I would like to point out after re-reading this thread that
some people have no clue what
Transgender actually means... so for clarifications sake I'll define it now.
Trangender is any person that bends the strict gender binary of our culture and society. This term includes everyone from Cross-dressers, drag queens, drag kings, gender queers, gender benders and also transsexuals. It's essentially an umbrella term.
Oh and by the way, the guy in the article didn't win the crown... it went to a mindless jock as is the usual with most high school proms