if there's naughty school girls then there's also naughty school boys. why don't you dress up as that? it can be slutty, it fits the collegiate, and it could be trannie.
http://www.quizilla.com/user_images/M/methebetter2/1078204273_chool_boys.jpg
http://www.quizilla.com/user_images/M/methebetter2/1078204273_chool_boys.jpg