Guest stars
[edit]
Guest stars have included:
- Aisha Tyler as an adoption lawyer to whom Walden goes when he wants a child (season 12, episode 1)
- Alana de la Garza as Crystal, Laura Lang's assistant (season 1, episode 21)
- Alicia Witt as Dolores Pasternak, Jake's teacher who becomes a stripper (season 6)
- Allison Janney as Beverly, Alan's online dating partner (season 4)
- Amy Hill as Mrs. Wiggins, Alan's receptionist after Melissa leaves him (season 7)
- Annie Potts as Lenore, mother of Judith and Liz (season 7)
- Arnold Schwarzenegger as Lieutenant Wagner ("Of Course He's Dead", series finale)
- Brad Paisley as Derek (season 11, episode 22), Gretchen Martin's fiancé, before she broke it off to date Alan
- Brenda Koo as Julie (season 12, episode 7)
- Brit Morgan as a girl Walden picks up at a bar (season 10, episode 1)
- Brooke Shields as Danielle, Charlie and Alan's neighbor (season 4)
- Camryn Manheim as Daisy, Berta's sister (season 2)
- Carol Kane as Shelly, Melissa's mother (season 6)
- Chris O'Donnell as Jill/Bill Shrader, Charlie's transgender ex-girlfriend (season 1, episode 18)
- Christian Slater as himself (series finale)
- Christina Moore as Cynthia Sullivan, Judith's best friend (season 5)
- Chuck Lorre as himself, the program's producer ("Of Course He's Dead", series finale)
- Cloris Leachman as Norma, Charlie and Alan's neighbor, Alan's "sugar momma" and Charlie's former "sugar momma" (season 3)
- David Denman as Jack (season 12), an old friend of Walden whom he meets at the bar
- Deanna Russo as Laurel (season 12, episode 7)
- Denise Richards as Lisa, Charlie's former girlfriend (season 1, episode 10; season 2, episode 9)
- Diedrich Bader as Dirk, a Denver pawn-shop owner (season 11, episode 21)
- Diora Baird as Wanda, a girl who chases after Charlie when he is engaged to Chelsea (season 6, episode 16)
- Eddie Van Halen as himself (season 7, episode 1)
- Elvis Costello as himself, Charlie's support, whisky and cigar group buddy (season 2, episode 1)
- Emilio Estevez as Andy, Charlie's long-time friend who dies before him (season 6, episode 11)
- Emily Osment as Ashley, Jake's girlfriend (season 10, episode 20)
- Emily Rose as Janine (season 6, episode 12)
- Enrique Iglesias as Fernando, Charlie's carpenter/handyman (season 4, episode 23)
- Eric Allan Kramer as Bill (season 1)
- Erinn Hayes as Gretchen, a one-night stand of Alan's (season 8, episode 5)
- Fire Ice as Rapper Cool Dawgie
- Frances Fisher as Priscilla Honeycutt, Alan's patient (season 7, episode 19)
- Gail O'Grady as Mandi, mother of Kandi, ex-wife of Andy and brief love interest of Charlie (season 3)
- Garry Marshall as Garry, one of Marty's friends (season 11, episode 13)
- Gary Busey as himself, Alan's roommate in a sanitarium (season 9)
- Georgia Engel as Jean, Lyndsey's mother (season 9, episodes 19–20)
- Harry Dean Stanton as himself, Charlie's support, whisky and cigar group buddy (season 2, episode 1)
- Heather Locklear as Laura Lang, Alan's divorce attorney (season 1, episode 21)
- Hilary Duff as Stacy, a ditzy one-night stand of Walden's (season 10, episode 23)
- Ion Overman as Vicki, Charlie Waffles' supermarket pickup (season 5, episode 8)
- Iqbal Theba as Don, a taxi driver who Charlie insults (season 6, episode 13)
- Jack Plotnick as Mike (season 5, episode 18)
- Jaime Pressly as Tammy, Jake's cougar girlfriend (season 10)
- James Earl Jones as himself (season 6, episode 11)
- Jason Alexander as Dr. Goodman, Alan's doctor (season 9, episode 23)
- Jeff Probst as himself, Walden and Alan's love rival (season 11)
- Jenna Elfman as Frankie (season one, episodes 15 and 16) and as Dharma (season 9, episode 1)
- Jeri Ryan as Sherri, Charlie's and later Alan's girlfriend (season 2, episodes 5 and 19; season 9, episode 1)
- Jessica Collins as Gloria, one of Charlie's one-night stands (season 4, episode 11)
- Jodi Lyn O'Keefe as Isabella (season 3, episode 6)
- John Amos as Ed, boyfriend of Chelsea's father Tom (season 7)
- John Stamos as himself (seasons 9 and 12)
- Jon Lovitz as Archie Baldwin, Charlie's nemesis to win the advertising jingle award (season 3, episode 17)
- Josie Davis as Sandy, a girlfriend of Alan's (season 3)
- Judd Nelson as Chris McElroy, ex-husband of Alan's love interest, Lyndsey, and Eldridge's father (season 8)
- Julia Campbell as Francine, Jake's teacher (season 3)
- Kate Miner as Nadine Hore (season 11, episode 9)
- Katherine LaNasa as Lydia, Charlie's oedipal girlfriend and Evelyn's doppelgänger (season 4, episodes 6 and 10)
- Kathy Bates as "Charlie" in the afterlife (season 9, episode 22)
- Katy Mixon as Betsy, a married woman whom Charlie purports to marry after his breakup with Chelsea (season 7, episodes 7 and 16)
- Ken Jeong as a male nurse (season 2, episode 17)
- Ken Lerner as Dr. Levine (season 6, episode 24)
- Kevin Sorbo as Andy, father of Kandi, ex-husband of Mandi and brief love interest of Judith (season 3)
- Kris Iyer as Dr. Prajneep (season 1, episode 17; season 4, episode 16; season 5, episode 1)[60]
- Liz Vassey as Michelle (seasons 8–9)
- Lucy Lawless as Pamela, the ex-wife of the gay ad executive (season 2, episode 18)
- Lynda Carter as herself (season 11)
- Marco Sanchez as Hector (season 4, episode 12)
- Marilu Henner as Linda, Walden's older, more mature love interest (season 10, episode 23)
- Martin Sheen as Harvey, Rose's father and Evelyn's fling (season 3)
- Matthew Marsden as Nigel (season 9, episodes 15 and 17), Zoey's ex-husband
- Meagen Fay as Martha Melini, Chelsea's mother (seasons 6–7)
- Megan Fox as Prudence, Berta's granddaughter (season 1, episode 12)
- Michael Bolton as himself (seasons 10 and 12)
- Michael Clarke Duncan as Jerome Burnette, a retired football player, Charlie and Alan's neighbor and the father of Celeste Burnette (season 6)
- Mike Conners as Hugo, a brief love interest of Evelyn (season 4, episode 24)
- Mila Kunis as Vivian, a free-spirit hiker and Walden's love interest (season 11, episode 19)
- Morgan Fairchild as Donna (Charlie's ego) (season 4, episode 16)
- Nadia Bjorlin as Jill, a young woman who sleeps with Russell, and Evelyn's one-time lover (season 8)
- Noel Fisher as Freddie, Prudence's fiancé (season 1, episode 12)
- Orson Bean as Norman, an old man whose trophy wife had sex with Charlie (season 2, episode 24)
- Paget Brewster as Jamie Eckleberry, Charlie and Alan's high-school classmate (season 2, episode 12)
- Rena Sofer as Chrissy, the "mother" of Charlie's "son" (season 6, episode 1)
- Richard Kind as Artie, Charlie's manager (season 5, episode 8)
- Richard Lewis as Stan, Charlie's accountant (season 1, episode 14)
- Sam Lerner as Andrew, one of Jake's classmates (season 1, episode 8)
- Sara Erikson as Jennifer, Jake's one-time, older girlfriend (season 9, episode 17)
- Sara Rue as Naomi, Berta's daughter (season 4)
- Scott Bakula as Jerry, Ashley's ex-boyfriend (season 10, episode 20)
- Sean Penn as himself, Charlie's support, whisky and cigar group buddy (season 2, episode 1)
- Skyler Caleb as Serge (season 7, episode 5)
- Stacy Keach as Tom Melini, Chelsea's father (season 7)
- Stephanie Jacobsen as Penelope, Charlie's former lover (season 9, episode 2)
- Steve Lawrence as Steve, one of Marty's friends (season 11, episode 13)
- Steven Eckholdt as Brad, Alan's lawyer (season 7)
- Steven Tyler as himself, Charlie and Alan's neighbor and Berta's one-time employer (season 1, episode 4; season 4, episode 2)
- Susan Blakely as Angie, an author Charlie met at a bookstore (season 5, episodes 18 and 19)
- Taylor Cole as Melanie Laughlin (season 9)
- Teri Hatcher as Liz, Judith's sister (season 1, episode 19)
- Thomas Gibson as Greg (season 9, episode 1)
- Tim Conway as Tim, one of Marty's friends (season 11, episode 13)
- Tinashe Kachingwe as Celeste Burnette, Jake's ex-girlfriend (seasons 6–7)
- Tony Tripoli as Phillip, Evelyn's hairdresser (season 4)
- Travis Van Winkle as Dylan (season 9, episode 14), a young and rich man who briefly dates Lyndsey
- Tricia Helfer as Gail, Chelsea's friend (seasons 7 and 9)
- Wayne Wilderson as Roger, Evelyn's co-worker (season 4)
- Will Sasso as Andrew, a friend of Charlie's who works in a recording studio (season 7, episode 1)
- Willie Garson as Dr. Steven Staven, Lyndsey's gynecologist (season 10, episode 14)
- Yvette Nicole Brown as Mandy (season 1, episode 23)
- ZZ Top as themselves (season 7, episode 21)
As part of a crossover from the writers and executive producer of CSI: Crime Scene Investigation, George Eads made a brief cameo appearance on the May 5, 2008, episode.[61]
Charlie Sheen's real-life brother Emilio Estevez has guest-starred as an old friend of Charlie's;[62] his father Martin Sheen has appeared as Rose's father. Sam Sheen, the real-life daughter of Denise Richards and Charlie Sheen, appeared as Lisa's daughter on November 22, 2004.[63] Mila Kunis, Ashton Kutcher's fiancée and later wife, appeared on the show as his love interest in season 11.