My oldest son has done this each year since his freshman year of high school...In fact last year (his junior year) they had a beauty contest and all the guys dressed up in evening gowns and heels and wigs..my son was dressed up in a red evening gown, blonde wig and ended up having to go barefooted because they didn't have any size 13 men's shoes for him to wear. He won the Miss Terminator ribbon. The pictures I have of him are hilarious and he said he didn't mind doing it because it was for a good cause.
at 1:37 PM on May. 13, 2009