I would never, ever do something like that. Everybody has pretty much summed it up already - those pictures could circulate and bite you in the butt in the future. Not worth it for just one night of "fun."
Oh, and vanessa hudgens - she was only about 14-15 when she took those pictures. I'm not much older than her, but goodness, what is happening to the kids in our society these days? I still am in shock that she did something so irresponsible and then (before the pics got leaked) actually had the NERVE to condemn anybody who did something like that, saying "oh, I am here to be a role model, I want to have a clean image for my fans.." as IF! Never liked the girl much.