WIWN-DT Judith is dating Jake's pediatrician (Ryan Stiles), and Alan is upset until Charlie points out that if she remarries, his alimony payments will end. 2026-05-03 Charlie tries to save Jake from school suspension by romancing his teacher, but the results are unfortunate. 2026-05-03 Charlie's mother, Evelyn, asks to borrow his Mercedes so she can impress a Saudi prince who she wants to buy real estate. 2026-05-03 Charlie meets his match when he falls for a woman who is better at playing hard to get than he is. 2026-05-03 Alan denies having shoplifted a toy as a child and fears he has a dark side, until Charlie admits he planted the toy on Alan to stay out of trouble himself. 2026-05-03 Charlie and Alan hire Berta's sister (Camryn Manheim) to cater a party their mother has conned them into throwing for her. 2026-05-03 Alan gets a taste of what Charlie's sex life is like when he meets a woman at the grocery store who fulfills his every fantasy. 2026-05-03 Charlie bumps into an old flame he once thought would be Mrs. Right (Denise Richards) and is pleased to learn her marriage did not work out. 2026-05-03 Charlie is tasked with writing a theme song to one of Jake's favorite comics; things heat up between Alan and Rose. 2026-05-03 Charlie is surprised when a woman, Gail, with whom he flirts in a bar, rejects his overtures and tells him that women around town have been comparing notes on his philandering; Jake mentions that he did an Internet search on Charlie's name and found something interesting; when Charlie logs on, he finds out that he's the subject of a very uncomplimentary new website called www.charlieharpersucks.co 2026-05-03 Alan's homely high-school friend (Paget Brewster) returns as a beautiful woman, and the brothers quickly begin competing for her attentions. 2026-05-03 The inimitable cop must prove that a flamboyant Hollywood gossip reporter was murdered by her former lover. 2026-05-04