Probably would, but it'd probably involve a large payoff involving the other person saying that they'd had relations with me in exchange for a couple of thousand or something, assuming they didn't know there was a competition. Either that or a girl that can dress convincingly as a guy for an afternoon or something so I can say "yeah, this is the guy, brb."

As for actually doing it, probably not. I'd like $10,000,000 (preferably £10m though), but I wouldn't have relations with anyone unless I was in a relationship of some kind with them.