Charlie Sheen says he still has not connected with Jon Cryer since the release of his documentary, even after publicly reflecting on their split and what came after it. In an interview published April 24, Sheen said he believes Cryer would be open to talking, but he has not made the call. The comments come as Sheen revisits the fallout from Two and a Half Men and the years of distance that followed.
Charlie Sheen and Jon Cryer remain apart
The actor said he does not want to bother people, adding that he has often told reporters he will reach out and then never follows through. He described Cryer as “a lovely man” and “a very talented guy, ” while also saying he is grateful Cryer appeared in the documentary and shared his perspective on the past.
Sheen’s remarks were made in connection with recent discussion around the project, where he also acknowledged that Cryer’s relationship with him has been “a little grudgy. ” He joked to the audience that Cryer was not present, then asked why the long-running tension still seemed to linger.
The distance between the two men has now stretched for years. Cryer ended contact after Sheen was fired from Two and a Half Men in 2011, following eight seasons on the show and a public breakdown. Sheen later criticized Cryer at the time for not reaching out during his struggle with drug addiction.
What Sheen said in the middle of the debate
Sheen said it was meaningful that Cryer and other cast members took part in the documentary. He noted that they could have refused and told him to deal with the past alone, but instead they showed up and spoke candidly about what they had lived through.
charlie sheen also framed the matter as part of a larger effort to make peace with his past, even as the personal connection with Cryer remains unresolved. In that sense, the documentary has become both a public reckoning and a reminder of what has not been repaired.
Jon Cryer’s position has not changed
Cryer has been equally direct about the lack of a relationship. In a 2025 appearance on Club Random With Bill Maher, he said, “We don’t have a relationship anymore, ” while adding that he wishes Sheen the best and has heard he has been sober for a while. That response reinforced the distance, even as it left room for basic goodwill.
Earlier, Cryer recalled that he had begun drafting a supportive statement on the day Sheen was fired, only to stop after hearing Sheen call him a “traitor, ” a “turncoat” and a “troll. ” That episode remains one of the clearest markers of how quickly their off-screen bond collapsed.
How the fallout continues to shape the story
charlie sheen was one of the original stars of the sitcom, playing Charlie Harper opposite Cryer’s Alan Harper before his exit in 2011. The show continued without him, but the rupture between the two actors became part of the larger public memory around the series.
For now, the latest update is simple: Sheen says he thinks things are fine, while Cryer has said there is no active relationship. Whether that distance changes will likely depend on whether one of them decides to make the first move, and whether either man wants to reopen a conversation that has stayed closed for years. For those following the next chapter in charlie sheen and Cryer’s history, the question is not whether the past exists, but whether either side is ready to speak to it directly.
