Two and a Half Men became one of CBS’s biggest hit sitcoms after it first aired in 2003. Much like Charlie Sheen’s true personality, his character, Charlie Harper, was a bachelor who loved to party. Jon Cryer played his straight forward brother Alan Harper, who was divorced with a son named Jake. During Sheen’s time on the show, he married Denise Richards, and the two welcomed their first child together, daughter Sam, in 2004 (via People). Richards became pregnant with their second child but filed for divorce before the birth.
Sheen and Richards’ tumultuous relationship would last for years, with the two enduring a custody battle over their two children and speaking negatively of each other in the media, per ABC News. Sheen claimed Richards asked about his sperm while she accused him of texting her “getting cancer” and “red in hell.” Following reports of heavy drug use, Deadline reported that Sheen voluntarily checked herself into a rehab facility in 2010 and halted production of “Two and a Half Men.” He was eventually fired from the show, and since his downward spiral, his relationship with Cryer has never been the same.
Jon Cryer and Charlie Sheen once had a great relationship
In 2020, Jon Cryer opened up about how he and Charlie Sheen started out as good friends. “Charlie and I hit it off,” he told Entertainment Weekly. “We had a great first few years on this show. It was incredibly smooth, we had a lovely time, it worked really well.” However, Cryer felt Sheen’s divorce from Denise Richards was the catalyst for his downfall. Cryer believed that Sheen, who had been sober when he first starred in “Two and a Half Men,” started using drugs again after his split from Richards. “He could handle it at first, and he was still incredibly professional … but you could see the stuff was rubbing against him,” Cyber described Sheen.
According to Cryer, Sheen began acting erratically on set and struggled with the script. “He started having writing problems and sometimes writing problems that I didn’t understand,” Cryer told Entertainment Tonight. Cryer also recalled wondering why Sheen had trouble with something he had no trouble with a year earlier. “It was very subtle. It took a while for it to really get out of hand.” Soon, Sheen was having troubles not only with the script, but also with Two and a Half Men creator Chuck Lorre.
Charlie Sheen called Jon Cryer a ‘troll’
Charlie Sheen returned to rehab in 2011 and Two and a Half Men was scheduled to resume filming after his release. However, Sheen went on a radio show, “The Alex Jones Show,” ranting about Chuck Lorre, calling him a “clown” and a “charlatan” (via TV Insider). Sheen also babbled incoherently about “Vatica assassin warlocks” and called AA a “robber cult.” Following the tirade, Sheen was fired from Warner Brothers, per TMZ.
Sheen expected support from his longtime co-star Jon Cryer, but he was reportedly met with silence. “Jon didn’t call me. He’s a renegade, a traitor, a troll,” Sheen told E! News. “He’s clearly a troll. He made a statement. Do I have to call him ‘traitor, youthful and terrified’ for him to understand?” Cryer replied jokingly, “The fact that I’m a troll. It’s not something I like to talk about. My parents don’t even know.” (via Today). Though Sheen and Cryer’s friendship has taken a hit, there doesn’t seem to be any bad blood, at least not with Cryer. According to CinemaBlend, Cryer said he’s glad Sheen’s health has “recovered” and wants “nothing but success for the guy.” There could also be an on-screen reunion, as Cryer tweeted in June: “Just Saw Top Gun: Maverick. Guess it’s time to reunite with Sheen for Hot Shots: Part Tres.” Let’s see if Sheen is up for it.