Brad Gluckman, a.k.a. B-Rad (JAMIE KENNEDY), is a privileged white kid who lives in Malibu with his parents Bill (RYAN O'NEAL) and Bess (BO DEREK). Like his friends, Hadji (KAL PENN), Mocha (NICK SWARDSON) and Monster (KEILI LEFKOVITZ), B-Rad has seemingly adopted a hip-hop, urban gangster lifestyle. He appears to believe he lives in the 'hood and hopes to become a big rapper.
Since Bill is running for Governor of California, B-Rad's appearance and behavior could be a political liability. Accordingly, his campaign manager, Tom Gibbons (BLAIR UNDERWOOD), comes up with a plan. They'll hire actors Sean (TAYE DIGGS) and PJ (ANTHONY ANDERSON), who previously appeared in a Gluckman campaign ad, have them pose as tough, inner-city gang-bangers, and "scare the black" out of B-Rad.
The actors accept the paid assignment, but know nothing about such behavior. Thus, they research and practice getting the act down pat, including hiring PJ's cousin, Shondra (REGINA HALL), who lives in the 'hood, to help them lure B-Rad into their trap. After carjacking and kidnapping him, however, they soon realize that their mission is going to be tougher than expected, particularly when Shondra's jealous gangster ex-boyfriend, Tec (DAMIEN DANTE WAYANS), shows up and complicates matters.
With only weeks before the election, the desperate actors try to accomplish their task as things progressively get out of control and as B-Rad wonders why everyone can't just accept him the way he is.