Conclusion. As Charlie and Mia make wedding plans, Alan and Jake are concerned about where they will live. And Rose doesn't take the wedding news well. Leon: John Vance. Rev. Yarnell: Steven Shaw.
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Part 1 of two. Mia's dance troupe is in town and she reserves four ballet tickets for the Harpers, but Charlie is suspicious of her motives for seeing him again. Jennifer: Cheyenne Casebier. Theresa: Maria Tornberg. Mia: Emmanuelle Vaugier.
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When a girl (Stephanie Brown) invites Jake to his first boy-girl party, Charlie robs Alan of the chance to offer his son advice on women by beating him to the task. Alan also feels slighted that Charlie never gave him that much-needed advice in their youth. Ricky: Ralph Cole Jr.
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Alan falls for Jake's teacher (Julia Campbell), whose intelligence is a refreshing change from Kandi's flakiness. Meanwhile, Charlie helps Jake with his audition for the school musical.
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While Alan rushes to Kandi, who's living with Judith, to try and win his girlfriend back, Charlie sleeps with Kandi's mother (Gail O'Grady). Meanwhile, Kandi sets Judith up on a date with her dad (Kevin Sorbo). Kandi: April Bowlby.
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Alan's girlfriend (April Bowlby) moves in with him, and the new situation creates tension in the house.
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Alan starts paying his girlfriend's bills and runs into financial problems.
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Charlie is tricked by his mom and Alan into attending a jingle writers awards dinner, a prize he's never won, where he has to endure comments from a pompous multiple winner (Jon Lovitz). Gordon: J.D. Walsh.
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Alan does his best to avoid the awkwardness of having his 22-year-old girlfriend attend Jake's birthday party.
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Mia (Emmanuelle Vaugier) and Charlie clash over his lifestyle.
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Charlie and Mia (Emmanuelle Vaugier) decide to make love, but after the long wait, he's worried that he won't live up to her expectations. Meanwhile, Alan has his hands full with one of Charlie's former lovers. Kandi: April Bowlby. Alan: Jon Cryer.
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Charley uncharacteristically finds himself in a relationship that isn't based on sex.
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Charlie goes to a psychiatrist (Jane Lynch) to try and learn how to deal with Alan's emotional problems. Terry: Andrea Bendewald. Beth: Valerie Azlynn.
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Alan starts dating a Martha Stewart-like perfectionist (Josie Davis) who takes command of the house during the holidays. Alan: Jon Cryer. Charlie: Charlie Sheen. Jake: Angus T. Jones.
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Charlie helps Alan with his unhealthy need to always to gain approval from women. Charlie: Charlie Sheen. Alan: Jon Cryer.
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Cloris Leachman plays Charlie's wealthy neighbor who wants Alan to be her boy toy. Meanwhile, Jake wants to send money to a televangelist. Kim: April Bowlby. Hector: Phil Abrams. Jake: Angus T. Jones.
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Charlie dupes Jake into joining a ballet class just so he can flirt with the teacher (Emmanuelle Vaugier). Jake: Angus T. Jones. Alan: Jon Cryer. Charlie: Charlie Sheen.
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Martin Sheen guest stars as Rose's dad, who confronts Charlie and asks what his intentions are towards his daughter after an inebriated Charlie sleeps with Rose on her birthday. Margaret: June Squibb. Rose: Melanie Lynskey. Evelyn: Holland Taylor. Alan: Jon Cryer.
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Charlie is thrilled that he's dating a hot, exciting woman (Jodi Lyn O'Keefe), but Alan can't find much to like about her. In fact, he's sure that she has put a curse on both Charlie and him.
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Charlie becomes impotent when armchair psychoanalyst Rose tells him he has unresolved issues with his mom. Meanwhile, Alan gets angry when Charlie gives Jake advice about girls. Jake: Angus T. Jones. Rose: Melanie Lynskey.
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Alan lets Berta stay at Charlie's house for a few days, which causes a rift between the brothers and forces Alan to look for a new place to live. Berta: Conchata Ferrell. Jake: Angus T. Jones. Alan: Jon Cryer. Charlie: Charlie Sheen.
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When Charlie learns that Alan has been dating Judith and hoping to get back together, he does everything he can think of to keep them apart. Sandy and Mandy Bentley guest star. Judith: Marin Hinkle. Rose: Melanie Lynskey.
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Charlie answers phones at Alan's chiropractic office while his brother's away, and turns the place into a brothel when he hires a masseuse. Meanwhile, Alan has to meet with Jake's principal to discuss a picture Jake drew. Coco: Candace Kita. Tanya: Anna Pheil.
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Alan is laid up after falling off the roof, so Charlie spends a weekend caring for Jake, whose needs and wants interfere with Charlie's social life. Betsy: Kim Oja.
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