Danny Hoch is the irrepressible Flip, the hip-hop poet of his own white boy crew. The son of a working class Iowa family, Flip just wants "to keep it real." In his mind that means moving into the Chicago ghetto to live and write million-dollar rap hits like his heroes. Flip and his friends; Trevor (Mark Webber), James (Dash Mihok) and college-bound girlfriend Sara (Piper Perabo), drink forty-ouncers, smoke Philly blunts, cruise around in James' truck and aspire to be gangsta rappers. Then they meet Khalid (Eugene Byrd), an upper-class black kid recently transplanted from Chicago. When Flip gets him out of a run-in with the law, Khalid owes him. He agrees to take Flip and the gang to Chicago, where Flip's fantasy gangster world meets reality in a way he never imagined. Featuring special appearances by Fat Joe, Dead Prez, Mic Geronimo, Slick Rick, Doug E. Fresh, and Snoop Dog.