In LA gang culture, "bloods" use baller to describe affluent members, whereas "crips" would use the expression "high-roller".

(N) One who exhibits a proficency at the game of basketball. One whom has established themselves within a certain social circle or area. Someone who has a large amount of money and a way with the opposite sex. An individual with status derived from posession of "game",

Originates from someone who is really good at playing basketball. A 'baller' moves fluidly and with intent, can lead and also work well with his team.

This has been generalized figuratively to anyone with such qualities in other disciplines.

the act of being fly or cool

someone who's got money and bitches.

one who is good at basketball; one who has cash money, girls, hangs with da big Gs, and has da nice wheels

a baller is someone strait up with the hommies. They're livin' large. Always in with the " incroud". If your a baller your a strait up pimp-gangsta. Strait up wit the homies around da block.