Charlie Harper (series star CHARLIE SHEEN) is a well-to-do bachelor with a house at the beach, a Mercedes in the garage and an easy way with women. His casual Malibu lifestyle was interrupted when his... more
When Jake's school principal demands to meet immediately with Alan concerning a picture Jake drew of a large-breasted schoolmate, Alan leaves a phone message asking Charlie to help, but Charlie doesn't... more
Charlie is dismayed to learn that Alan's recent dating spree has been with Alan's ex-wife, Judith. Charlie fears he will rarely get to see Jake if Alan and Judith reconcile. So Charlie does everything... more
Alan infuriates Charlie when he gives Berta permission to move into the beach house for a couple of days. Charlie reprimands Alan and informs him that he's just a houseguest and doesn't have the right... more
After a woman Charlie has been having sex with professes her love for him, he responds inappropriately and suffers from impotence. Later, Rose explains that Charlie's inability to have a long-lasting relationship... more
Charlie is thrilled that he's dating Isabella (JODI LYN O'KEEFE - "Nash Bridges"), a wild, sexually uninhibited woman--until Alan points out that she's a spooky Satan worshiper. Charlie is unfazed by Alan's... more
Charlie finds himself in a compromising position after getting drunk and spending the evening with his stalker, Rose, celebrating her birthday. He ends up being confronted by her father, Harvey (Golden... more
After Charlie's romantic overtures towards Mia (recurring guest star EMMANUEL VAUGIER - "Smallville," "One Tree Hill," "Saw II"), an attractive ballet teacher, are rejected, Charlie tries to prove to Alan... more
A wealthy, elderly woman named Norma (Academy Award and multiple Emmy Award winner CLORIS LEACHMAN - "Malcolm in the Middle," "Spanglish") is romantically interested in Alan. more
Alan organizes a family dinner to celebrate the publication of a newspaper article that describes him as a "good doctor, good neighbor and a good guy," but he's crushed when his mother, Evelyn, isn't impressed.... more
When Alan dates a cooking instructor, Sandy (JOSIE DAVIS - "Beverly Hills 90210"), both he and Charlie gain weight. But even as it becomes clear that Sandy is mentally unstable, Charlie refuses to allow... more
Charlie and Alan take Jake to a friend's house and go out for some sibling bonding at the movies, but their night is ruined when Alan freaks out after convincing himself that Jake was too eager to spend... more
No one believes Charlie when he says that his relationship with Mia (recurring guest star EMMANUELLE VAUGIER) is getting serious, and everyone really thinks he's lying when he confesses that he and Mia... more
After a month and a half of abstinence, Charlie is quite eager to consummate his relationship with Mia (recurring guest star EMMANUELLE VAUGIER). Unfortunately, there are still a few roadblocks, including... more
Charlie's lifestyle causes tension with Mia (recurring guest star EMMANUELLE VAUGIER). Charlie can't keep pace with the healthy routine that Mia has introduced into their relationship, so he sneaks cigars... more
Concerned that he is dating a woman half his age--and mortified to introduce her to Evelyn--Alan tries to avoid bringing his sexy 22-year-old girlfriend, Kandi (recurring guest star APRIL BOWLBY), to Jake's... more
When he is nominated for an advertising award, Charlie boycotts the banquet, having lost several years in a row to his cocky competitor, Archie (JON LOVITZ - "Saturday Night Live," "Happiness"). After... more
Alan gets into financial trouble because he keeps paying the expenses of his young girlfriend, Kandi (recurring guest star APRIL BOWLBY). When Kandi's old car breaks down, Alan leases a new one for her.... more
Kandi (recurring guest star APRIL BOWLBY) moves in with Alan and Charlie, causing tension in the house. Charlie's not happy to learn of the new arrangement, considering he himself has been having a dry... more
Charlie is now dating Kandi's (recurring guest star APRIL BOWLBY) mother, Mandi (recurring guest star GAIL O'GRADY). Meanwhile, Alan is depressed because Kandi has left him and is staying with bitter Judith,... more
Jake's teacher, Francine (JULIA CAMPBELL), calls Alan and Judith into her classroom to discuss Jake's lack of interest in school. Desperate to communicate with someone intelligent while continuing to see... more
When a cute girl from Jake's school invites Jake to a party, Charlie butts in on Alan's milestone moment with his son by offering his own words of wisdom on women. While Alan feels somewhat jealous that... more
When Charlie finds out that his ex-girlfriend, Mia (recurring guest star EMMANUELLE VAUGIER), is in town with her dance troupe and wants him to come to her performance, he opts not to go and tries to behave... more
With Charlie and Mia (recurring guest star EMMANUELLE VAUGIER) arranging their wedding, their families meet, and things immediately begin to fall apart. Rose takes Charlie's engagement news hard and makes... more