Skyrim - Wouldn't at all mind being leader of the thieves guild and servant to the daedric princes.
Kingdom Hearts - Because dammit I wanna be a keyblade wielder. Though I'd probably goof and end up as a nobody...still awesome, yep.
Idk I gotta agree with Lumos. If he ever did become a hustler he could hustle me anytime. How do you get mad at a face like that? Also red heads are rare and gorgeous.