Anger Management (2012)

S2E29 Charlie and the Virgin

Charlie inadvertently takes on the role of a sex surrogate for one of Kate's clients, a thirty-two-year-old man who has never had sexual experience. As Charlie navigates this unexpected responsibility, he faces both humorous and awkward situations while trying to help the patient overcome his fears and insecurities. Meanwhile, Kate grapples with the ethical implications of her friend's involvement, leading to a series of comedic misunderstandings and heartfelt moments that challenge their friendship and perceptions of intimacy.