Whores and Pimps - Part I

There had been 'cowboys and Indians' (girl cowboys, boy Indians); 'heroes and villains' (girl heroes, boy villains); and last year, the best yet, had been 'knights and damsels' with the girls dressed as knights, valets and lords of the realm, and the men dressed as medieval princesses and ladies of the court. Everyone had a big laugh at that one, especially the men who had really got into the spirit of the thing with lots of them dressed up in drag in crinolines and ball gowns. It was a big laugh for everyone. Malcolm was tempted to dress up in his favourite lingerie, a ball gown, wig and makeup; but in the end had chickened out and came dressed as a court jester.

This year it was Malcolm's turn to choose the theme because he had been voted the worst dressed at last year's party. The judging panel had decided that his court jester's outfit was a copout on the theme and, as per tradition, the person voted worst dressed had to choose the theme for the following year. It was considered a task not to be taken lightly; the more outrageous the theme the more acclaim it received; and the person who chose an interesting and outrageous theme became the most popular man in the company; for at least a few months anyway. Malcolm had wrestled with the decision as to what the theme for this year's party should be. Malcolm being Malcolm, everyone expected something boring like 'spacemen and aliens' or some other safe subject matter, but they were all surprised and delighted when in late November Malcolm posted the theme for this year's party on noticeboard. It was 'Whores and Pimps'.

Of course Malcolm had his own secret agenda; for years now he had wanted to go out in public dressed as a woman. Not like last year, dressed in a costume, but dressed in real women's clothing, fully made up and feminised. This was his big chance, and of course the more effort he made to be feminine the more he could justify it; after all, as the party's organiser it was expected that he would endeavour to dress up as realistic as possible in keeping with the spirit of the theme. The only concern he had was when he received an email from an anonymous address that simply said; 'I might have guessed', Malcolm was sure that Eddie had sent him the email but after a few days he pretty much forgotten about it.