Whores and Pimps - Part I

Malcolm agonised for weeks as to how he could get away with dressing up as realistically as possible and to have a valid excuse as to why he looked so good dressed as a woman. Last year the men who had dressed as 'damsels' had looked pretty ordinary; sure they had hired great costumes, crinoline ball gowns, tiaras, ladies slippers and so forth; but most of them had five o'clock shadow and their makeup was garish and clown-like, their wigs cheap and knotted poor facsimiles. Then he had a brainwave; he would get his sister to dress him and make him up! He could answer any questions as to why he looked so good dressed as a woman truthfully; My sister dressed me and made me up, and if anyone asked her, she would verify his claim. She would be his unwilling alibi.

Malcolm hit the chat rooms in the days leading up to the big party and all his online friends encouraged him and offered advice; everything from Don't do it! to Go for it honey; stay out all night and pick up a nice man! Malcolm was a little perturbed about that last remark because sometimes, when he home alone dressed as a woman, he fantasised about what it would be like to be with a man whilst he was feminised. He also hit lots of Transvestite web sites like TVChix, KTM, Crossdress World and so forth looking at pictures of Transvestites he admired to find the right 'look' for the party. He wanted to look slutty but not trashy; sort of up market streetwalker. He found a lot of girls in the UK and Europe had mastered the look he wanted capture; that dark haired beauty Lyn in the UK had the look; so did Janet Petteflet in Holland, Wendy Stockings in Scotland, and Cherry in Melbourne Australia.

Malcolm finally made up his mind as to how he wanted to look for the party; and then he had a dilemma that he hadn't thought of before; one of his online girlfriends had asked him what fem name he was going to use. When he was online he just used the handle 'loves-to-dress' and because he had only ever dressed alone he and had never talked to anyone in the real world about his transvestism, there had never been a reason to have a fem name.