Charlie Sheen Spills The Tea On Losing His Virginity In Juicy Memoir

  • By Julian
  • Sept. 10, 2025, 2:22 p.m.

Charlie Sheen’s Tell-All Memoir Drops Some Spicy Secrets

Oh, honey, buckle up because Charlie Sheen is serving up some seriously hot gossip in his latest memoir, Book of Sheen. The Two and a Half Men star isn’t holding back, dishing all the deets on how he lost his virginity back in high school. And trust us, it’s not your average first-time story!

Sheen takes us back to his sophomore days, painting a picture of youthful mischief with his buddy Joey by his side. Let’s just say, this tale involves a little credit card borrowing from none other than his famous dad, Martin Sheen. Yep, Hollywood royalty was indirectly funding this unforgettable night!

Charlie Sheen

Charlie Sheen

The Vegas Encounter That Changed Everything

So, who was the lucky lady? Charlie spills that he lost his virginity to a stunning Las Vegas escort named Candy. Describing her as a 'gorgeous redhead,' he admits the experience was 'everything [he’d] hoped for' and more. Talk about a memorable first!

He doesn’t shy away from the spicy details either, likening Candy to actress Ann-Margret in her prime - with a modern twist of a Mastercard swiper. 'I didn’t care that the swipe took longer than the sex,' he writes in the memoir. 'It was everything I could have imagined.' And in a cheeky twist, Candy even asked him to wake up his dad for an autograph. Can you imagine?

'I couldn’t stop raving about how gorgeous Candy was and what a steal it was for the price - but the look on Dad’s face told me the conversation was over,' Charlie recalls with a smirk.

Martin Sheen’s Fatherly Reaction

Of course, the fun couldn’t last forever. When Martin Sheen found out about his son’s escapade, let’s just say he wasn’t exactly popping champagne. Charlie got the classic dad lecture - you know, the one about 'sex versus love' that makes every teenager squirm.

Despite Charlie’s attempts to lighten the mood by emphasizing Candy’s beauty and the 'great deal' they scored, Martin wasn’t having it. That stern fatherly glare was enough to shut down any further discussion. We can only imagine the tension in that room!

Where Charlie Stands Today

Fast forward to now, and Charlie’s romantic life is a far cry from his wild high school days. For those who might not know, the actor has been married three times - to Denise Richards, Donna Peele, and most recently Brooke Mueller, with whom he split in 2011. He’s no stranger to headlines, but these days, things are a bit quieter on the love front.

In a recent chat with PEOPLE for their cover story, Charlie got real about his current status. 'My romantic life is as uneventful as it possibly could be,' he admitted. 'It’s been that way for a long time.' Hey, Charlie, if you’re reading this, we’re sending some flirty vibes your way - maybe it’s time to shake things up again!

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Julian
Author: Julian
Julian

Julian

Julian follows the paper trail: filings, timelines, and who benefits. He reframes drama as facts - contracts, lawsuits, NDAs, and PR strategy - so readers get the full picture, not the spin.