Charlie Sheen Speaks Out About Sexual Encounters With Men for the First Time

Watch:Charlie Sheen Speaks About Sexual Encounters With Men for First Time

Charlie Sheen is getting honest about his past. 

As the Two and a Half Men alum’s life is reexamined in both his memoir, The Book of Sheen, and in a new documentary aka Charlie Sheen, he gets candid, including for the first time about having sexual encounters with men. 

As he described it in both the book and doc, “I flipped the menu over.”

And after decades of hiding this part of himself, Charlie has a simple reaction of how it feels to speak freely, referring to it in in the documentary, per People, as “liberating. It’s f–king liberating… [to] just talk about stuff.”

In fact, the fallout he anticipated never occurred. “It’s like a train didn’t come through the side of the restaurant,” Charlie continued. “A f–king piano didn’t fall out of the sky. No one ran into the room and shot me.”

The 60-year-old shared the sexual encounters began when he was smoking crack cocaine.

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“That’s what started it,” he said to Good Morning America’s Michael Strahan in an interview shared Sept. 5. “That’s where it was born, or sparked. And in whatever chunks of time that I was off the pipe, trying to navigate that, trying to come to terms with it—’Where did that come from? Why did that happen?’—and then just finally being like, ‘So what?’”

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He added, “Some of it was weird. A lot of it was f–king fun, and life goes on.”

Over the years, Charlie said, he’s also dealt with individuals threatening to share the information publicly. And for a long time, he says he paid them. 

“It did come with a tremendous amount of extortion,” the dad of five explained on GMA. “And so at the time, I was just like, ‘Alright, let’s just pay to keep it quiet. And just hope it just stays over there, make it go away, you know? Make it go away.'”

Michael Buckner/Penske Media via Getty Images

But after years of feeling “held hostage” by the information, Charlie is ready to let the chips fall where they may.

“I just need to be free of that,” he said. “And then see how the world feels if people know that stuff. Because I’ve written a story all these years about, ‘Oh jeez, if I ever reveal that, then this has to be how I’d be dealt with, how I’d be treated, how they’d feel.'”

For more celebrities’ candid admissions, keep reading. 

Brooks Nader

Technically, Brooks’ sister Grace Ann Nader spilled the beans on this one, revealing that the Sports Illustrated model and her Dancing With the Stars partner Gleb Savchenko did more than just rehearse their dance moves behind the scenes.

“I can tell you firsthand,” Grace Ann said on the Chicks In the Office podcast in May 2025, “every time I visited Brooks’s trailer, the trailer was shaking every single time. I never wanted to go in there. I was always knocking.”

As for Brooks, who had freshly broken up with estranged husband Billy Haire, she joked, “The trailer thing was probably why we didn’t win.”

Brooke Shields

Brooke got candid about her sex life with husband Chris Henchy in her 2025 memoir Brooke Shields Is Not Allowed to Get Old.

“I’m going through all the bodily s–t that comes with aging as a woman even in the best of times,” she wrote in the book, according to People. “The thinning hair and the peach fuzz and the brand-new belly fat and vaginal dryness and the diminishing sex drive—and in my natural state I feel less appealing to him than I ever did before.”

Furthermore, she said being intimate can be painful for her now.

“For me to fully enjoy sex at this point,” Brooke added, “I need my lotions and potions, the right sleepwear (maybe calling it sleepwear is contributing to the problem), my special pillow, and maybe a tequila so I can relax.”

Katy Perry

The “California Gurls” singer revealed how she thanked ex Orlando Bloom for doing the dishes during their relationship—and it’s not what you’d expect.

“If I come downstairs and the kitchen is clean, and you’ve done it all,” Katy told Alex Cooper on a September 2024 episode of Call Her Daddy, “and you’ve done all the dishes, and you’ve closed all the pantry doors, you better be ready to get your d–k sucked.”

 

Chelsea Handler

Chelsea is not shy when it comes to sharing her NSFW confessions with the world. In fact, the comedian made headlines when she said a threesome with their masseuse led to her 2010 breakup with Ted Harbert

But after she received a disappointed text from her ex-boyfriend, she had to set the record straight. 

“I really want to clarify,” Chelsea said on an episode of The Tonight Show Starring Jimmy Fallon in October 2023. “I want to go on the record that that is not why our relationship ended.”

“We did have a lot of threesomes‚ and that, while that’s private it’s already out there,” she continued, “so I’m gonna double down on that and just say that we didn’t break up because I left him for the masseuse. That didn’t happen.”

Heidi Klum

The America’s Got Talent judge has something NSFW behind her closet doors—and she calls it her “sex closet.”

“It’s a big closet. But, there’s outfits in here and things, you know,” she said on The Skinny Confidential Him & Her Show podcast in September 2024. “You can have a lot of things. You can have wigs, you can have outfits, shoes, boots.”

She even revealed that her daughter Leni Klum accidentally encountered the space. 

“She found my sex closet,” Heidi said on an episode of the Call Her Daddy podcast in January 2024. “She fully knew what it was. But, also she was with a friend and she filmed it and they were giggling, and I was like, ‘Oh my God.'”

John Cena

John shared a behind-the-scenes look into what filming a sex scene is really like.

“There is nothing intimate about it,” he said on an episode of Club Shay Shay in August 2024. “Nothing. So, like, it’s really embarrassing.”

And looking back to his role in 2015’s Trainwreck, he was not prepared for the kind of scenes he would be filming with costar Amy Schumer.

“Amy is an angel,” he continued. “She made the environment so comfortable, and then when I got the part, eventually they were like, ‘Yeah, it’s a sex scene and we want you to do elaborate and crazy stunt sex, and all those lines you had? We’re probably not going to use them, we’re just going to do this stunt sex scene.'”

Shailene Woodley

Despite describing herself as a “very sexual person,” Shailene has shared she has some serious “beef” with porn, naming it the “junk food” of pleasure. 

“The way that sex is presented on the surface in this country is so fabricated,” she said on the She MD podcast in September 2024, “and it’s such a performance instead of true intimacy, vulnerability and connection.”

“Pleasure is so important, and we just rip each other off of it because I think we don’t necessarily even know what’s possible,” she continued. “And that’s my big beef with porn is I’m like, ‘You’re selling everybody McDonald’s when you could have like, whoa.'”

Goldie Hawn

After spending four years with partner Kurt Russell, Goldie revealed her biggest secret for a successful, long term relationship—Good sex. 

“You have to have good sex,” she told E! News in September 2024. “Because sex is something that connects you and creates more belonging. People who have healthy sexual relationships usually last a lot longer. But it’s not just because of the act, it’s because of the warmth and the intimacy that it creates.”

Ice-T

Ice-T revealed the secret to his and Coco Austin‘s decades-long marriage—and yes, it involves the bedroom. 

“Jungle sex,” he told E! News in January 2024. “That flame has to stay lit.”

“When that flame goes out and you’re not really attracted to each other anymore,” he continued, “you have to address that very quickly because it’s something that’s necessary.”

Demi Lovato

For Demi, the bedroom is where she is most confident. 

“I feel the most confident when I’m having sex,” she told the LadyGang podcast in September 2023. “‘Cause you’re so present that you’re not thinking about what is actually like…what clouds your judgement throughout the rest of the day, or at least that’s how it is for me. It’s not that way for everybody.”

Lisa Rinna

After spending decades with husband Harry Hamlin, Lisa got candid about how aging has affected their sex lives. 

“I do think that desire levels change for a man,” the actress told Cosmopolitan in January 2024. “That’s just the natural evolution of life. So it’s figuring out how to coexist without taking that personally as a woman. I think that it’s almost more about companionship and about creating space for the ebb and flow of sexuality.”

“We really have great sex together, and we always have,” she continued. “It’s just that maybe it doesn’t happen quite as often as it did when you’re in your 30s and in your 20s, I would say. And I think that’s normal.”

Zoe Saldaña & Marco Perego-Saldaña

Zoe and her husband Marco have created a code word to talk about sex around their kids. 

“We ‘play Legos naked,'” Marco revealed on The Drew Barrymore Show in April 2024, Zoe chiming in to clarify that the term means “sexy time.”

But the couple worried that their older twin boys were catching onto the lingo. 

“They were like, ‘Are you guys kissing? Are you guys gonna go play naked with your Legos?'” Zoe recounted. “And we’re like, ‘No, we’re not going to do that.'”

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