Tom Amandes as Vice Principal Lester Fuchs Matthew Carey as Dan Lawton Wes Robinson as Kyle Cummings Mark Derwin as Vincent Scarno Charles Durning as Victor Rasdale Michael Milhoan as Officer Dill Keith Britton as Officer Bevins Billy L. Sullivan as Stash Zoe Saldana as Rachel Buff Arielle Kebbel as Alison Ray Santiago as Bobby D Erin Torpey as Jen, Dan's girlfriend Alex Solowitz as JD Riplock Danso Gordon as Biggs Todd Zeile as Mullet / Duncan Rime Fred Meyers as Lockett Charles Noland as Blind Man Patrick Tatten as Student Brett Tabisel as Stick Music The following were some of the songs featured in the film. Bowling for Soup – “Almost” The Beatles – "She Loves You" Uptown Sinclair – “Face Down” Valley Lodge – “If It Takes All Night” The SmashUp – “Icarus Flies” Alex Solowitz – “Take it and Shove it” Bryan Datillo – “ICGM (Italian Click Gang Mafiosa)” Grace & Manners – “9 By 9” References External links 2000s sex comedy films 2005 films American sex comedy films American teen comedy films 2000s English-language films Films shot in Los Angeles American independent films 2005 comedy films 2000s American films