Last Updated February 26th, 2001

 
I think my story is very similar to many that I have read on the pages of other t-girls but for those who are compelled to know more, please read on.
The Early Years
I led a somewhat normal childhood, at least I believe so. I grew up in a suburb of San Francisco, Calif. I was not the most athletic kid nor the smartest in the class. Don't get me wrong, I was wasn't the stupidest kid nor clumsy. I was just your average kid. I liked to do all those things you see little boys do; riding bikes, playing with model trains, etc. I guess the only way I was really different then the other boys, was that in private, I like to wear womens clothes. Then again, maybe I wasn't different from ALL the other boys; maybe a few were like myself and I just didn't know it.
I recall my first experience with cross-dressing was with a pair of sheer panty hose about the age of seven or eight. I must admit that at the time, I was just curious. I don't believe that I expressed any outward feminine signs, I just thought I'd try them on. From that moment on, I was hooked. The feeling was exhilarating; I just don't know how to explain it. I knew that it was wrong for little boys to do this and I felt extremely guilty afterward, but the compulsion was strong and I continued to do so. For years, I snuck around my sisters and mother's drawers and closets when they were not home. I would try on one or two things and put them back. Sometimes, I would put on lipstick or eye-shadow (as I remember, not a very attractive appearance of womanhood). To this day, I don't believe that any of my family knew a thing or I surely would have heard about it.
It was several years later that I discovered what a "transvestite" was and that I believed that I was one. I kept this knowledge very much to myself even though I was continuing to learn more about it and myself.
The Middle Years
I would characterize these years as not being terribly sure of myself both in my male persona and with my cross-dressing. As a young adult, I typically felt awkward. My little secret didn't help and made me feel even more out of of the ordinary. In attempts "to do the right thing," I vowed several times to try and give it up; never quite succeeding over the long haul. The desire to dress would run in cycles, as it does even to this day. I would go weeks and months without the urge and then something would just trigger it. Over the years I came to mildly accept this part of my being but I also learned how to hide it very well from the rest of the world.
My dressing during these years was quite infrequent. I still did not have a large wardrobe and what I had was a piecemeal attempt at feminity. Most of it was gathered by shop lifting from small stores or the occasional shopping trip to San Francisco. It is funny that back then, I remember having all the time in the world but no money. Now I have enough money to indulge Tiffany but no time. Let me also say that San Francisco is a great city. No one bats an eyelash when a young boys goes into a store to by womens shoes or perhaps a long brunette wig, especially around Halloween.
To the Present
I am going to jump over several years here. This is a very uneventful part of Tiffany's development. I emerged after this time with a new found sense of confidence and firm desire of what Tiffany wants to be. Up until this time, cross-dressing was an occasional pursuit that I had tried to fight. Since then, I have come to realize that Tiffany and her male counterpart can co-exist.
Tiffany really began to blossom about eight years ago. I was somewhat tired of the poor characature of feminity that I achieved. I sought out a professional make-up artist, or two, to show me what and how to work with make-up (I still have so much more to learn and practice in this area). I bought a decent wig and tried to amass a well thought out wardrobe instead of the odd article of clothing that peaked my interest in the latest Victoria Secrets catalog. I tried to read more in both magazines and books; trying all along to become a true student of feminity and improve upon my personal appearance. The web of course has helped out so much in recent years. Everything seems so much easier than in the beginning. I still lack the time to practice these valuable lessons and to dress as often as I would probably like but I think Tiffany is still very much a work in progress with lots of possibilities for the future.
I currently live and work in Southern California after going to school here in the late '80s. I am a computer professional, married with no kids. My wife is a wonderful person and I haven't told her about Tiffany; even though I think the odds are about 50/50 that she would be accepting of this part of me. When I am in my drab roll, you probably could not distinguish me from the thousands of other young professionals. I like exotic cars, NHL hockey, NFL football (not that XFL or Arena stuff). I go skiing, sailing, play sports like soccer, tennis, and hockey. I enjoy beer, eating well, a good bottle of wine, going to the movies, music, etc. When in drag, Tiffany likes short skirts and heels no shorter than four inches (they show off my legs better). Silk, satin and lace are some of my favorite things next to my skin as is the brush of my medium length auburn wig on my shoulders. I love to have my picture taken. On those rare business trips or for that odd weekend in Los Angeles, I occasionally get out on the town (a few times to the Queen Mary). It seems lately Tiffany can not turn down an opportunity for a professional make-over, an E-bay bargain or surfing the web for girls like myself. I consider myself a little too tall to pass in public and I am nervous as hell when dressed anywhere else than behind closed doors.
Thank you very much for taking the time to read this. I hope these brief few paragraphs have helped you to understand who and what I am.