Def Jam: Fight For NY
The Def Jam series has more hip-hop cameos than any other games out there, and the second game features Lil' Kim, Snoop Dogg, Method Man, Redman, Fat Joe, Ice-T, Xzibit, N.O.R.E., Ludacris, and Busta Rhymes, as well as actors Omar Epps, Christopher Judge, Danny Trejo, Carmen Electra, and Kimora Lee Simmons.
What does that have to do with New York, you ask? The game is all about establishing various gangs taking over turf throughout the city through brutal brawls and even cage matches. It gets pretty insane, but all those real-world faces lend it a great deal of cred.