Alan recommends breast-reduction surgery to Chelsea, which prompts Charlie to implement house-guest reduction, as in throwing Alan out.
Charlie and Alan wake up together...with a woman they don't recognize.
Chelsea's gorgeous college roommate (Tricia Helfer) comes to live at the house temporarily after a bad breakup, testing Charlie's restraint.
Charlie's male ego is bruised when he learns that he hasn't been satisfying Chelsea; and Alan tries a cheap cure for his thinning hair.
Charlie discovers a secret that Chelsea's been keeping from him regarding her finances.
Charlie teaches Jake the tricks of infidelity while his girlfriend is away for the holidays; Evelyn invites a legendary TV producer (Carl Reiner) to Charlie's for Christmas dinner.
Jake tries to win back his ex-girlfriend by writing her love songs, while Alan and Herb try to hide their friendship from Judith.
Charlie gets a colonoscopy just to get out of a trip to see Chelsea's parents, but he returns home to find them there. Tom: Stacy Keach.
Alan gets into a bar fight and lands in jail, while Charlie fears that Chelsea likes Alan's lawyer (Steven Eckholdt).
Chelsea has had enough of Charlie's jealousy, which is threatening their relationship.
Charlie goes to Las Vegas and returns with his new wife, but it's not Chelsea; and Chelsea's dad visits with his boyfriend. Stacy Keach, John Amos.
Charlie and Chelsea reunite briefly, giving Charlie hope that they could get back together.
Tricia Helfer returns as Chelsea's college friend, whom Charlie meets again; and Alan has a surprising effect on a patient (Frances Fisher).
Alan tolerates Jake's new friend, who is a bad influence, because he's attracted to the boy's mother, played by Courtney Thorne-Smith.
Alan plans a romantic night with his new girlfriend (Courtney Thorne-Smith), hoping for more intimacy.
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