Two And A Half Men: Season 6, Episode 5

6 - 5: A Jock Strap in Hell

The guys bump into Jake's former teacher Delores Pasternak (now played by Alicia Witt, before played by Missi Pyle) who became a stripper after her fling with Charlie ended very badly. Charlie tries to help her out by giving her a room at his house and a job tutoring her ex-student Jake, but things spiral out of control when the guys find out she's become a religious fundamentalist and forces them to go to church with her. Charlie later breaks up with her again.