Alan unsuccessfully tries to keep Jake from finding out that he's sleeping with his friend Eldridge's mom; Charlie contemplates giving up drinking after an unusually wild night he can't remember.
Charlie has second thoughts about the woman he's dating when he discovers she's 47, but his attitude suddenly changes when he discovers she has a sexy, bisexual, 20-year-old daughter.
Jake gets Alan to invite Evelyn to Charlie's house for her birthday dinner to get revenge for Charlie ruining his chances with a classmate, and Alan and Charlie get Charlie's pharmacist to come along as Evelyn's date.
While Berta is away for the weekend, Charlie finds the perfect replacement housekeeper; when Lyndsey starts dating Alan again, her ex starts stalking him.
Charlie continues to obsess over Rose--whom he thinks is married--after running into her at the store, and Jake and Eldrige begin recording their own "Jackass" rip-off.
Alan's efforts to ask family for money to help promote his struggling chiropractic business turns into a Ponzi scheme, and Charlie continues to see Rose, still completely unaware that her "husband" is actually a mannequin.