Karrine "Superhead" Steffans would probably have to be on the list. She parlayed video-hoein' into a film roles ("A Man Apart," and a porn flick with Mr. Marcus!), a book, and a few talk show and radio show appearances. I also believe she's a baby mama for Cool G Rap and dated/banged Bill Mayer for a while.
"The best kind of pride is that which compels a man to do his best when no one is watching."