Unsure how to properly discipline Jake, Charlie ignores him after the child "forgets" to stop feeding the seagulls and leaves the door open. As a result, the gaggle of birds enters the house. Meanwhile,... more
When Alan's attempt to provide Jake with a fun-filled father/son weekend backfires, Charlie tries to console his brother by taking him to a local bar and getting Alan totally inebriated. As Alan and Charlie... more
Charlie's longtime cleaning lady, Berta (recurring guest star CONCHATA FERRELL), quits her job, and Charlie quickly realizes he can't function without her. When Alan tries to take Berta's place but doesn't... more
After a drunken night in Las Vegas, Charlie reluctantly attends one of Jake's soccer games. But Alan and Charlie soon discover the advantages of going to these matches. The players' mothers are quite attractive,... more
Charlie rethinks the way he treats women when he, Alan and Jake are forced to cheer up a pitiful Evelyn after her serious new boyfriend terminates their relationship. Meanwhile, Charlie teaches Jake some... more
Charlie's beautiful friend Cindy (KRISTIN DATTILO) frequently showers at Charlie's house after surfing. When Jake sees a butterfly tattoo on Cindy's partially nude behind and later draws a picture of it... more
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. The kids think Charlie is a loser until... more
Charlie likes his sweet new girlfriend, Wendy (MYNDY CRIST), but he becomes concerned when Jake forms a strong friendship with her. When Wendy charms Evelyn as well, Charlie worries that Wendy is expecting... more
When Charlie finds out that his favorite former girlfriend, Lisa (DENISE RICHARDS - "Scary Movie 3," "Undercover Brother"), is getting married, he desperately tries to prove to her that he has become a... more
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. Alan realizes he may truly be in need of a change when his... more
When Charlie's cleaning woman, Berta (recurring guest star CONCHATA FERRELL), brings her sexy and rebellious 16-year-old daughter, Prudence (MEGAN FOX), to Charlie's house, Jake develops a childish infatuation... more
Alan worries that Charlie will become infected with Jake's contagious cold; however, Alan gets sick instead. Jake heals, and Charlie is fine. Desperate to get a date with a sexy woman, Charlie volunteers... more
When Charlie learns that his credit rating is ruined, and his debts are all overdue, he discovers that his accountant, Stan (RICHARD LEWIS), is completely inept. At Alan's urging, Charlie tries to reduce... more
Charlie and Alan find Frankie (recurring guest star JENNA ELFMAN - "Dharma & Greg," "Looney Tunes: Back in Action"), a sexy but seemingly crazy woman, hitting a car with a baseball bat. Despite Alan's... more
Frankie (recurring guest star JENNA ELFMAN), the beautiful and intriguing lady whom Charlie and Alan brought home after finding her bashing her therapist's car with a baseball bat, explains why she's in... more
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, who's still sulking over Alan's will.... more
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 when he discovers that she is now a he, and... more
Judith's sinister-but-sexy sister, Liz (TERI HATCHER - "Lois & Clark: The New Adventures of Superman," "Tomorrow Never Dies"), plans to attend Jake's 11th birthday party. Alan asks Charlie--who had sex... more
Jake becomes a brooding musician when he continuously plays "Smoke on the Water" on his guitar with an ever-present grumpy attitude. In order to cheer him up, Alan tries a father/son chat, Charlie offers... more
Alan takes Charlie to meet with his sexy and determined divorce attorney, Laura (HEATHER LOCKLEAR - "Spin City," "Melrose Place"), after Judith expresses concern that Charlie is a bad influence on Jake.... more
Alan succumbs to Judith's demand that they take Jake to therapy every week because "it's what all the other divorced parents are doing," but he doesn't realize that he, too, is having issues ... with sleepwalking.... more
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. With the women's approval, Judith agrees... more
One of Charlie's many women fears she's pregnant, and Charlie is relieved when the lady finds out she's not. When Alan realizes that this is not Charlie's first pregnancy scare, he suggests a permanent... more