The question, as phrased posses a bit of a challenge since I really don't watch a lot of TV - what with having no cable or satellite or anything. BUT I do acquire DVDs so I am catching up on the things I've seen people on the Flist squee over.

It would be a toss up between Elliot (Leverage), Peter Bishop (Fringe) and Dean (Supernatural). I think that Dean would be a Royal Dick and Peter would be bored. Elliot, however, is a chameleon who has the ability to charm a brick wall into coming to life and doing his bidding, and would likely make the experience delightful.

None of them, however, could hold a candle to the character I would *really* like to have dinner with. And if you don't know who that is, you clearly haven't been paying attention.