Go for Broke 2 (2005)

When their friend is kidnapped and held for ransom by a nasty and corrupt correctional officer, friends John and Darnell come up with a crazy plan to raise his $20 million ransom by dressing up a women in order to steal an enormous diamond from an African prince. But before they can get their hands on the gem, they must deal with a sex-crazed tycoon hounding them as well as pair of ex-convicts from the previous film.