts tipped with rubber nipples. They weren't huge, but perfectly shaped. I could never usually resist playing with them, but this time I was too excited. My stomach felt like it was filled with a legion of butterflies. I gulped down a shot of tequila to try and drown them.
I pulled on the shorts next, easing them up my legs and snapping the tight material into place over my butt. I tucked my half-erect cock between my legs and pulled the tight shorts up, hiding most of the bulge. The shorts fitted like hot pants, and quite a large amount of bum cheek showed. I looked at myself in the mirror, pleased with my transformation so far. I looked like a horny teenager in her underwear, my blonde hair falling around my face.
The socks came next, creamy white knee length socks that appeared to make my legs look longer. I polished my underwear quickly with a soft cloth and a can of spray. As I polished my crotch, my restrained cock jumped in my shorts, threatening to burst its latex prison.
Then it was time for the dress. Once more I pulled it up my legs and pulled the zip up my back, and I was enclosed in soft, sensuous latex. This time, the material stretched over the bra and formed an impressive bust line. it shone brilliantly in the late afternoon sunshine. I ran my hands over the dress, fingers skittering over the slick surface, smoothing out any creases and kinks in the latex, and enjoying the feel of my hands over my body. Turning around I could see that the skirt barely covered my bum, and my shorts showed every time I bent over.
Sitting on my bed, I pulled my new shoes out of their box. They were a pair of clear vinyl and perspex platforms with a five inch heel that I'd found in a shop up in the Camden a few months earlier, but hadn't had the chance to wear before. I pulled the shoes on over the socks and wrapped the straps around my ankles before pulling them tight and fastening them.
Walking over to the dressing table, I caught a glimpse of myself in the mirror. The skinny boy that I had been a few hours earlier had been replaced by a tall, willowy blonde in a tiny latex cheerleader dress. I smiled at myself, feeling comfortable with myself for the first time in a long while. I sat down at the dressing table and began to finish my transformation. I pulled my hair up into two short bunches above my ears, and secured them with two hair bands that had deep red baubles attached to them, like cherries. I applied foundation and then applied a lipstick the same colour as my dress. I kept my eye make-up simple; just mascara, eyeliner and a pinky-red eye shadow. I fixed a pair of gold hoop earrings in my earlobes and festooned my wrists with bangles and bracelets that jangled as I walked. I was ready.
I walked into our lounge at the exact moment that Donna left her room. I let out a whistle as I saw how she was dressed. In a dress that was almost an exact copy of Madonna's from the cover of "Like A Virgin". It was almost as if the Material Girl herself was in our apartment. She was a mass of lace and net, fingerless lace gloves that went up to her shoulders, lacy cut off stockings, white spike-heeled ankle boots and a halo of back-combed and curled hair. She'd got the make up exactly right, from the heavy eyelashes to the beauty spot on her top lip. "Bloody hell," I said. "You look incredible!"
It was a while before I realised that Donna hadn't moved or spoken.
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Keywords: Dress, Party, Fancy, The,