On the grand stage of Tinseltown, Charlie Sheen flared like a comet scorched with glory from big screens to the sitcom universe with his fevered passions. And with his new, brutally honest memoir blazing into the spotlight in 2025, his dating life has become the talk of the town. Once pursuing love like a trophy, conquering adventure after adventure from high-profile romances to celibacy, now he stands in clear-headed serenity.

And so the world wonders, who does Sheen bear in his heart?

Walking the path of celibacy for a decade, the Two and a Half Men star, Charlie Sheen, 60, is not dating anyone right now. Indeed, he has been single since becoming sober eight years ago in 2017, with no partner or girlfriend for eight to ten years. Describing his romantic life as "uneventful" to PEOPLE magazine, Sheen revealed he had been focusing on being alone, while being open to new love. According to Net Luxury, the actor was last reportedly in a relationship with Julia Stambler, former nanny to his children, nearly a decade ago, before he walked away from tabloid spotlight to achieve sobriety.

Sheen talked about how his previous relationships used too much emotional space, saying, "There wasn't enough room in my car" for dating in the past. But he told the outlet that though he might welcome a new lover again, he would not marry. According to him, being celibate was not about closing the door, but was a “much-needed break.” Ahead of the launch of his Netflix docuseries, aka Charlie Sheen, and his memoir, The Book of Sheen, Sheen opened up about his willingness to change old habits, which redefined his romantic life now. 

Charlie Sheen Bares All in Unflinching New Netflix Documentary

Charlie Sheen, though alone, is not lonely, opting for peace instead of chaos, healing in place of headlines. However, his personal narratives have kept him booked and busy.

Charlie Sheen's love life is a script unto itself: a first love, followed by high-profile marriages to Donna Peele (1995), Denise Richards (2002), and Brooke Mueller (2008), and even a gunshot scandal featuring his then fiancée, Kelly Preston, in 1990, and a decade-long celibacy, every episode filled with love, drama, and divorce, as well as a notorious battle with addiction. In the process, he fathered five children and bore the scars and lessons of love lost and love misfired.

In his Netflix documentary, aka Charlie Sheen, the actor also revealed his intimate encounters with men under the influence, overcoming any barriers of secrecy in a narrative steered by him alone, with even his family not being involved. But what now? In 2025, Sheen's heart appeared directed not by tabloid covers but by the subdued possibility of what could happen. Sober, self-conscious, and invigorated by fresh creative activity, such as his book The Book of Sheen, which arrived this September, Sheen is not about recasting old romance, but more about a softer, healthier connection. Could the fourth time be the charm for him? 

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What are your thoughts on Charlie Sheen’s fascinating dating life? Let us know in the comments.