Celebrities reveals how they lost their virginity

Ironically, Nymphomaniac star, Shia LaBeouf was anything but in his younger years. In an interview withPlayboy, the actor wasn’t shy about dishing about how nervous he was before losing it, telling the magazine, “For some reason, I was trying to portray myself as a man who had [had sex] many times in the past. I didn’t tell the girl I was a virgin. I was all, ‘Don’t worry, babe. I’m gonna handle it tonight.’ And meanwhile I was shaking in my boots.” Although LaBeouf never divulges his age, for some strange reason, he’s not ashamed about his lack of….size. “I remember putting a pillow underneath her because I had seen that in a p*rn movie… I’m not extremely well-endowed…and clearly this wasn’t the move.”

Before he said ‘ I do’ to Jessica Biel and even before Britney, a 14-year-old Justin Timberlake fell head over heels for Danielle Ditto – the two lovebirds dated from 1994-1996. In 2003, Justin’s ex told British paper, The Mirror that amongst the many ‘firsts’ she and the former ‘N Synch member shared, the most shocking revelation was that they had lost their virginity to one another. “I was a virgin and so was Justin,” she revealed. “Of course, the first time was scary and awkward. But when you do something like that with someone you love, it’s incomparable.”

Never one to shy away from the spotlight, drama queen Lindsay Lohan had no problem revealing all of the intimate details on losing her virginity. In an interview with Barbara Walters in 2011, the reality star revealed: “I believe my life would be much different now had I not given it to the first rich guy that came along. I thought I loved him and wanted to please him in every way. Boy, that was f—ed up!” In the tell-all interview, the former child star goes on to say that she lost it to the son of a music producer at the age of 13. “I had my motives, even at that age, but the guy still made me quake inside, so I though it was the right thing to do.”

Though baby number one is on the way, turns out that the first time for Two and a Half Men star Ashton Kutcher was anything but great. “It was out in the woods and it was horrible. It was a girl I’d just met who my buddy set me up with,” the actor dished in an interview with Elle magazine. “The whole thing lasted like two seconds. It was really awkward.” Not one to give up, Ashton tried again at a later date.  ”Two years later, I had sex with her again just to show her that the first performance was a fluke and I’d got much better.”

Although recently engaged A-lister, George Clooney was hardly a babe when he lost his virginity at 16-years-old,  in a candid interview with Rolling Stone magazine back in 2011,  the actor revealed that he regrets not waiting longer saying he was “young, very young; too young.” Usually uber private about his personal life, the interview created quite a stir – the long-running music mag even entitled the interview – George Clooney: Confessions of a Dirty Mind.

Is anyone really surprised that heartthrob Johnny Depp was only 13-years-old when he lost his virginity? In a  Rolling Stone interview back in 1998, the Pirates of the Caribbean hunk revealed, “I lost my virginity somewhere around age 13. I did every kind of drug there was by 14, swiped a few six-packs, broke into a few classrooms, just to see what was on the other side of that locked door.”

Who would have thought that one of the world’s most eligible bachelor’s would have such a hard time losing his virginity? Apparently Leonardo DiCaprio may not have been the suave, serial-supermodel dater he is today. In an interview with Entertainment Weekly, Leo’s Quick and the Dead costar, Russell Crowe spilled the beans on DiCaprio’s love life – or lack thereof telling the magazine, “He was still a virgin at 17…and he’d talk about it constantly.” Wonder what the very private Leonardo felt when he read that interview? Crowe did go on to say that he realized that was a LONG time ago. “Im sure life’s different now.”