1. A Flatmate's First Time


    Date: 12/13/2015, Categories: Anal, First Time, Shemales, Author: amylee-jones, Rating: 100, Source: xHamster

    My name is John and it all started for me the same as most CDs; I was 13 and had stumbled upon my mother's underwear draw and for some reason I decided to try on my mum's pantyhose. The feeling was divine and I was immediately hooked. Over the next few days I experimented more and more with panties, bras, shoes, clothes and make-up. Ever since then I have had several unsuccessful attempts to quit my habits. I am now a 24 year old closet CD who lives in London with my flatmate Katy. She did not know about my dressing until that one wonderful afternoon. It was a Friday afternoon and as of the last 6 months I was unemployed. Katy was very sweet and forgiving about the lack of rent. I'm not sure if she would be so forgiving if she was aware of the fact that every day when she leaves for work in the morning I run myself a bath then shave my body from head to toe and spend the next few hours in her clothes and make-up. I do have a few items of my own, a long blonde lady gaga wig and a set of false C cup breasts, but the rest is borrowed. On one or two occasions Katy has become suspicious of a few clothing items disappearing but decided that it was no big deal and she had probably misplaced them. The day started as did any other, Katy left around 10am and around 10.30, I was in the jasmine scented bath. I stepped out and shaved my body perfectly from head to toe. Next the selection of underwear, on this day I had decided to go with a lovely lacy pink thong and a matching lacy ...
    pink bra. I slid the panties up my legs, tucking my 6" cock between my legs. Next I put on the false breasts, followed by the bra. I took a quick glance in the mirror, I looked hot. Then I sat down at the make-up table and applied a thick layer of foundation. Then I added a red blusher, black eye shadow and eye liner; luckily my lashes are naturally long and so I could use my own, not without adding a coat of mascara of course. Then the lips, a nice helping of bright red, fuck me, lipstick. I put the wig on before selecting todays outfit. I decided to go with black fishnet stay up stockings. I rolled them up my legs one by one and it felt sexy. To accompany it I had chosen a white t-shirt that Katy had worn for a friends hen party once, it said "slut across the front," it was tight and exposed my midriff. Along with that I slipped on a red tartan mini skirt. Finally a pair of 5inch stilettos. I looked in the mirror and staring back at me was a passable, whoreish, sexy young woman. The clock said it was only 11.15 so I decided to pour a glass of wine and hit up some online chat rooms and maybe Skype with a few online friends I had collected over the last 6 months. The clock had ticked over midday and I had just finished making an Armenian man ejaculate over Skype. Just then Katy walked in and I felt like I wanted to hide. The bedroom was too far away so I just stood there, frozen solid in fear of how Katy would react. But she wasn't angry or even surprised. It was probably only ...
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