I would do all sorts on voyeurism public nudity dares. I would defintaley masturbate as many times as possible, flash a random stranger and wear super sexy lingerie.
I would like to be a sexy woman professor and strip nude in front of the students. I would do it as a game with questions about the courses, good answers I strip, wrong answers, they strip.
Convince as many females as possible to let me take nude pictures of them. Go into a ladies locker room and take hidden pictures of all the ladies changing and showering nude.
If I could be anyone of the opposite sex for a day I would be a young Bo Derek then I would stay home and masturbate all day in front of a mirror.... I figure what the hell why change everything.... :-)
If I could be a woman for a day, I would start at the mall in a short skirt with no panties or a bra. Read a dare once that someone would ask for help with picking out some shoes while wearing a skirt and no panties. When the assistant would get down to help fit your shoes they would clearly see what you have to offer. I would have a great time of it.