Alan and Charlie have encounters with some highly libidinous soccer moms, but with two very different outcomes.

The guys go to Evelyn's house to meet the new man she's dating, and Charlie realizes the man's daughter is a woman he's trying to avoid.

Alan tricks Charlie into joining him and Judith in leading Jake and his classmates in the school's annual music show.

Berta's granddaughter spends the day at Charlie's, which isn't a problem until he learns she's a beautiful, rebellious 16-year-old.

Charlie's financial manager informs the carefree jingle writer that he spends money faster than his royalty checks come in, and now he must go on a budget.

Judith's devious siren sister stirs things up at Jake's 11th birthday party when she hits on Alan. Meanwhile, Evelyn brings alcohol and has a party of her own.

Jake's sullen mood baffles and bothers the family and prompts Alan and Judith to take him to a child psychologist.

Charlie plays a tricky game when he gets involved with Alan's divorce lawyer, who could make things difficult for Alan if she were, say, dumped by a self-centered lothario.

When Charlie discovers that Alan is sleepwalking, he believes it's related to his brother's lack of sex following his divorce, and comes up with a cure.

Judith is dating Jake's pediatrician, and Alan is upset until Charlie points out that if she remarries, his alimony payments will end.

Charlie tries to save Jake from school suspension for giving his teacher (Missi Pyle) the finger by romancing her, but his several attempts fail every time.

Charlie meets his match when he falls for a woman who's better at playing hard to get than he is.

When Charlie leaves the house to avoid a date that he can't stand, he ends up at a coffee shop, where he meets his old girlfriend Lisa. He finds out that she broke up with her husband, and now has a child. Now he must try to convince Lisa that he's okay with her having a child. While Jake tries to justify to his father why he isn't doing so well in school.

Alan is jealous of Charlie when an old classmate, who's now a beautiful woman, seems to be more interested in Charlie.

The brothers throw out their mother, after she insults the way Alan is raising Jake. When Alan and Charlie ignore her phone calls, to get their attention she ends up in the hospital. When Alan and Charlie show up at the hospital they aren't sure if she's faking, and try to call her bluff.

Alan starts to worry about a medical procedure that he is facing, and to get his mind off it, Charlie suggests they go to Las Vegas.

Charlie is invited to a party hosted by a gay ad-executive named Eric, so Charlie asks Alan to pretend that he's his life partner. While at the party, Charlie meets Eric's ex-wife Pamela, and tries to sleep with her without Eric finding out.

A girl from Jake’s school invites him to his first boy-girl party. Charlie and Alan help him get ready for it by giving him advice. Alan and Charlie get nostalgic and remember their first boy-girl party.

Charlie is shocked when the handyman working on his house beats him out for Chloe's affections. Alan has no sympathy for Charlie’s distress.

Charlie starts to question his relationship with Chelsea when he hears that Mia is back in town. Meanwhile, Judith goes into labor and Charlie, Alan and Herb rush her to the hospital, on the sixth season finale.

Charlie is miffed over Alan's planned attendance of Chelsea's birthday party and suffers the indignity of having Jake chauffer him around following a license suspension.