20 Celebrities Who Lost Their Virginity To Other Celebrities.

For a lot of people, losing their virginity is a pretty big deal. Those sorts want it to be a perfect, magical moment that they’ll remember forever, with the best person possible. Others don’t really see virginity as a big deal: One day you have it, the next you don’t, and who really cares either way?

And while we have no idea which side of the fence these celebrities might be on, we do know one thing for sure: These 20 celebrities all lost their v-cards to other celebrities. It makes sense: Many celebs have been in the spotlight since they were young, and they meet people in the same industry. Naturally, some of them are going to hook up with one another — even if it is for the very first time.

The celebrities below all had that magic moment with another celebrity — and some of them are even still together. Find out who gave it up for who in the list below.

#1. Joe Jonas reportedly lost his virginity when he was 20 years.

So who did he lose it to? According to reports, Joe lost his virginity to actress Ashley Greene.

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#2. Jessica Simpson saved herself for marriage.

First marriage, that is. She lost her virginity to Nick Lachey. “It was the most amazing moment of my life. I’m so lucky I didn’t lose my virginity in the back of a Jeep or something. Instead, I had this amazing, elaborate wedding and I topped it off with that.”

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#3. Tina Fey has always joked about losing her virginity to now-husband Jeff Richmond — when she was 24 years old.

“See, all the other people, that was a choice on their part. That one lady’s a Victoria’s Secret model,” she’s joked. “She made a choice… I couldn’t give it away.”

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#4. Mila Kunis was 19 when she started dating Macaulay Culkin.

And the couple was together was nine years, so it would make sense that Kunis lost her virginity to him.

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#5. Hillary Duff lost her virginity to Good Charlotte’s Joel Madden.

Yes, that’s right: That’s the most early-2000s sentence you’ve ever read.

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#6. Taylor Swift lost her virginity to notorious womanizer John Mayer.

Needless to say, it didn’t end well. In fact, she wrote the song, “I Knew You Were Trouble” about him.

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#7. Justin Bieber reportedly bragged about how Selena Gomez lost her virginity to him.

Selena later said, “I’m also not embarrassed to say that the [purity] ring has come off. I got it when I was 13 and I respect so much what it represented, but it isn’t for everyone.”

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#8. Kim Kardashian was 14 years old when she lost her virginity.

It happened with to Michael Jackson’s nephew and 3T member TJ Jackson. Unsurprisingly, she told her mom Kris Jenner, and Jenner supported her 14-year-old’s decision and taught her about safe sex.

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#9. Beyonce had one boyfriend during her teens before Jay-Z, but says she never had sex with him.

She added “since then I’ve only had one other boyfriend in my life – Jay,” which would indicate that he’s who she lost her virginity to.

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Timothy A. Clary/AFP/Getty Images

#10. Jessica Alba lost her virginity to Michael Weatherly after they met on set of Dark Angel.

“I was so young, 18, when I started dating him,” she said “I was a virgin. I knew I wanted to be in love with the first person I slept with, because for almost everyone I knew, the first experience made them feel like s—.”

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#11. Mandy Moore lost it to Wilmer Valderrama.

At one point, Valderrama was quoted as saying that “the sex with Mandy was good, but it wasn’t like warm apple pie.”

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Mandy Moore

#12. Jordin Sparks wore a promise ring for Jason Derulo, and reportedly lost her virginity to him.

They dated for three years. After the breakup, Derulo talked about his sex life saying there “wasn’t a problem in that area at all.”

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Jason Redmond/Reuters/Landov

#13. Jake Gyllenhaal is rumored to have taken Kirsten Dunst’s virginity.

How do we know? Well, when she was promoting Crazy/Beautiful she said she was still a virgin. Then she dated Jake for two years.

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#14. Kristen Stewart lost her virginity Michael Angarano when she was just 14.

They were together for four years before she broke it off to be with now ex Robert Pattinson.

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#15. Vanessa Hudgens met Zac Efron during High School Musical.

Rumor has it that they lost their virginities to one another.

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#16. Brooke Shields recently came clean in her memoir about losing her virginity.

Apparently, she lost it to Dean Cain while they were both students at Princeton University.

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#17. Paris HIlton lost her virginity to a member of the Spelling family.

And no, it wasn’t Aaron — or Tori, for that matter. It was Tori’s brother Randy Spelling, and apparently it happened in a hotel room.

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#18. When Justin Timberlake was young, he revealed details of his sex life with Britney Spears.

“She lost her virginity a while a go – and I should know,” he said. It wasn’t his best or classiest moment, but eventually Brit confirmed it.

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#19. Adriana Lima famously told GQ magazine that she was going to wait until marriage.

Then, she married basketball player Marko Jaric in 2009, so we’re guessing he’s her one and only.

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#20. Miley Cyrus and Liam Hemsworth were together for nearly four years when they were young.

And since Miley has always been open about her sexuality, it’s no surprise that she’s said he was her first.

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