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Top 20 Male Star had Sex and Lost Their Virginity at Young Age: Rock, George Clooney, Johnny Depp and More

From the sweet to the awkward to the just plain awful, here's how these celebs remember their first time.

It is a big deal when you get involved with someone for the first time. Many thoughts occur inside your head at this moment. You want it to be perfect because you are doing this for the very first time.

Losing virginity is a big thing for everyone, even for celebrities.

20. John Legend
"Just being around older people that were having sex, it felt like I had to catch up with everybody," the singer told Cosmopolitan.com of losing his virginity at a young age. "I think a lot pressure when you’re a [cisgender male] teen has to do with losing your virginity and negotiating relationships with women."

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19. Adam Lambert: Age 21
"I lost my virginity at 21, and it was to a man — not a woman. And it wasn’t very good," the singer said in E! True Hollywood Story: Adam Lambert. "Sometimes it takes a little while to learn how to do that correctly."

18. Ed Sheeran
When asked what felt better between losing his virginity and selling out Madison Square Garden three times, Sheeran went with the latter. His first time just wasn't that memorable, according to the Elle column.

"It's a benchmark in my life, but it wasn't the best thing I've ever done," he said.

17. Kit Harington
Elle asked the Game of Thrones star how his own first time stacked up to that of Jon Snow.

"Mine was a little less left-field than in a cave," Harington replied. "It was a typical sort of teenage thing, at a party. I was probably too young."

16. Shia Labeouf
When it came time to lose his virginity, Labeouf... struggled, to put it nicely.

"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," he reportedly told Playboy in 2009.

"Getting naked was very strange. It was the first time I'd been naked in the light, in front of a girl, with no hiding place," he continued. "I remember putting a pillow underneath her because I had seen that in a porn movie … [It] put her at a weird angle, where I couldn't get in correctly. I'm not extremely well-endowed … and clearly this wasn't the move."

15. Kevin Hart
In his memoir I Can't Make This Up: Life Lessons, Hart opened up about losing his virginity... twice.

"Her name was Angie. We didn't go to the same school, but she lived in the neighborhood," he wrote. "The first time, I couldn't tell whether we did it or not. This time, I was certain we did it. So I double lost my virginity. I had to lose it twice, just to make sure."

14. Ashton Kutcher
"I was 15. It was out in the woods with a girl I had just met who my buddy set me up with," Kutcher reportedly said in a 2008 interview. "The whole thing lasted two seconds. It was really awkward. Two years later, I had sex with her again just to show her the first performance was a fluke and I'd gotten better."

13. Ansel Elgort: Age 14
"I was 14. I had no clue what I was doing, and neither did the girl," Elgort told Elle of his first time.

When asked what he would have done differently, he answered: "I didn't even make the lighting good. That'd be one thing I'd do differently. It was, like, fluorescent, bright bedroom light, like, over the covers."

12. Sebastian Stan
"I think I lost my virginity pretty late. I was a senior in high school. I mean, that’s late, right? I don’t know. By today, probably ancient," Stan said on the podcast The Drop-In with Will Malnati. "But I did at the Time Hotel in Times Square. That’s where I lost it."

"I actually had told her that I wasn’t a virgin," Stan continued. "She’d said she was a virgin too, so she was also pretty late in the game, but I only did that because I wanted to seem like I knew what I was doing. Years later I actually told her, 'No, I didn’t.'”

The girl — someone he'd met at theater camp in the Catskills — was apparently unimpressed by his performance.

"I was so freaked out," he said. "We rented out a hotel room, did it at the Time Hotel, and had a McDonald’s Happy Meal afterwards. I swear to god. I will not name her, but god bless her — she’s married now.”

11. Chris Evans: Age 19
Chris Evans had a great time in '99: "I lost my virginity that year. 1999 was one of the best years of my life," he told Esquire.

The actor admitted to Seth Meyers that he told his mom immediately after it happened: "I raced home and I said, 'I did it! I don’t know what I was doing, but I think I did it!'"

10. Dwayne "The Rock" Johnson
When asked by Elle what he would change about the first time he had sex, The Rock said he wouldn't have done it in a park.

"I would have preferred not to have been caught by the cops," he explained.

"We shouldn't have been in the park in the first place. All of a sudden, a big spotlight came on us. Bang. You hear the cop roll down the window and say, 'Ma'am, are you okay? Will you come to the car?' She gets dressed, comes to the car. They say, 'Are you being attacked?' She says, 'No, that's my boyfriend.' It was a complete nightmare. [Laughs] Some stories are beautiful, but mine was not."

9. Macaulay Culkin: Age 15
The former child star revealed during an appearance on the “Anna Faris Is Unqualified” podcast that he lost his virginity at 15. “It wasn’t gross or weird. We planned it. It was warm and sticky and I felt like, ‘Geez, this is weird. Am I doing it right?’” he admitted in March 2018. “We listened to [The Beatles’] White Album, so there you go."

8. Joe Jonas: Age 20
“I did other stuff before then, but I was sexually active at 20. I’m glad I waited for the right person,” the former Jonas Brother, who wore a purity ring in his teenage years, wrote in a 2013 essay for Vulture.

7. George Clooney: Age 16
He lost his virginity “young, very young, too young,” the actor told Rolling Stone in 2011.

6. Woody Harrelson: Age 17
"Neither of us knew what we were doing, but we went at it feverishly -- until her parents showed up, with doors opening, bright lights, them screaming, me stuffing my underwear and her bra down the back of my pants," he has said.

5. Matthew McConaughey: Age 15
He wouldn't reveal any details about his first time in a 2008 Playboy interview. "I don't tell bedroom tales," he said. "Never have."

4. Lil Wayne
"The girl was 13," the rapper has said. "We were playing Win, Lose or Draw and on the board, she wrote, 'F--- me.'"

3. Johnny Depp: Age 13
While promoting the 2008 Tim Burton musical Sweeney Todd, he told Rolling Stone: "I haven't done anything this collaborative since I lost my virginity at 13."

2. Daniel Radcliffe: Age 16
He has said he lost his virginity "to a much older woman," whom Us Weekly later identified as his ex, Amy Byrne, who was 23 at the time.

1. Ian Somerhalder: Age 13
The Vampire Diaries alum admitted that he began his sexual journey at 13 years old with a 16-year-old girl. “[I was] 13. It was fun,” he explained on Andy Cohen’s SiriusXM show, Radio Andy, in December 2019. “When you’re 13 and you’re a boy, you know, or a girl, but boys are pretty on it.”

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