In my experience the "smirking in a dark corner of the tavern and has no living relatives or friends" characters don't really learn or change much on average; it's often a default setting that allows for murderhobo antics, or so the player believes.

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.

My character a long time ago was a prince who ran away from home to find a treasure. He was rich, well educated, but still a teenager. Like a rebellious teenager. In the campaign he turned into an assassin who ended up killing the Queen, his mother.