Pimp your friend out...

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I've got a friend that's perhaps one of the coolest guys i know, but he seem to strike out with girls because well, he doesn't quite try. So i'm thinking of helping along the path...with pimping him out on the world wide web! And not in the way of signing him up for adultmatchmaker or anything like that, but actually starting a site dedicated to him and getting him a date. Should i go ahead with it? or should i just mind my own business?