Let's Go to Prison (2006)

A lifelong criminal puts a spoiled rich kid behind bars and turns prison into the ultimate payback plan

When career criminal John Lyshitski's plan for revenge is ruined by a judge's sudden death, he targets the judge's arrogant son instead, getting him thrown in prison and joining him there to make his life miserable. But as they navigate prison life, shifting alliances, and chaotic twists, their feud turns into an unexpected partnership.