John A. Gotti, son of the late Gambino crime family boss, will be sitting in a federal jail cell until late-2004, thanks to his guilty plea to federal rackets charges. Junior is pictured here in a New York City Police Department photo taken when he was still cutting his tough guy teeth.
Robert James Ritchie (aka Kid Rock) was arrested by Michigan cops in March 1991 and September 1997. Both arrests were alcohol related, though dispositions are unclear.