Inside the actor’s candid reckoning with sexuality, chaos, and the need to finally tell his own story…
For most of his life, Charlie Sheen has been Hollywood’s most public private citizen — a man whose every vice, outburst, and viral one-liner played out like performance art for the masses. Think about it. It wasn’t that long ago that Sheen dominated the news with his “tiger blood” phase that he famously used during a series of erratic and highly publicized media interviews in early 2011, during which he was fired from the hit sitcom Two and a Half Men. That was quickly followed by his “Winning” phrase, and a meltdown tour that turned addiction and ego into late-night punchlines. But beneath the tabloid frenzy and the self-destruction, there’s always been another myth stitched into the fabric of his public image: is Charlie Sheen gay?
For decades, that question lingered — sometimes as cruel gossip, sometimes as curiosity, sometimes as cultural projection. He never answered it. Until now… kind of.
This fall, the sixty-year-old actor returned to the spotlight with a new unfiltered memoir, The Book of Sheen, and a companion two-part Netflix documentary, aka Charlie Sheen. Both offer something few thought possible: a sober, self-aware Sheen looking back on the wreckage with a little humour and honesty. In between stories of excess and rehab stints, Sheen finally addresses the rumours about his sexuality — not with deflection, but with disarming candour.
“I flipped the menu over,” he admits in the documentary, describing a period during his crack-fueled spiral when he experimented sexually with men. “Some of it was weird. A lot of it was fucking fun. And life goes on.”
It’s a line that feels quintessentially Sheen — unapologetic, blunt, and tinged with the humour of a man who’s made peace with being the headline and the punchline all at once.
Beyond the public acknowledgements of past sexual encounters with men in both his memoir and documentary, there are now reports that Sheen is actually dating a younger man. As of publication of this article, neither Sheen or his rumoured “regular guy” boyfriend have been photographed together and Sheen has not confirmed the relationship on record. But, more on that later…
Rumours, myths, and the Sheen persona
The speculation that Sheen is gay has followed him for years. In the late 2000s and early 2010s, as Sheen’s career unraveled in real time, gossip blogs and tabloids began stitching together fragments of his private life: alleged encounters with transgender sex workers, leaked claims from ex-wife Denise Richards that he watched gay pornography, even former baseball player Lenny Dykstra publicly calling him bisexual (Dykstra, who is a former friend of Sheen, made a number of claims about the actor’s sexuality, as well as his use of substances in a 2018 Facebook post). None of it was ever substantiated. But the stories fit too neatly into the caricature of Sheen — the man of chaos, the one who lived without restraint.
And that, perhaps, was the problem. In the absence of truth, myth rushed in. “People needed me to be the monster in their morality play,” Sheen writes in The Book of Sheen. “They needed the meltdown, the scandal, the sin. I gave it to them — and then some.”
Now, he seems intent on rewriting that narrative.
“It was born in chaos”
In interviews promoting his book, Sheen doesn’t deny what happened when it comes to drugs and sex. But he refuses to let it define him. “It wasn’t some identity crisis,” he told People magazine. “It was born in chaos — sparked by addiction, curiosity, and loneliness. That’s it.”
In that particular interview Sheen stops short of claiming any label. He doesn’t identify as gay or bisexual. What he describes instead is something messier, more human: the disorienting mix of desire, self-destruction, and experimentation that comes with a life lived in extremes. For Sheen, sex — with women, with men, with whomever — was part of the same storm that swallowed his career and nearly his life.
“When people say ‘sex with men,’ you immediately think… butt sex,” he said with a wry grin during a New York Post interview. “It wasn’t that.”
Between identity and behaviour
It’s tempting, in 2025, to read Sheen’s confession through the lens of identity politics — to map it onto a grid of labels, acronyms, and hashtags. But he’s not interested in any of that. Sheen’s version of the story sits somewhere outside of categorization. His revelations are less a declaration of sexuality than an acknowledgment of behaviour — things he did, experiences he had, without shame or apology.
“Why does it have to mean something?” he asks in one passage of his memoir. “Can’t it just be what it was?”
In that sense, Sheen joins a growing list of cultural figures refusing the binary script of “coming out.” His is a story of fluidity without formal identity — one that mirrors a broader generational shift in how men, particularly those raised in a hyper-masculine culture, talk about sex and vulnerability.
The cost of secrecy
His silence isn’t new. For years, silence served as Sheen’s shield. The same tabloid press that mocked his excesses also circled like vultures when he revealed his HIV-positive status in 2015. He says he was blackmailed multiple times by people who knew about his diagnosis. “I was terrified of losing everything,” he recalls in the two-part Netflix documentary. “Not my money or career — those were already gone. I mean my dignity.”
That public reckoning — first with HIV, now with his sexual history — feels like the final act of a man stripping away what’s left of his performative armour. “It’s liberating,” he says in The Book of Sheen. “For the first time in a long time, I’m not pretending to be anyone else.”
There’s something almost cinematic about Sheen’s return: the once-banished star emerging, older and sober, ready to confront his own legend. But don’t mistake this for a redemption arc. He’s not interested in begging for forgiveness or rewriting himself as a hero.
Instead, this new chapter feels like something rarer — a man simply claiming ownership of his mess. “If someone doesn’t want to hire me because of this,” he shrugs, “they probably didn’t want to work with me anyway.”
There’s a subtle defiance in that line, the same spark that made him magnetic at his peak. It’s the attitude of someone who has lived long enough to realize that freedom doesn’t come from being liked — it comes from being honest.
The Sheen paradox
For decades, Sheen’s turbulent relationships with women (Donna Peele, Denise Richards, Brooke Mueller, and Brett Rossi) defined who he was to the the public. But, now what? In The Book of Sheen and aka Charlie Sheen, the actor details his rise, collapse, and recovery, including years of addiction that overlapped with some of his same‑sex encounters. In interviews promoting the book and documentary he describes speaking openly about those experiences as “liberating,” and acknowledges the fear and secrecy that surrounded them in the past, including episodes of extortion. He also reiterates that he has been sober since 2017 and is focused on a more measured life.
Back to the reports that Sheen is now dating a man. In mid-October, multiple outlets began reporting that Sheen was romantically involved with a younger man who is outside of the industry. The pair were apparently introduced through mutual friends in Malibu earlier this summer. Friends quoted in those reports say the dynamic between the two is quiet and domestic: think home-cooked meals, movie nights, and a preference for privacy over events.
So, is Charlie Sheen gay? Not according to him. Bisexual? He hasn’t said that either. Does he have a boyfriend? Technically unconfirmed. What he is, after decades of scandal, is unflinchingly himself.
In a culture obsessed with clarity — with declarations, statements, and social-media “reveals” — Sheen’s refusal to define himself may be the most transgressive act of all. The man once mocked for being unhinged now appears remarkably centered. He’s not seeking absolution or a label. Just the peace of finally telling his story, on his terms.
And maybe, after all this time, that’s the only truth that matters.
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