Nerdy high school senior Dizzy Harrison has finally gotten lucky -- after purposely getting expelled, he takes lessons in 'badass cool' from a convict and enrolls at a new school. But can he keep up the ruse?
| Actor | Role |
|---|---|
 DJ QuallsDizzy Harrison / Gil Harris | Dizzy Harrison / Gil Harris |
 Eliza DushkuDanielle | Danielle |
 Zooey DeschanelNora | Nora |
 Lyle LovettBear Harrison | Bear Harrison |
 Jerod MixonKirk | Kirk |
 Illeana DouglasKiki Pierce | Kiki Pierce |
 Parry ShenGlen | Glen |
 Kurt FullerMr. Undine | Mr. Undine |
 Julius CarryCoach | Coach |
 M.C. GaineyClem | Clem |
 Eddie GriffinLuther | Luther |
 Sunny MabreyCourtney | Courtney |
 Ross PattersonConner | Conner |
 Tony HawkTony Hawk | Tony Hawk |
 Geoffrey LewisPrincipal Zaylor | Principal Zaylor |
 Charlie O'ConnellCharlie | Charlie |
 Horatio SanzDance Instructor | Dance Instructor |
 Gene SimmonsReverend | Reverend |
 Tommy LeeTommy Lee | Tommy Lee |
| MMatt GoginEd Ligget | Ed Ligget |
 Kool Moe DeeTed | Ted |
 Jermaine DupriJermaine | Jermaine |
 Josh ToddRudy | Rudy |
 Henry RollinsWarden | Warden |
| HHans StrobleDave | Dave |
| CCharles HutchisonLonnie | Lonnie |
 Avery Kidd WaddellPete | Pete |
 Mike ErwinTravis | Travis |
| BBryan ShyMark | Mark |
| JJesse CastilloGordon | Gordon |