First Night Nerves

My name is Timothy. I live in a large city in the English Midlands with my girlfriend Debbie. We are both 22 years old and have lived very happily together for over 3 years. We both work in a call centre for a large financial organisation. I am not tall – 5' 4" on a good day – and have always been very slim. I am blonde with blue eyes and very fair skin. Debbie is two inches shorter than me, with long brown hair and a lovely rounded figure, not in any way fat. We both enjoy fitness, dancing, dining out and the cinema.

Oh, I nearly forgot, we're both bisexual and I'm also a transvestite.

Always a slight, somewhat effeminate child, I was bullied mercilessly for much of my schooldays. I was academically bright, but preferred sports like tennis and badminton to team games, a fact that served to increase my torment as participation was never optional. I have always been slim and fair, but this was made more obvious during my teens when puberty seemed to simply pass me by. Despite having occasional girlfriends (as well as some well-concealed boyfriends) for several years, many of the boys still called me 'gay' and sometimes made obscene comments and gestures when I was near.

On the sports field I was often punched when the teachers weren't looking, and sometimes even when they were. To try and help protect myself, I spent hours and hours running and in the gym. My body became and remains is fit and well toned, but I can never seem to build much muscle no matter how hard I try.

Even now my voice is quite high, and I have little hair anywhere other than on my head. I need to shave only twice a week and never have an afternoon shadow.

As far back as my twelfth birthday when I spent a joyful few hours alone in my older sister Pam's bedroom, I have loved dressing as a girl. I don't mean just trying to squeeze into over-tight skirts and knickers, looking obviously like a man in drag. No, I have always taken the process very seriously and for two years now, with Debbie's help, I have been able to go out in public dressed as a girl and be convincing. I even get propositioned sometimes. I really love that, though I never take up the offers.