Lock him up! And then orff with his head!
I'd like to risk not sounding like an ass by making a serious post here, so excuse me if it comes out alright.
Make a couple of feeder skins first. Some that you may think, "Hey, not bad. If this one is free, I want to see at least what his paid ones are like!" Some take a look at the premium skins and thinks, "Yeah, I like that one, it's worth the 30-40 bucks" and then it snowballs from there. The good part about your concept is that you're not limited to vBulletin; you could post this exact same thread at Joomla, phpNuke, SMF, phpBB, everywhere.
Good luck, it sounds promising.
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