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Charlie Sheen talks sobriety and his desire to reconcile with Jon Cryer

For eight years, between 2003 and 2011, the sitcom Two and a Half Men starring Charlie Sheen and Jon Cryer was one of the biggest shows on television — but production had to be halted in 2011 after Sheen's drug addiction spiraled, and the network eventually decided to fire him. (He was replaced by Ashton Kutcher, and the show continued for three more seasons.)

Now, Sheen, who turned 60 on Sept. 3 and has been sober for eight years, is looking back at those tumultuous times in both a memoir (The Book of Sheen, out Sept. 9) and the Netflix documentary (aka Charlie Sheen, streaming Sept. 10). In the new PEOPLE cover story, he shares how grateful he is for Cryer's compassion in the documentary.

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by Anonymousreply 48September 6, 2025 6:19 AM

"The only person I didn't call personally to participate in the doc was Jon," Sheen says. (The two-part series also features Sheen's ex-wives Denise Richards and Brooke Mueller, and longtime friends Sean Penn and family members as well as Cryer and their Two and a Half Men creator Chuck Lorre.)

"And the only reason I didn't call him was because I didn't have the right number for him, so the director reached out to him. But when I saw everything that Jon spoke about, so honestly and very compassionately, I wrote to him and I said, 'Hey, thank you for your contributions, and I'm sorry we didn't connect personally. I hope to see you around the campus.' "

Sheen says he hasn't heard back, which isn't like his former costar. "I'm thinking I wrote to the wrong number. It's not like Jon did not respond. He's super responsible like that. So if you're reading this, Jon, DM me your new number!"

Sheen says he understands that Cryer, 60, had reason to be upset with him for letting his past addiction issues derail the trajectory of their hit show.

"It was really cool to hear from his perspective," Sheen says of everything Cryer talks about in the doc. "He was in the line of fire with all that stupid s--- going on, and it was affecting him and his family and his career and all that. I can't debate anything that he said."

Sheen was, however, surprised that Cryer suggested that Sheen's addictions possibly stemmed from his inability to believe in himself.

"He nailed that, and I'm so glad he opened that door, because it gave me a chance to really start thinking about that," Sheen says.

He continues, "Suddenly, I felt like I was on a couch in Jon's therapy office, and he was dead on. That's something that I've felt my whole life, because I had no formal training. I had no formal education, I didn't even finish high school. And suddenly I'm working and traveling, I'm a star and all this stuff. It just happened. There was no plan. And there was always the voice of doubt there, telling me it's only a matter of time before this all goes away, so to enjoy this as heartily as you can."

"That was really insightful of Jon, really, and compassionate," he adds.

As for fans begging for a Two and a Half Men reboot, in 2024 Cryer, said he didn't think it would likely happen.

"When Two and a Half Men was happening, Charlie was, like, the highest-paid actor in television," Cryer said on The View. "Yet, he blew it up, so you kind of have to think. I love him, 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."

While Sheen and Cryer have yet to publicly reconcile, Sheen has long since made amends with Two and a Half Men creator Chuck Lorre, with whom he worked again on the gambling drama Bookies. In 2011, Sheen publicly disparaged his former boss, something he says he still regrets to this day.

"We had a wonderful relationship for over eight years on Two and a Half Men. And then things happened," Lorre said in 2024, referencing their public fallout and 12-year feud. "And so to find our way back to having that friendship again, and I'm a big admirer of his work, I always have been. It's never been about the work. The work is impeccable."

Now that he's been sober for eight years, Sheen says his biggest remaining regret is how things ended the way they did on Two and a Half Men.

"I regret that specifically still," he says. "I think if I hadn't done what I had, I could be living a different life right now. All my problems wouldn't be what they are. But you just don't know that."

One thing he does know is that he plans on remaining clean and sober. In the documentary, Cryer says he's nervous to even talk about Sheen, in case things go sideways with him again.

"I think he's justified to feel that way, because that's kind of the historical pattern, but that's not the case today," Sheen says. He smiles and adds, "And I'm going to go out of my way to make him wrong every single day."

by Anonymousreply 1September 3, 2025 9:15 PM

If Charlie Sheen and Jon Cryer were to vanish into thin air, how would you redecorate your bathroom? I'd paint mine a light teal-ish Caribbean blue. Maybe get a tiny potted palm.

by Anonymousreply 2September 3, 2025 9:17 PM

I'm glad Charlie is ok but I don't believe he was all that innocent as many have speculated on here. Look at what Corey Haim said. Denise implied he was into some hard core stuff porn wise, or illegal.

I don't blame Jon C for not wanting to work with him again.

by Anonymousreply 3September 3, 2025 9:19 PM

[quote] I'm glad Charlie is ok but I don't believe he was all that innocent as many have speculated on here. Look at what Corey Haim said. Denise implied he was into some hard core stuff porn wise, or illegal.

That whole period of Charlie's life could be attributed to his hard core drug use.

He was a serious mess in his youth.

After all, he engaged in such risky behavior as to contract HIV. For a "straight" guy, you have to wonder what in the hell he was doing.

Charlie sounds like he has a lot more clarity now, and I'm sure that in his sobriety, he realizes how fucked up he was acting at the time.

I'm willing to give him a pass on this one, because he was in the depths of addiction.

He's not acting crazy anymore, and he's trying to make amends. So good for him.

by Anonymousreply 4September 3, 2025 9:26 PM

Did he rape Corey haim?

by Anonymousreply 5September 3, 2025 10:33 PM

R5 Corey F says he did

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by Anonymousreply 6September 3, 2025 10:48 PM

Sheen is very lucky to be alive.

by Anonymousreply 7September 3, 2025 11:02 PM

R5 but was it rape rape?

by Anonymousreply 8September 3, 2025 11:27 PM

I don’t believe Corey Haim.

by Anonymousreply 9September 3, 2025 11:32 PM

I don't believe there ever was a Corey Haim.

by Anonymousreply 10September 4, 2025 1:43 AM

I really liked Charlie in Platoon. That is one good movie.

by Anonymousreply 11September 4, 2025 1:50 AM

[quote]Corey F says he did

I wish it were someone with more credibility than Corey Feldman saying it.

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by Anonymousreply 12September 4, 2025 2:02 AM

[quote] Did he rape Corey haim?

Corey Haim was totally fuckable back then...

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by Anonymousreply 13September 4, 2025 2:06 AM

I'm impressed with the quote from Cryer. He wishes Sheen well but then remarks that he would be reluctant to work again with him. Very classy but honest. Cryer gave a sane response.

If the reunion $$$ was right, many actors in Cryer's position would agree to the reunion and then give word salad explanations to excuse Sheen's prior efforts to sabotage the show.

by Anonymousreply 14September 4, 2025 3:24 AM

His dad is one of my favorite actors of all time.

by Anonymousreply 15September 4, 2025 3:42 AM

Jon Cryer is a classy guy. His peers rewarded his sanity and fairness with a couple of Emmys (deserved I think, much more so than when TR Knight was awarded after for putting up with the Isaiah Washington called him a “faggot” and lied about it).

Andrew McCarthy (before he made that whiny documentary Brat) wrote about how Cryer was “needy” on the set of Pretty In Pink. But McCarthy claims his career was derailed by the Brat Pack label when every else managed to move on.

[quote] After all, he engaged in such risky behavior as to contract HIV. For a "straight" guy, you have to wonder what in the hell he was doing.

Sharing needles.

by Anonymousreply 16September 4, 2025 3:56 AM

r16 I think he was also letting trannies rail him.

by Anonymousreply 17September 4, 2025 4:13 AM

"...has been sober for eight years". Sure, Jan.

Jon Cryer is a Republicant.

by Anonymousreply 18September 4, 2025 4:46 AM

Magas think all lefties are mentally ill. Lefties think anyone who isn’t a hardcore leftie is Maga.

by Anonymousreply 19September 4, 2025 4:51 AM

Sheen's meltdown was so destructive and so spectacular that I could never believe again he was honest about anything.

And it ruined the show (which was never that good to begin with, but that's another story). if I were Cryer I'd do exactly what he's doing: wish Sheen well, and never come near him again.

by Anonymousreply 20September 4, 2025 4:53 AM

[quote]Jon Cryer is a Republicant.

Sure, R18.

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by Anonymousreply 21September 4, 2025 11:12 AM

April 2025:

[quote]Appearing on “The MeidasTouch Podcast” Wednesday, Cryer walked back his earlier comparison of Sheen and Trump while expressing his ongoing distaste for the current commander in chief.

[quote]“To be clear, as many of the issues that Charlie faces, I do think he’d be a better president,” he quipped. “So ... I don’t know that it’s fair to completely lump the two of them together.”

[quote]Cryer made his headline-making assessment of Trump in 2016, when the future president was still a first-time candidate.

[quote]“I have been pointing out, and I have been screaming to the rooftops, that Donald Trump is the Charlie Sheen of politics,” the actor said during an appearance on the “Never Not Funny” podcast that year. “I love Charlie Sheen, I loved working with him when he was sober, but ... he’s full of shit. He has been full of shit, he has serious addiction. His addiction is obviously serious ... but Trump is just addicted to feeling important.”

[quote]In his “MeidasTouch Podcast” chat, Cryer clarified that any similarities between Sheen and Trump were simply in their communication styles ― at least at the time when Sheen was experiencing drug and alcohol addiction.

[quote]“The thing I was pointing out was that, at the time when I made that comment, Charlie was still just going off and saying whatever stupid ‘tiger blood’ comments he was making,” he explained. “And Trump has always been comfortable with saying whatever stupid thing he said, because people wrote him off as harmless and didn’t hold him responsible for those things.”

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by Anonymousreply 22September 4, 2025 11:16 AM

R18 is a fat liar.

by Anonymousreply 23September 4, 2025 11:16 AM

Years and years ago, someone commented here on the DL that they used to party with Martin Sheen when Emilio and Charlie were teenagers. Martin had a big spread and it was druggie central from the sound of it. Emilio was old enough to have his own set of friends and was able to escape that scene. But Charlie was younger and got passed around apparently. Martin was too high all the time to even know what was going on. I believe that poster and it explains why Charlie is such a fuck up. I really like Martin as an actor and his political leanings, but he sounded like a shit father.

by Anonymousreply 24September 4, 2025 11:54 AM

Joe is the real star of that family

by Anonymousreply 25September 4, 2025 1:05 PM

[quote] But Charlie was younger and got passed around apparently.

"Passed around," as in sex?

Men or women?

by Anonymousreply 26September 4, 2025 4:24 PM

Jon Cryer is frequently on Bluesky, and he’s not a repug in any way, shape or form.

by Anonymousreply 27September 4, 2025 5:13 PM

If anyone's interested, Jon Cryer was a guest on the 80s TV Ladies podcast a few months ago. It's a really enjoyable interview/conversation (two hours, split into two parts). Toward the end of Part 2, they asked him if he's in contact with Charlie. He said no ("it got really weird"), but mentioned that he'd been interviewed for an upcoming documentary, after Charlie had sent him a note asking him to -- which really surprised him. (but of course, he's pleased Charlie is doing better, wishes him all the best, etc.)

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by Anonymousreply 28September 4, 2025 5:32 PM

"Political views When Cryer did not make a public endorsement for the 2012 election, his spokeswoman said that the 2008 report aligning him with the Republican Party was a "mistake" and that Cryer was "not really political."

My bad.

by Anonymousreply 29September 4, 2025 5:50 PM

Martin Sheen and his wife were NUDISTS when Charlie was a kid and teen. The parents would walk around naked in their home while Charlie’s friends were over. How fucking creepy. Dad also was a falling down drunk who would hit Charlie.

by Anonymousreply 30September 4, 2025 6:07 PM

[quote] Martin Sheen and his wife were NUDISTS when Charlie was a kid and teen. The parents would walk around naked in their home while Charlie’s friends were over. How fucking creepy.

I believe Larry Hagman did that too.

This is him with his two kids, all naked in a hot tub.

I guess it was a thing in the 1970s.

Fraus today would need the VAPORS if they ever saw this.

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by Anonymousreply 31September 4, 2025 6:22 PM

One reporter started an interview with Cryer saying: You're not gay, you're not Jewish and you're not Matthew Broderick.

by Anonymousreply 32September 4, 2025 6:47 PM

[quote] [R16] I think he was also letting trannies rail him.

Your terminology is offensive and retrograde. The proper term is "penised person."

by Anonymousreply 33September 4, 2025 7:53 PM

[quote] I think he was also letting trannies rail him

Is "Railed By A Trannie" the 2025 version of "Touched By An Angel?"

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by Anonymousreply 34September 4, 2025 7:56 PM

R26, men. They would feed him drugs to make him more pliant.

by Anonymousreply 35September 4, 2025 7:58 PM

Isn’t Martin Sheen a lefty Catholic? It’s weird to think of him nude, drunk, letting druggy friends rape his kid.

by Anonymousreply 36September 4, 2025 8:16 PM

R36, the person who posted that account said Martin was so continually fucked up he probably didn't know what was going on. They lived on a large property and the kids were left to their own devices, 70s style. Not excusing Martin at all, but the account made him sound more so like a drugged-out hippie who was in a haze for years rather than a psycho who was knowingly pimping out his kids. Still fucked Charlie up, though.

by Anonymousreply 37September 4, 2025 9:11 PM

Larry Hagman was also an avowed LSD LOVER.

by Anonymousreply 38September 4, 2025 10:14 PM

[quote]Charlie Sheen talks sobriety

Now THERE'S a sentence you don't see every day!

by Anonymousreply 39September 4, 2025 10:58 PM

I blame his grandfather.

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by Anonymousreply 40September 4, 2025 10:58 PM

Charlie was a hot piece of ass when he was younger.

Emilio must be VERY grounded, to have survived that craziness.

by Anonymousreply 41September 4, 2025 11:09 PM

[quote]Martin had a big spread and it was druggie central from the sound of it. Emilio was old enough to have his own set of friends and was able to escape that scene. But Charlie was younger and got passed around apparently. Martin was too high all the time to even know what was going on. I believe that poster and it explains why Charlie is such a fuck up.

I don't remember if it was the DLer who said this, but someone suggested something happened to Charlie when they went to the Philippines to film Apocalypse Now.

[quote]Not excusing Martin at all, but the account made him sound more so like a drugged-out hippie who was in a haze for years rather than a psycho who was knowingly pimping out his kids.

That's always been my impression.

by Anonymousreply 42September 5, 2025 1:38 AM

[quote] Martin Sheen and his wife were NUDISTS when Charlie was a kid and teen

They were in California during the 70s. This was or for the course.

by Anonymousreply 43September 5, 2025 1:59 AM

[quote] I don't remember if it was the DLer who said this, but someone suggested something happened to Charlie when they went to the Philippines to film Apocalypse Now.

No, it was Emilio Estevez. In the father-son memoir he wrote with Martin to promote their film about walking THE WAY about the Camino de Santiago de Compostella, his mother thought Emilio was always so straight edge. But she didn’t know Emilio and Laurence Fishburne would sneak out and go partying around Manila when he was a 14 and got it out of his system early. and was very ready to go to high school and get involved in teen life instead of moving with the whole family anytime his father worked on location on set.

Emilio and Martin got into a knock down, drag out fight about it in the Philippines until it was broken up by a tentative Marlon Brando, who used to invite himself over to the Estevez household when he would smell them cooking dinner (big fucking surprise there).

After that, Martin had his heart attack, found Jesus and became sober. Because the whole family did everything together, he was really surprised that his wife and kids had no interest in going to Church with him.

Charlie was named after Martin’s brother Carlos, who was also an addict and who Martin’s wife banned from the house at one point.

by Anonymousreply 44September 5, 2025 2:09 AM

I don't know about that, thanks, R44.

I could have sworn, in one of the Corey Haim threads, someone specifically mentioned Charlie and Apocalypse Now, but maybe not.

by Anonymousreply 45September 5, 2025 4:01 AM

Sheen was on GMA today admitting he had sex with men. He also said he was being blackmailed about this and decided to admit the truth.

by Anonymousreply 46September 5, 2025 11:50 AM

[quote] Charlie Sheen and Denise Richards Reunite on the Red Carpet for the First Time Since Their 2006 Divorce

Charlie Sheen and Denise Richards are back on the red carpet!

Nearly 20 years after their tumultuous 2006 divorce, the former couple attended the Los Angeles premiere of Sheen’s new Netflix documentary, aka Charlie Sheen, on Thursday, Sept. 4.

The two-part doc — in which Sheen, 60, candidly tells the story of his career and his journey to sobriety — features interviews from his ex-wife Richards, 54, along with his third wife, Brooke Mueller, his Two and a Half Men costar Jon Cryer, his former boss Chuck Lorre and even his former drug dealer Marco.

Sheen and actress Richards posed for photos together on the red carpet and were snapped sharing a hug, as well as posing with the documentary’s director, Andrew Renzi. While Sheen wore a black tartan suit jacket, crisp white shirt and blue jeans, Richards sparkled in a sequin bandeau top and flared satin pants.

The actor and Richards, who were married from 2002-2006, last walked the red carpet together in 2005. During their relationship they were no strangers to the red carpet, attending the likes of the 2002 Golden Globes, the 2003 premiere of Scary Movie 3 and the 2005 SAG Awards.

More recently, they were last spotted together publicly when Sheen made an appearance on the April 1 episode of Richards’ Bravo reality show, Denise Richards & Her Wild Things.

The exes reunited for a dinner with their 20-year-old daughter Lola (the pair also share daughter Sami, 21), and offered a rare glimpse into their dynamic.

“You know what's so funny?” Lola told her parents on the show. “I could never picture you guys being married. Like, sometimes I think about if you were still married and we all lived in the same house."

“We would have had fun!” Richards replied, before tapping Sheen on the shoulder. “Right, Charles? We would’ve.”

“Sure, we would have,” Sheen agreed.

“I'm so glad we all had dinner. We should do it more often,” Richards later said, jokingly adding, “People would think we're f— nuts saying that.”

The release of Sheen’s documentary is coinciding with the publication of his memoir, The Book of Sheen (out Sept. 9).

“It’s not about me setting the record straight or righting all the wrongs of my past,” Sheen exclusively told PEOPLE of releasing both projects at once, adding that it was something that just happened coincidentally.

“Most of my 50s were spent apologizing to the people I hurt. I also didn’t want to write from the place of being a victim. I wasn’t, and I own everything I did. It’s just me, finally telling the stories in the way they actually happened,” he continued, joking, “The stories I can remember, anyway.”

aka Charlie Sheen streams on Netflix starting Sept. 10.

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by Anonymousreply 47September 5, 2025 4:35 PM

I think it's hilarious that Charlie is the one who has his life together now, and Denise Richards is the one whose life is totally fucked up.

by Anonymousreply 48September 6, 2025 6:19 AM
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