Whores and Pimps - Part I

Malcolm was a middle manager in a small business in a large city. Malcolm led a pretty boring life; he in his forties, single, devoted to his work, he liked to keep himself fit, all of his family lived interstate except for his older sister who lived nearby, and he led a quiet social life. Malcolm had a few girlfriends over the years but never anything serious; he kept himself to himself and rarely socialised outside of a small circle of colleagues and close friends he had cultivated over the years. Malcolm was boring really; but he one closely guarded secret. Malcolm was a crossdresser.

Once or twice a week Malcolm liked to lock all the doors of his modest two-bedroom suburban home, close all of the blinds, take the phone off the hook, and dress like a woman. It had started as nothing really serious; as a child he had liked to play with his older sister's panties and nylons; he loved the feel of the garments against his skin and occasionally he would wear his sister's underwear for an hour or two and then carefully place it back in the laundry basket. His fetish continued into his teens and when he finally left home and got a place of his own be bought his own panties, stockings and pantyhose and would spend the odd evening dressed in the silky articles.

Malcolm enjoyed his fetish alone and never talked about it to anyone, not even to whoever his current girlfriend might be at the time. Every now and again he was successful in talking a girlfriend into wearing stockings or pantyhose during sex and he loved the sensation of fucking her as she wrapped her nylon encased legs around his body; but it was not the same as wearing them himself. After a few years he also added petticoats, slips, suspender belts and other lingerie to his collection. Then the internet explosion happened.

Like most men Malcolm went searching for pornography on the net and concentrated on searching for sites which contained lingerie and hosiery fetish. Then one day he typed men in pantyhose into his web-browser and as he explored the matches to his search he came across a few sites dedicated to crossdressing. He followed the links further and further into the cyber-world of crossdressing and he was fascinated by it. He saw so many pictures of guys dressed not only in lingerie but fully dressed as women; wearing women's clothes, shoes, wigs and makeup. He became hooked.