The cast of “Two and a Half Men”: Where are they now?

Men, men, men, men, manly men!

Playing out like a modern-day Odd Couple, Two and a Half Men charmed viewers with the ongoing antics of hedonistic bachelor Charlie (Charlie Sheen), who gets saddled up with his high-strung brother Alan (Jon Cryer) and his nephew Jake (Angus T. Jones) after Alan’s divorce.

Over 12 seasons, the hit CBS sitcom found massive success, scoring 40-plus Emmy nominations, including Outstanding Comedy Series, and helped Cryer win in his respective category. But for a while, the off-screen drama stole the spotlight, causing one and a half of the original men to leave.

After name-calling Men creator Chuck Lorre, demanding a raise despite being the then-highest-paid TV actor, and conducting bizarre interviews (remember "Tiger Blood?"), Sheen was fired and replaced by Ashton Kutcher for the final four seasons. But some grudges don’t last forever in Hollywood, as Lorre and Sheen have reportedly reconciled and united on the Max series, Bookie.

Join Entertainment Weekly as we look back at the Two and a Half Men cast to see where they are now.

Charlie Sheen (Charlie Harper)

Like his brother Emilio Estevez, Charlie Sheen followed the footsteps of his famous father Martin Sheen right into an acting career. He first emerged in ensemble films like Platoon (1986), Young Guns (1988), and Eight Men Out (1988) before starring in the 1991 action movie spoof Hot Shots! (and 1993's Hot Shots! Part Deux), which also featured his future Two and a Half Men sibling Jon Cryer.

Other notable Sheen film appearances include Wall Street (1987) with his father, The Three Musketeers (1993), the Major League movies (1989, 1994), and the Scary Movie franchise (2003, 2006, 2013). In 2000, Sheen began filling in for Michael J. Fox on the ABC political sitcom Spin City — playing the first of many characters named Charlie — and took to the medium so well that his follow-up role on Two and a Half Men brought him success... until his well-documented railing got himself fired.

"There are a lot of great memories [on Two and a Half Men]. Years of great memories, when we were cooking with gas and we were delivering something that people were really invested in, really enjoying, and were really connected to," Sheen told Deadline while looking back on the series in December 2023. "I mean, we were working really hard on that show, in every aspect of the production, from the writers room to the crew, to the cast. Everybody. We knew what we had, and the value of taking the time to create it properly."

Sheen left the show in 2011 after 178 episodes and quickly went on to star on Anger Management, which ran for three seasons on FX. Since then, he’s made a few TV guest appearances, including his two-episode stint on Bookie with his old boss, Chuck Lorre.

Sheen has five children, including two with ex-wife Denise Richards, and two with ex-wife Brooke Mueller.

Jon Cryer (Alan Harper)

Prior to Men, Jon Cryer was best known for his portrayal as the offbeat Duckie in the 1986 John Hughes teen movie Pretty in Pink, which he followed with not-quite-as-successful teen movies like Morgan Stewart’s Coming Home (1987) and Hiding Out (1987). He also appeared in the 1987 film Superman IV: The Quest for Peace. Additionally, he starred and wrote a few movies — The Pompatus of Love (1996) and Went to Coney Island on a Mission from God... Be Back by Five (1998) — and had TV roles on the series Partners, Getting Personal, and The Trouble With Normal before finding a long-term gig with Two and a Half Men.

Being the only main cast member to stay throughout all 12 seasons of Two and a Half Men, Cryer wound up winning two Emmys for his work on the seminal series: Outstanding Supporting Actor in a Comedy Series in 2009 and Outstanding Lead Actor in a Comedy Series in 2012. Reflecting on his former costar's 2011 breakdown, Cryer told The View in 2024, "[Charlie Sheen] blew it up... I wish him the best, he should live in good health for the rest of his life, but I don’t know if I want to get in business with him for any length of time."

Post Men, Cryer’s most prominent role has been Lex Luthor, who he has portrayed on the CW Arrowverse series like Supergirl, The Flash, and Batwoman. In 2015, he released a memoir, So That Happened. Since December 2023, he stars alongside Abigail Spencer on the NBC sitcom Extended Family, in which he plays a man who cohabitates with his ex-wife (Spencer) to raise their kids post-divorce.

Cryer has two children, one with wife Lisa Joyner, and one with ex-wife Sarah Trigger.

Angus T. Jones (Jake Harper)

Like Charlie Sheen, Angus T. Jones eventually derided the series that had made him a star. The then-child actor had made a few movies like See Spot Run (2001), Dinner With Friends (2001), The Rookie (2002), and Bringing Down the House (2003) before getting cast on Men at 10 years old — becoming the most well-paid child actor in TV with an eventual salary of $350,000 an episode.

In 2012, then-19-year-old Jones made a video for a Christian group in which he pleaded with people to stop watching the show, saying: “I’m on Two and a Half Men, and I don’t want to be on it. Please stop watching it and filling your head with filth.” He left the show soon afterward. Jones later apologized for his rant and made a brief appearance on the series’ generally low-regarded two-part finale.

He appears to have left the entertainment industry after Men, with only two additional credits to his name: Horace and Pete and Bookie, the latter marking a Men reunion with Sheen and Chuck Lorre.

Ashton Kutcher (Walden Schmidt)

Prior to making a dramatic entry onto Men in season 9, Ashton Kutcher was no stranger to the sitcom, having achieved stardom on That '70s Show as Michael Kelso from 1998 to 2006. (And who could forget his hosting gig on Punk'd?) However, he also had a myriad of film credits under his belt — including Dude, Where's My Car? (2000), Just Married (2003), The Butterfly Effect (2004), Killers (2010), and No Strings Attached (2011) — before portraying Walden, an eccentric millionaire who buys Charlie’s house and, for some reason, lets Alan and Jake keep living there.

Reflecting on his experience in a 2020 interview on the WTF With Marc Maron podcast, Kutcher stated: “I had a really good time making [Two and a Half Men]. I actually went through a divorce on that show, which is a really hard thing to do.… Those people were all there for me and supported me while I was going through that, and it was phenomenal.”

The very next year after Men ended, Kutcher starred on Netflix's The Ranch from 2016 to 2020, which featured guest appearances from some of his former Men castmates, such as Cryer and Conchata Ferrell. He also earned film credits for Jobs (2013), Vengeance (2022), and Your Place or Mine (2023) and reprised his '70s Show role for an episode of the spinoff series That '90s Show.

Two years after divorcing actress Demi Moore in 2013, Kutcher married his ‘70s Show costar Mila Kunis, with whom he shares two children.

Melanie Lynskey (Rose)

After making her screen debut opposite Kate Winslet in Heavenly Creatures (1994) — followed by memorable appearances in the films Ever After: A Cinderella Story (1998), But I'm a Cheerleader (1999), Coyote Ugly (2000), and Sweet Home Alabama (2002) — Melanie Lynskey was cast as Charlie’s obsessive admirer, Rose, in what turned out to be a huge sitcom hit.

Although Lynskey has kind comments about her Men costars, she told Vulture in 2022 that she wasn’t a huge fan of her time on the show. “It was literally the least they could possibly pay me, according to SAG,” she stated. “I did one season, and I thought, Oh, this is not for me… I wasn’t in every episode, but I couldn’t do any other work.” However, in 2023, the New Zealand actress expressed she wouldn’t rule out a Two and a Half Men reunion, saying, "There were moments on that show that were so fun."

Eventually, Lynskey branched out past Men into acclaimed projects like Up in the Air (2009), Togetherness, The Intervention (2016), Castle Rock, Mrs. America, Candy, The Last of Us, and Yellowjackets. Her voice also shows up in occasional animated work, such as Over the Garden Wall and HouseBroken.

Lynskey divorced Westworld actor Jimmi Simpson in 2014 and is now married to Gravity Falls voice actor Jason Ritter. Together, they have one child.

Marin Hinkle (Judith Harper-Melnick)

Before Two and a Half Men, Marin Hinkle's highest-profile role was as a series regular (another character named Judy) on the ABC dramedy Once and Again. Hinkle was on Men from the very first episode, in which Judith — Alan’s then-wife and Jake’s mom — tells Alan that their marriage is over because she is gay. She eventually remarried Herb (Ryan Stiles) and had another baby, but Judith was portrayed primarily as a villainous character.

"When we had sat down to do the pilot read-through, I had never done a multi-cam sitcom. So I was really afraid, I didn't consider myself a funny person," Hinkle told PeopleTV about her time on the show. "Angus [T. Jones] would be beside me, tickling me, telling me jokes...He would create levity for me, and I loved him for that."

After her role on Men, she landed multiple TV stints on series like Homeland, Speechless, and Madam Secretary, and appeared in films like Jumanji: The Next Level (2019). But her most prominent post-Men role is another complicated maternal figure: Rose, the mother of the titular character on Amazon Prime’s The Marvelous Mrs. Maisel. After scoring Emmy nominations for Outstanding Supporting Actress in a Comedy Series in 2019 and 2020 and wrapping up Mrs. Maisel in 2023, Hinkle went on to earn acting credits for The Company You Keep and Players (2024).

In real life, Hinkle is married to lawyer and theater director Randall Sommer; they have one child.

Conchata Ferrell (Berta)

Conchata Ferrell had been in the sitcom world for decades before her iconic role as Charlie’s housekeeper Berta on Men — for which she nabbed two Emmy nominations for Outstanding Supporting Actress in a Comedy Series.

"The best story about Berta is my audition," she told the A.V. Club in October 2014. "They asked me to come with an Eastern European accent. I liked the material very much. I love playing women who have the nerve to do things that I don’t have the nerve to do, and Berta is certainly one of those. So I worked it like they wanted, but I also worked it in my own voice.”

Ferrell made her screen debut in a 1974 episode of Maude, followed by getting cast as a sex worker on the short-lived sitcom Hot l Baltimore, a role she also played off-Broadway. The actress later appeared in movies like Network (1976), Edward Scissorhands (1990), True Romance (1993), Mystic Pizza (1998), and Erin Brockovich (2000). However, most of Ferrell’s career was spent on the small screen, with dozens of guest appearances on L.A. Law (which earned her an Emmy nomination), Friends, Buffy the Vampire Slayer, ER, and more.

Post-Men, Ferrell appeared in an episode of Grace and Frankie and five episodes of Ashton Kutcher’s Netflix series, The Ranch.

Ferrell died of cardiac arrest in 2020 at age 77. She is survived by her husband of many years (Arnie Anderson), one daughter, and two stepdaughters.

Holland Taylor (Evelyn Harper)

Holland Taylor was also a TV series staple before her role as Charlie and Alan’s less-than-maternal mother on Two and a Half Men. When discussing her onscreen son Charlie Sheen with Parade in June 2015, she said, "Anybody who’s spent time with Charlie likes him. He’s as smart a person as you’ll ever find."

After starting out on various soap operas in the ‘70s, she portrayed the boss of Tom Hanks and Peter Scolari on the 1980s sitcom Bosom Buddies. Prior to playing a judge on The Practice from 1998 to 2003 — a role she won an Emmy for — Taylor's other notable projects included Romancing the Stone (1984) and its 1985 sequel, She’s Having a Baby (1988), Alice (1990), One Fine Day (1996), The Truman Show (1998), Legally Blonde (2001), and more.

While on Two and a Half Men, she popped up in several episodes of The L Word; appeared in the films The Wedding Date (2005) and Baby Mama (2008); and wrote and starred in Ann, a one-woman show about former Texas governor Ann Richards. After Men, she earned more acting credits for Mr. Mercedes, Hollywood, The Chair, Quiz Lady (2023), and Billions. Taylor is currently seen on Apple TV+’s award-winning series The Morning Show as network higher-up Cybil Richards.

Taylor has been in a relationship with Emmy-winning actress Sarah Paulson since 2015.

Courtney Thorne-Smith (Lyndsey McElroy)

Even though she doesn't appear until season 7, Lyndsey is probably Alan’s longest relationship (off and on) throughout the series. However, their relationship is volatile — to say the least.

Before Men, Courtney Thorne-Smith already had a solid TV pedigree with roles on three long-running series: Allison on the Fox nighttime soap Melrose Place; Georgia on Fox's legal dramedy Ally McBeal; and Cheryl on the ABC sitcom According to Jim. In 2007, she also released a novel, Outside In.

Since the CBS sitcom, she’s made a few TV guest appearances, like playing a Melrose-like character on Fresh Off the Boat and popping up in an episode of Mom.

Divorcing genetic scientist Andrew Conrad after a year of marriage in 2001, Thorne-Smith married businessman Roger Fishman in 2007 and gave birth to their son a year later.

April Bowlby (Kandi)

April Bowlby landed a spot on Two and a Half Men early in her Hollywood career. Appearing in 15 episodes throughout the series, Bowlby's young and dimwitted Kandi plays a part in the show's frequent romantic overlap, as she has a fling with Charlie and then subsequently marries Alan — which ultimately ends in divorce. But as we see in the series finale, Kandi achieves stardom in her own right.

"I just thought [Kandi] was a fun character. She could get away with anything and was super-lovable," she told Cream Magazine in February 2021. "She’s also very na?ve but in an appealing way. I think the writers wrote her part well...[and] the character really worked for me."

During Men's run, Bowlby appeared in the 2009 film The Slammin’ Salmon, and had a longer stint as quirky model Stacey — the BFF of the title character — on Lifetime’s Drop Dead Diva. She’s also had guest appearances on shows like Mom, How I Met Your Mother, You’re the Worst, and The Big Bang Theory. From 2019 to 2023, she reprised her Titans role as Elasti-Girl on Max's offbeat superhero series Doom Patrol.

Bowlby is married to filmmaker Matthew Cooke (How to Make Money Selling Drugs). Together, they have one son.

Jennifer Taylor (Chelsea Melini)

Already having credits for TV series like Pacific Blue, Diagnosis Murder, and Yes, Dear and movies such as Wild Things (1998) and Rumor Has It (2005) to her name, former model Jennifer Taylor came on Two and a Half Men portraying Chelsea, who becomes Charlie's fiancée around seasons 6 and 7. Of course, with Charlie being Charlie, it doesn't work out long-term, but he is uncharacteristically devastated when his relationship with Chelsea ends.

"When I was on [Two and a Half Men], the day-to-day experience was wonderful. I got along with Charlie [Sheen] really, really well," she told Fox News Digital in November 2022. "I was finishing my bachelor's degree at the same time. I came to work, and I came home.... Working on that sitcom was my first really big job. And I was just so glad to be there."

Post-Men, Taylor has appeared on Shameless, The Young and the Restless, and Saved by Grace. She’s also made many TV movies, including Stalked by My Mother (2016) and My Best Friend the Baby Snatcher (2023). In 2023, she worked with Chuck Loore once again in an episode of Bookie.

The actress is married to Paul Taylor, with whom she shares two children.

Amber Tamblyn (Jenny Harper)

When Angus T. Jones left the series, Amber Tamblyn was brought in as Charlie’s long-lost daughter, Jenny, a lesbian actress who had inherited her father’s womanizing tendencies. Even though she had never done a sitcom before, Tamblyn told Yahoo! News in 2013 that being on the show was “hands down one of the best experiences of my 20-year career.”

The daughter of West Side Story actor Russ Tamblyn, Tamblyn was already familiar to audiences after getting her start on the ABC soap General Hospital and then her starring role as Joan on Joan of Arcadia. Although she was mostly recognized for being a member of The Sisterhood of the Travelling Pants (2005, 2008), she had other notable performances in films like The Ring (2002), 127 Hours (2010), and Django Unchained (2012).

Tamblyn followed her Men role with a series regular gig on FX on Hulu's Y: The Last Man, as well as a few appearances in episodes of Inside Amy Schumer. She also acted alongside Julia Louis-Dreyfus in Nicole Holofcener's 2023 film You Hurt My Feelings. The actress is also a prolific writer, from volumes of poetry (Free Stallions, Bang Ditto) to novels (Any Man) to nonfiction (Era of Ignition: Coming of Age in a Time of Rage and Revolution).

Tamblyn is married to comedian and Arrested Development star David Cross; they have one child.

Jane Lynch (Dr. Linda Freeman)

Jane Lynch's therapist Linda Freeman offers a much-needed dose of common sense in her drop-ins throughout the series. She starts by trying to counsel Jake, but then helps both Alan and Walden come to terms with their divorces. (Charlie is a bit more resistant to therapy.)

Speaking of her former Men costar Charlie Sheen, Lynch told The Advocate in July 2016: "He's one of the nicest guys and a true leader on that set. He's going through his stuff now, but there's a really solid, wonderful person in there, and I love him very much."

If we went over Lynch’s career in this space, obviously it could easily take over this whole article. She primarily came to prominence as a member of Christopher Guest’s mockumentary ensemble in films like Best in Show (2000) and A Mighty Wind (2003). Then, of course, she created the iconic and multifaceted Glee villain Sue Sylvester, winning an Emmy and a Golden Globe. She won another Emmy for her portrayal of the outrageous comic Sophie Lennon on The Marvelous Mrs. Maisel.

Lynch also returned for the resurgence of the iconic Starz series Party Down, and received another Emmy nomination for playing Steve Martin’s character’s stand-in in Hulu’s Only Murders in the Building. In addition to a substantial voice-over career — from Wreck-It Ralph (2012) to American Dad! — Lynch also hosted game shows like Hollywood Game Night and Weakest Link.

Lynch divorced psychologist Lara Embry in 2014, with whom she shares three children. She married screenwriter Jennifer Cheyne in 2021.

Ryan Stiles (Herb Melnick)

Ryan Stiles started out as a standup comedian, and had a long sitcom history as a member of the ensemble cast on The Drew Carey Show — as well as a member of the improv troupe on Whose Line Is It Anyway? He also costarred with Charlie Sheen and Jon Cryer in the Hot Shots! movies. So, Stiles fit right into the Two and a Half Men cast with occasional appearances as Herb, Judith’s long-suffering post-Alan husband.

"[Two and a Half Men] is great for me...I can do 10 or 11 shows a year and keep up [with] everything — you know, medical and all that stuff I need to keep up," he told the Ithica Times in May 2011. "And they give me funny stuff to do, I'm one of those people on the show that comes in with a funny line and leaves, you know?"

Since the end of the sitcom, Stiles has only had a few acting credits for American Housewife, Young Sheldon, and a voice-over on Ted Lasso, but can still be seen in every episode of Whose Line, which began in 1998 and ran until 2007, then returned in 2013 and is wrapped up its final season in 2024.

Stiles has been married to Patricia McDonald since 1988, and they have three children together.

Related content:

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• Jon Cryer reflects on "internet s---storm" of working with Charlie Sheen on Two and a Half Men

• Chuck Lorre developing new comedy series from The Big Bang Theory universe
  

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