Charlie has a pregnancy scare involving one of his one-night stands and decides to go for the big “V,” and we're not talking Vegas. Dr. Sperlock: Terry Rhoads. Naomi: Jenna Gering. Paul: Byrne Offutt. Berta: Conchata Ferrell.
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When Jake repeats one of Charlie's sexist remarks in front of Judith's support group, the women convince Judith to stop Jake's visits with his dad and Charlie. Linda: Romy Rosemont. Ruth: Cheryl White. Kathleen: Amy Farrington. Mandy: Yvette Nicole Brown.
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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. Dr. Linda Freeman: Jane Lynch. Darlene: Amanda Swisten. Annette: Jamie Day.
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Charlie plays a tricky game when he gets involved with Alan's divorce lawyer (Heather Locklear), who could make things difficult for Alan if she were, say, dumped by a self-centered lothario. Crystal: Alana De La Garza. Stuart: Marc Grapey.
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Jake's sullen mood baffles and bothers the family and prompts Alan and Judith to take him to a child psychologist (Jane Lynch). Vicki: Amanda Tosch. Jake: Angus T. Jones. Berta: Conchata Ferrell. Judith: Marin Hinkle.
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Judith's devious siren sister (Teri Hatcher) 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. Judith: Marin Hinkle. Evelyn: Holland Taylor. Rose: Melanie Lynskey.
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Chris O'Donnell plays one of Charlie's ex-girlfriends, who is now a man. It gets better: He starts dating Evelyn (Holland Taylor), who's clueless about his past history with her son. Leanne: Rebecca McFarland. Berta: Conchata Ferrel.
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Charlie's still brooding over Alan's choice of their cousin as Jake's guardian if both parents die when the boy has an accident while in his care and has to be rushed to the hospital. Dr. Prajneep: Kris Iyer. Nurse: Vernee Watson Johnson. Gonzales: Ski Carr.
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Charlie is perplexed when Frankie (Jenna Elfman), the mysterious woman temporarily living in the Harper household, begins falling for Alan and not him. Judith: Marin Hinkle.
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Jenna Elfman plays a mysterious, slightly crazed woman whom Charlie invites to stay at the house until she can settle some family problems. Alan: Jon Cryer. Charlie: Charlie Sheen. Jake: Angus T. Jones.
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Charlie's financial manager (Richard Lewis) informs the carefree jingle writer that he spends money faster than his royalty checks come in, and now he must go on a budget. Susan: Elena Lyons. Ted: J.D. Walsh.
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Charlie nurses an ailing Alan back to health so they can go on a double date with two sisters, one of whom Charlie's been wanting to date for a long time. Desiree: Johanna Black. Kathy: Lori Lively. Rose: Melanie Lynskey.
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Berta's granddaughter (Megan Fox) spends the day at Charlie's, which isn't a problem until he learns she's a beautiful, rebellious 16-year-old. Freddie: Noel Fisher. Berta: Conchata Ferrell. Rose: Melanie Lynskey. Judith: Marin Hinkle.
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When Alan is surprised to see that Judith has had a makeover and is dating a man, he decides to have Charlie help him transform his image. Alan: Jon Cryer. Jake: Angus T.Jones. Judith: Marin Hinkle. Charlie: Charlie Sheen.
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Denise Richards plays Charlie's engaged old love. Realizing he's losing someone special, Charlie plans a Thanksgiving dinner to convince her he's a family guy and that she should be with him. Sheldon: George Wyner. Lenore: Christine Rose.
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Charlie is convinced that a woman (Myndy Crist) who spent the night with him wants to turn their relationship into something serious after she befriends Jake and Evelyn. Dave: Christopher Jacobs. Evelyn: Holland Taylor.
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Alan tricks Charlie into joining him and Judith in leading Jake and his classmates in the school's annual music show. Ms. Tuttle: Deena Dill. Brianna: Abigail Mavity. Katie: Katelin Peterson. Luis: Jacob Urrutia. Judith: Main Hinkle.
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Judith is upset with Alan and Charlie when she learns that a surfer (Kristin Datillo) who uses Charlie's shower walks around half naked in front of Jake . Then Alan's worried when Judith and the surfer become friends. Judith: Marin Hinkle. Jake: Angus T. Jones. Alan: Jon Cryer.
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The guys go to Evelyn's house to meet the new man she's dating, and Charlie realizes the man's daughter (Krista Allen) is a woman he's trying to avoid. Tommy: Madison Mason. Evelyn: Holland Taylor. Charlie: Charlie Sheen.
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Alan and Charlie have encounters with some highly libidinous soccer moms, but with two very different outcomes. Kate: Liz Vassey. Gloria: Christine Dunford. Brooke: Tricia O'Kelley. Bill: Eric Allan Kramer. Alan: Jon Cryer.
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Charlie can't function when his housekeeper (Conchata Ferrell) storms off because of Alan's constant complaints, so Alan tries desperately to woo her back. Meanwhile, Rose comes to Charlie for dating advice. Rose: Melanie Lynskey. Jake: Angus T. Jones.
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Jake wants to go home to his mom after he gets sick, prompting Alan to think he's a failure as a husband and now as a father. Cab Driver: Darryl Sivad. Rose: Melanie Lynskey. Evelyn: Holland Taylor. Jake: Angus T. Jones.
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Despite warnings from Charlie, Jake continues to feed seagulls on the deck and the birds invade the house. Meanwhile, Charlie thinks Judith is taking advantage of Alan, who keeps going to her house to fix things. Jake: Angus T. Jones. Judith: Marin Hinkle. Alan: Jon Cryer. Charlie: Charlie Sheen.
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Carefree jingle writer Charlie Harper (Charlie Sheen) has his lifestyle altered when his uptight brother and his 10-year-old nephew (Jon Cryer, Angus T. Jones) move in with him. Evelyn Harper: Holland Taylor. Judith Harper: Marin Hinkle. Rose: Melanie Lynskey.
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