Get Hard (2015)

When millionaire James King is jailed for fraud and bound for San Quentin, he turns to Darnell Lewis to prep him to go behind bars. They embark on a series of training exercises, including fights, learning oral sex, and joining a local gang. As they dig deeper into James's case, they uncover the real criminal and work together to expose him. In the end, James serves a reduced sentence, helps return the stolen money, and supports Darnell's car wash business.