Charlie's brother, Alan, and nephew show up unexpectedly.

Unsure how to discipline Jake, Charlie ignores him after the child 'forgets' to stop feeding the seagulls and leaves the door open. Meanwhile, Alan gets a surprise from Judith.

After Alan's attempt at a father/son weekend with Jake backfires, Charlie consoles his brother by getting him totally inebriated. Their Cab Driver offers unsolicited therapy.

When Charlie's longtime cleaning lady, Berta, quits her job, Charlie sends Alan to lure her back. Meanwhile, Alan places Charlie in charge of getting Jake ready for Judith.

Charlie reluctantly attends one of Jake's soccer games and soon makes a date with a sexy soccer mom. Meanwhile, two single mothers 'hit' on Alan--literally.

Charlie rethinks the way he treats women when he, Alan and Jake are forced to cheer up a pitiful Evelyn. Meanwhile, Charlie's lessons about screening calls from women backfire.

Charlie's beautiful friend Cindy frequently showers at Charlie's house after surfing. Jake sees a butterfly tattoo on Cindy's partially nude behind and later draws a picture of it.

When Alan and Judith argue during a rehearsal of a play that Jake and his classmates are rehearsing, Charlie is forced to handle a roomful of fourth graders alone.

Charlie likes his sweet new girlfriend, Wendy, but he becomes concerned when Jake forms a strong friendship with her. Wendy charms Evelyn as well.

When Charlie finds out that his favourite former girlfriend, Lisa, is getting married, he desperately tries to prove to her that he has become a better family man than her fiancé.

Charlie and Jake convince Alan to get a makeover when it appears Judith is moving forward since the breakup, sporting a new hairdo and new date.

When Charlie's cleaning woman, Berta, brings her sexy and rebellious 16-year-old daughter, Prudence, to Charlie's house, Jake develops a childish infatuation with her.

Alan worries that Charlie will become infected with Jake's contagious cold; however, Alan gets sick instead. Jake heals, and Charlie is fine.

When Charlie learns that his credit rating is ruined, and his debts are all overdue, he discovers that his accountant, Stan, is completely inept.

Charlie and Alan find Frankie, a sexy but seemingly crazy woman, hitting a car with a baseball bat. Despite Alan's warnings, Charlie becomes totally infatuated with her.

Frankie, whom Charlie and Alan brought home after finding her bashing her therapist's car with a baseball bat, explains why she's in hiding with her 8-year-old daughter.

Alan offends Charlie by choosing their crazy cousins as Jake's guardians if he and Judith were to die. Later, Alan does some errands and leaves Jake with Charlie.

Charlie agrees to meet with a former girlfriend who ended their relationship years earlier, leaving Charlie devastated. But Charlie's in for a huge surprise.

Judith's sinister-but-sexy sister, Liz, plans to attend Jake's 11th birthday party. Alan asks Charlie--who had sex with Liz in the coatroom at Judith and Alan's wedding--to behave.

Jake becomes a brooding musician when he continuously plays 'Smoke on the Water' on his guitar with an ever-present grumpy attitude. To cheer him up, Alan tries a father/son chat.

Alan takes Charlie to meet with his sexy and determined divorce attorney, Laura, after Judith expresses concern that Charlie is a bad influence on Jake.

Alan succumbs to Judith's demand that they take Jake to therapy every week, but he doesn't realise that he, too, is having issues.

When Jake imitates one of Charlie's sexist remarks in front of Judith's support group, the women decide that Charlie's home is an unfit environment for the child.

One of Charlie's many women fears she's pregnant. When Alan realises that this is not Charlie's first pregnancy scare, he suggests a permanent solution for Charlie--a vasectomy.