While the majority of A-listers lost their virginity to a mere mortal, some famous figures have kept their first time under the sheets strictly showbiz. Some were loved-up couples who waited for marriage, while others simply partook in a star-studded hook-up. Find out which celebrities saved their V-cards for an equally famous face – some of them may well surprise you!
20. Jessica Simpson
Jessica Simpson shouted about her first time from the rooftops following her wedding to fellow pop star Nick Lachey in 2002, three years after the pair first started dating. In 2003, moreover, she told Blender, “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.”
19. Jessica Alba
Actress Jessica Alba first did the deed with Michael Weatherly, her Dark Angel co-star and a man 12 years her senior. She later opened up in an interview with Cosmopolitan in 2005, “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**t.”
18. Brooke Shields
Here’s one cherry-popping case that may come as a bit of a bombshell. In her autobiography, Brooke Shields revealed that she made her sexual debut with none other than Superman himself, Dean Cain. The actress also confessed to running off buck naked shortly after because she was so overwhelmed by what had occurred – yikes.
17. Britney Spears
Chivalry doesn’t appear to have been Justin Timberlake’s strong point during his early years in NSYNC. For one, and in a rather classless move, the pop star bragged about his bedroom antics with Britney Spears. He told reporters, “She lost her virginity a while ago, and I should know.” Nice, dude.
16. Jordin Sparks
And it seems as if Jason Derulo could also learn a thing or two about being a gentleman, too. In a 2014 radio interview with Peter Rosenberg, the R&B star confirmed that American Idol winner and one-time purity ring wearer Jordin Sparks was a virgin before they started dating, but made sure to add that now there “wasn’t a problem in that area at all.”
15. Joe Jonas
Another singer famous for sporting a purity ring is also rumored to have lost his V-card to a fellow celebrity. Although Joe Jonas hasn’t specifically named Ashley Greene as the woman in question, she remains the most likely suspect after the DNCE singer admitted he was a virgin until he was 20 – the age he started dating the actress.
14. Hilary Duff
Former Disney Channel tween queen Hilary Duff surprised everyone when she started dating the tattooed bad boy frontman of emo rock group Good Charlotte. Joel Madden was nine years her senior, and Duff later teased in an interview with Cosmopolitan that readers should make their own assumptions as to whether he was her first time.
13. Carrie Underwood
Carrie Underwood once revealed that she wanted to wait until marriage before getting into bed with someone for the first time. In 2010 the country music star tied the know with Ottawa Senators hockey player Mike Fisher; five years later she would give birth to their first child, Isaiah.
12. Tina Fey
On the surface, it appears rather sweet that Tina Fey waited until the age of 24 to lose her virginity to pianist, 30 Rock composer and Fey’s now-husband Jeff Richmond. But the comedienne admitted on the Late Show with David Letterman that it wasn’t really her choice at all – she just hadn’t had any willing takers before!
11. Paula Hamilton
Simon Cowell hasn’t always been the sharp-tongued and ruthless individual everyone loves to hate – according to the model whose virginity he took, anyway. In fact, in 2011 Paula Hamilton, a childhood sweetheart of the music mogul, told the Daily Mail that he was actually funny and “very, very protective” during their time together.
10. LeeLee Sobieski
Like Jessica Simpson and Carrie Underwood, actress LeeLee Sobieski also waited until her wedding night before having sex for the first time. But sadly for The Glass House star, her marriage to actor Matt Davis lasted just months – and it wasn’t long before she was walking down the aisle again with designer Adam Kimmel.
9. Chelsea Noble
Given her strong Christian beliefs, it’s little wonder that actress Chelsea Noble also waited until the night of her wedding to consummate her relationship with her first boyfriend, Kirk Cameron. And the pair, who met on the set of Full House before appearing together in Growing Pains, have since become two of America’s most famous evangelists.
8. Meagan Good
Meagan Good’s Christian background also influenced her decision to abstain from sex until she married the love of her life. And in 2012 the actress, who is best known for her roles in the Think Like a Man films, eventually tied the knot to DeVon Franklin, a Columbia Pictures executive and Seventh-Day Adventist preacher.
7. Kyle Richards
Kyle Richards left Andy Cohen flabbergasted on his SiriusXM show in 2015 when she suddenly revealed the famous actor she lost her virginity to. What’s more, the Real Housewives of Beverly Hills star told the host that the Outsiders actor C. Thomas Howell was not only the first guy she had sex with, he was also the first guy she kissed.
6. Mandy Moore
Pop singer-turned-actress Mandy Moore spent seven years married to acclaimed singer-songwriter Ryan Adams, but her first time was with the slightly less cool Wilmer Valderrama. That’s according to the That ’70s Show blabbermouth anyway, who made the claim on The Howard Stern Show.
5. Adriana Lima
It’s unlikely that Adriana Lima would have been short of admirers during her rise to fame as a Victoria’s Secret Angel. And yet the Brazilian supermodel told GQ in 2006 that she was saving herself for her future husband, a role which went to Serbian NBA player Marko Jaric three years later.
4. Tia Mowry
Tia Mowry and fellow actor Cory Hardrict certainly can’t be accused of lacking willpower – the pair waited a full year before even having their first kiss! And the Sister, Sister star later admitted that she wanted to make sure that their relationship was something special and real before getting intimate.
3. Kim Kardashian
It’s not too surprising to hear that one of the ultimate fame-hungry stars lost their V-card to a member of one of the most famous families of all time. Indeed, long before her tabloid-friendly marriage to Kanye West, Kim Kardashian hooked up with none other than TJ Jackson – Michael Jackson’s nephew, and one third of pop trio 3T.
2. Paris Hilton
Paris Hilton became a media sensation with a leaked sex tape in 2003, but her first time actually occurred several years previously courtesy of TV producer Aaron Spelling’s son. Randy Spelling, who appeared alongside the socialite in Pledge This, has claimed that he popped Hilton’s cherry during a weekend break in Palm Springs in their mid-teens.
The story of the showbiz world’s ultimate power couple also includes the loss of a V-card. Yep – although it’s safe to say that there were plenty of girls, girls, girls in Jay Z’s life before Beyoncé came along, the former Destiny’s Child star has hinted that her own first sexual experience was with the legendary rapper.