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Charlie Sheen Recalls Rift With Jon Cryer Amid Public Meltdown

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September 4, 2025
Reading Time: 4 mins read
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Charlie Sheen Recalls Rift With Jon Cryer Amid Public Meltdown

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Charlie Sheen is responding to a candid interview that Jon Cryer gives in a new documentary about his life. 

Sheen, who turned 60 on Wednesday, September 3, addresses his scandalous past in the doc aka Charlie Sheen, which debuts September 10, the day after his memoir, The Book of Sheen, hits bookshelves.

Cryer, who starred alongside Sheen in the CBS sitcom Two and a Half Men, participated in the film alongside the show’s creator, Chuck Lorre, as well as Sheen’s exes Brooke Mueller and Denise Richards.

“It was really cool to hear from [Cryer’s] perspective,” Sheen said in an interview with People published Wednesday. “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.”


Related: Jon Cryer Doesn’t Think Charlie Sheen ‘Knows My Number Anymore’

Jon Cryer and Charlie Sheen were costars on Two and a Half Men for eight seasons until Sheen was fired from the hit sitcom in 2011. “In the early years, the life with Charlie Sheen was great,” Cryer told Entertainment Tonight in June 2022. Production for Two and a Half Men was halted twice, first in 2010 and […]

Sheen told the outlet that he was moved by Cryer’s suggestion that imposter syndrome had fueled his substance abuse.

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“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 said. “He said, ‘He’s a guy that doesn’t believe he deserves the things he has, or that it was he earned,’ and I was like, ‘Whoa.’”

Sheen added, “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.”

Sheen praised Cryer’s “insightful” and “compassionate” observation. 

The actor appeared with Cryer, also 60, in the first eight seasons of Two and a Half Men, before he left the show in 2011 amid a downward spiral of addiction and erratic behavior. His character was killed off, and CBS installed Ashton Kutcher to fill in opposite Cryer until the series ended in 2015. Sheen has reportedly been sober since 2017.

“I regret that specifically still,” Sheen said of his Two and Half Men departure. “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.”

Cryer admits in the doc that he was nervous to discuss Sheen openly and risk invoking his former costar’s wrath. 

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“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 said, adding, “And I’m going to go out of my way to make him wrong every single day.”

Sheen said that Cryer was the “only person I didn’t call personally to participate in the doc” since he “didn’t have the right number for him.” The film’s director, Andrew Renzi, spoke to Cryer on Sheen’s behalf and Sheen later wrote to Cryer, saying, “Hey, thank you for your contributions, and I’m sorry we didn’t connect personally. I hope to see you around the campus.”

Sheen told People that Cryer has yet to respond to his note, which is “not like Jon.” Sheen called him “super responsible like that. So if you’re reading this, Jon, DM me your new number!”

‘ The preceding article may include information circulated by third parties ’

‘ Some details of this article were extracted from the following source www.usmagazine.com ’

Tags: celebrityCelebrity Newsentertainmententertainment newsTV
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