1. Madea Goes to Jail (2006)
In this 2006 stage play starring Cassi Davis, Cheryl “Pepsii” Riley, Judy Peterson and Tyler Perry as the infamous pistol-carrying granny. Madea (Perry), finds her shenanigans have finally caught up to her, leaving her behind bars. Still, no matter the circumstances, the opinionated matriarch finds a way to meddle in her family and friends’ lives. Under the comedic dialogue and musical numbers like “Whaddaya Know About Jesus?” and “Love Don’t Love Nobody” lies an importance message about letting go of the past and looking forward to the future.