I've been kicking around the idea of a character like this but I don't play. Basically privileged teen, rich-ass parents, best education (was thinking maybe sorceror: basically the kid was handed everything in life), but he wants to play street rat.

I figure a sorceror masquerading as a rogue would be a big liability for a combat heavy campaign, but it could be pretty awesome for a rp focused one.

Also bonus point if you can name my inspiration.