1A successful pimp or criminal, especially one who acts or dresses in a way regarded as (stereotypically) characteristic of such a person; (hence, more generally) any person who acts or dresses in this way.

2A supremely successful, respected, or influential person; specifically a man who is extremely attractive to or sexually successful with women, a playboy.

3Figurative. A person who or thing which is considered a supreme or model example of something. Usually followed by of.