In highschool some friends and I came across a method for duplicating items in Diablo II and we sold the items using PayPal by advertising in the chat rooms. We didn't do the actual hacking of the game, but it felt like hacking to get paid hundreds of dollars for essentially digital toys.
More recently my friend and I wanted to throw an Ubuntu release party (also my birthday party) so we decided to walk around campus and recruit Ubuntu Girls. It was surprisingly easy, we wore Ubuntu shirts and hats and just walked up and asked "have you ever modeled before?" invariably they giggle and say no then we follow with something to the effect of "I don't believe it!" and "would you like to try for a good cause?" We ended up with 5 really fun girls to serve the drinks at the party. We are part of the Florida Ubuntu Team but we did it all on our own, we even had to print our own shirts (which was the only payment for the girls).