Charlie Sheen lost his virginity to a Vegas escort with his friend

Charlie Sheen has always lived a wild life.

The “Two and a Half Men” alum, 60, recapped the bizarre story of losing his virginity to an escort in Las Vegas when he was a sophomore in high school.

Not only did Sheen use his famous dad Martin Sheen’s credit card to pay the hooker, but his friend was also there to partake in the festivities.

In a passage from “The Book of Sheen: A Memoir,” out now, the former bad boy recalled having sex for the first time with “a gorgeous red-headed Vegas escort named Candy.”

Admitting that he and his pal Joey “borrowed” his famous father’s plastic during a trip to Sin City, Sheen said Candy “responded with a level of physical generosity neither of us knew existed.”

Sheen, however, was unable to return the favor.

“She was Ann-Margret in her prime with a Mastercard swiper. (I didn’t care that the swipe took longer than the sex.) It was everything I’d hoped for, it was everything I could have imagined,” he wrote before sharing even more of the twisted tale.

“For the record, I went first,” the actor explained, implying that Joey had intercourse with Candy after.

Following the sexual encounter, Sheen shared that Candy asked if they could “wake Dad up for an autograph.”

Martin was not thrilled with his son when he learned about the escort, with Sheen sharing he was given a two-hour lecture from his father about “sex vs. love.”

The then-teenage Sheen remained unscathed.

“I kept stressing how gorgeous Candy was and what a great deal Dad and I both got for the price,” he wrote. “The look on his face told me we were done.”

This is just the latest revelation from Sheen’s book, released the day before his Netflix documentary, “aka Charlie Sheen.”

In the streamer’s two-part doc, the “No Man’s Land” star admitted to having sex with men for the first time ever.

Sheen said it was “f–king liberating” to finally tell his truth, noting, “It’s like a train didn’t come through the side of the restaurant. A f–king piano didn’t fall out of the sky. No one ran into the room and shot me.”

He shared that his first same-sex encounter happened when he started smoking crack, and he struggled to come to terms with his actions.

“That’s what started it,” he confessed. “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?’ So what? Some of it was weird. A lot of it was f–king fun, and life goes on.”

Sheen also spoke about contracting HIV, which he came clean about 10 years ago.

“I do know for a fact that I never passed it on,” Sheen said, per People.

The star goes into detail about overcoming his addiction battle while navigating his fall from grace following a wild life in the spotlight and his hopes for the future in both his book and documentary.

Sheen also addresses his hopes for the future, sharing that he hasn’t given up on finding someone to share this new chapter, while spilling to Page Six, he’s been celibate for nearly a decade.

“Oh my gosh, for so long [sex] was all I cared about, or it was near the top of the priority list. And so I just saw [celibacy] as a needed break from those pursuits. That’s not me slamming the door on anything in the future. No, I would absolutely welcome some type of companionship,” he said.

Sheen was previously married to Denise Richards from 2002 to 2006, with whom he shares daughters Sami, 21, and Lola, 20. Sheen later married Brooke Mueller from 2008 to 2011. They have twin boys, Bob and Max, who are 16.

“Aka Charlie Sheen” is available to stream on Netflix starting Wednesday, Sept. 10.