Charlie Sheen has always lived a wild life.<\/p>\n
The \u201cTwo and a Half Men\u201d alum, 60, recapped the bizarre story of losing his virginity to an escort in Las Vegas when he was a sophomore in high school.<\/p>\n
Charlie Sheen arrives at \u201cLive with Kelly & Mark\u201d in New York City. Christopher Peterson \/ SplashNews.com<\/p>\n
Charlie Sheen wearing an 8th Street Playhouse t-shirt in New York City, circa 1984. Getty Images<\/p>\n
Not only did Sheen use his famous dad Martin Sheen\u2019s credit card to pay the hooker, but his friend was also there to partake in the festivities.<\/p>\n
In a passage from \u201cThe Book of Sheen: A Memoir,<\/a>\u201d out now, the former bad boy recalled having sex for the first time with \u201ca gorgeous red-headed Vegas escort named Candy.\u201d<\/p>\n Admitting that he and his pal Joey \u201cborrowed\u201d his famous father\u2019s plastic during a trip to Sin City, Sheen said Candy \u201cresponded with a level of physical generosity neither of us knew existed.\u201d<\/p>\n Sheen, however, was unable to return the favor.<\/p>\n \u201cShe was Ann-Margret in her prime with a Mastercard swiper. (I didn\u2019t care that the swipe took longer than the sex.) It was everything I\u2019d hoped for, it was everything I could have imagined,\u201d he wrote before sharing even more of the twisted tale. <\/p>\n Charlie Sheen attends the Los Angeles Premiere Of Netflix\u2019s \u201caka Charlie Sheen\u201dat TUDUM Theater on September 04, 2025 in Hollywood, California. Getty Images<\/p>\n Charlie Sheen smokes his cigarette as he poses for a portrait circa 1992 in Los Angeles, California. Getty Images<\/p>\n \u201cFor the record, I went first,\u201d the actor explained, implying that Joey had intercourse with Candy after. <\/p>\n Following the sexual encounter, Sheen shared that Candy asked if they could \u201cwake Dad up for an autograph.\u201d<\/p>\n 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 \u201csex vs. love.\u201d<\/p>\n Charlie Sheen at the premiere of Netflix\u2019s \u2018aka Charlie Sheen\u2019 held at the Netflix Tudum Theater on September 4, 2025 in Hollywood, California. Xavier Collin\/Image Press Agency \/ SplashNews.com<\/p>\n Charlie Sheen drinks from a can of Coke as two yellow cabs pass behind him in New York in October 1984. Getty Images<\/p>\n A young Charlie Sheen walking down Eighth Avenue in New York City. Corbis via Getty Images<\/p>\n The then-teenage Sheen remained unscathed. <\/p>\n \u201cI kept stressing how gorgeous Candy was and what a great deal Dad and I both got for the price,\u201d he wrote. \u201cThe look on his face told me we were done.\u201d<\/p>\n This is just the latest revelation from Sheen\u2019s book, released the day before his Netflix documentary, \u201caka Charlie Sheen<\/a>.\u201d<\/p>\n Charlie Sheen in \u201cMen at Work\u201d in 1990. \u00a9MGM\/Courtesy Everett Collection<\/p>\n In the streamer\u2019s two-part doc, the \u201cNo Man\u2019s Land\u201d star admitted to having sex with men<\/a> for the first time ever.<\/p>\n Sheen said it was \u201cf\u2013king liberating\u201d to finally tell his truth, noting, \u201cIt\u2019s like a train didn\u2019t come through the side of the restaurant. A f\u2013king piano didn\u2019t fall out of the sky. No one ran into the room and shot me.\u201d<\/p>\n He shared that his first same-sex encounter happened when he started smoking crack, and he struggled to come to terms with his actions. <\/p>\n Charlie Sheen in \u201cFerris Bueller\u2019s Day Off.\u201d CBS via Getty Images<\/p>\n YORK \u2013 SEPTEMBER 08: Charlie Sheen attends a conversation for his new book \u201cThe Book Of Sheen\u201d in New York on September 08, 2025. Getty Images<\/p>\n \u201cThat\u2019s what started it,\u201d he confessed. \u201cThat\u2019s 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 \u2014 \u2018Where did that come from? \u2026 Why did that happen?\u2019 \u2014 and then just finally being like, \u2018So what?\u2019 So what? Some of it was weird. A lot of it was f\u2013king fun, and life goes on.\u201d<\/p>\n Sheen also spoke about\u00a0contracting HIV<\/a>, which he came clean about 10 years ago.<\/p>\n \u201cI do know for a fact that I never passed it on,\u201d Sheen said,\u00a0per People<\/a>.<\/p>\n Charlie Sheen in 1984\u2019s \u201cSilence of the Heart.\u201d Courtesy Everett Collection<\/p>\n The star goes into detail about overcoming his addiction battle<\/a> 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.<\/p>\n Sheen also addresses his hopes for the future, sharing that he hasn\u2019t given up on finding someone to share this new chapter, while spilling to Page Six<\/a>, he\u2019s been celibate for nearly a decade.<\/p>\n \u201cOh 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\u2019s not me slamming the door on anything in the future. No, I would absolutely welcome some type of companionship,\u201d he said. <\/p>\n Charlie Sheen at BBC Radio One on June 16, 2016 in London, England. GC Images<\/p>\n 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.<\/p>\n