A couple of years ago, I was invited to take part in a murder mystery party with a script written by a friend, and we were asked to invent our own characters. I informed him straightaway that I would be a cross-dressing artist, and would attend in my female persona. Well, as an artist, I was already halfway there… The writer was sworn to secrecy. I had an establishment upbringing; my father was a military man and Tory county councillor, my mother a product of the Raj. After a public school education, I went into teaching, marrying and having children in my 20s. Although I soon enough forswore conservatism, becoming something of a contrarian and loving a flowery shirt, I had never consciously questioned my gender. Before that evening.

Wanting to have sex with trans women is not synonymous with undoing the stigma against loving them.
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One night, after drinking with a friend and smoking some hash, I arranged a date with a trans sex worker. She was totally womanly, nothing manly about her, except for, you know. She licked my butt, gave me head, and fingered me. But somewhere during this encounter, I became the receiving partner during anal sex. At the time, I was too fucked up to care.
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Illustration by Eleanor Doughty. Matt didn't know it was possible for a girl to have a dick before the model pictured in his Hustler -esque mag drew seven inches. She had slipped in unannounced between the magazine's other, more typical spreads.
Transvestism is the practice of dressing in a style or manner traditionally associated with the opposite sex. In some cultures, transvestism is practiced for religious, traditional, or ceremonial reasons. Though the term was coined as late as the s, the phenomenon is not new. It was referred to in the Hebrew Bible. Today, the term transvestite is commonly considered outdated and derogatory, with the term cross-dresser used as a more appropriate replacement. Magnus Hirschfeld coined the word transvestite in from Latin trans- , "across, over" and vestitus , "dressed" to refer to the sexual interest in cross-dressing. Hirschfeld's group of transvestites consisted of both males and females, with heterosexual , homosexual , bisexual , and asexual orientations. Hirschfeld himself was not happy with the term: He believed that clothing was only an outward symbol chosen on the basis of various internal psychological situations.