Rob Schneider is Big Stan, a Timeshare salesman who rips off old women. Stan gets convicted for fraud and thanks to his crooked lawyer, gets6 months before going inside. Using this borrowed time, he tries desperately to avoid becoming someones shower buddy. David Carradine (Kill Bill) plays 'The Master', a chain smoking, martial arts expert, who takes pity and teaches Stan how to defend himself in the slammer. Once inside, Stan is the hardest man there, and sets about making prison a safe place for everyone, even forming an interracial book club!
Although theres a disturbing amount of rape jokes (even for a prison comedy), Big Stan is hilarious. Stans parole hearing and the fight scenes in particular are very very funny. Theres also some classic one liners -
"I thought smoking made me look cool, but a limp dick spells nerd in any language".
A large part of the film also plays on social stereotypes.
The ending is utterly predictable, and the final section does drag, but this is an entertaining, no-brainer comedy that has its moments.