Your tip
RadarOnlineRadarOnline
BREAKING NEWS

The First Time: 23 Stars Reveal How & When They Lost Their Virginity!

//how celebs lost virginity pp sl

Mar. 12 2019, Updated 5:43 p.m. ET

Link to FacebookShare to XShare to Email

Even celebrities were virgins once! RadarOnline.com reveals how old these stars were for their allegedly awkward deflowering moments.

Article continues below advertisement

LISA KUDROW, 32

//

LISA KUDROW, 32

The Friends star held out on losing her virginity until she married in 1995, but has said, “When I was young I had always hoped and wanted to be a virgin when I got married.”

BROOKE SHIELDS, 22

//_

BROOKE SHIELDS, 22

The stunning Pretty Baby actress regrets waiting so long to have sex: “I think I would have been much more in touch with myself.”

Article continues below advertisement

KHLOÉ KARDASHIAN, 14

//

KHLOÉ KARDASHIAN, 14

The reality star said she felt “disgusted” after she lost her virginity at the young age of 14 to an older man. “Don’t let anyone pressure you; it’s not worth it and how I felt afterward,” Khloé said.

Article continues below advertisement

DUSTIN HOFFMAN, 15

//_

DUSTIN HOFFMAN, 15

The actor lost his virginity at a New Year’s Eve party to an older woman who mistook him for his brother, Ronny, in a dark room. It was cut short when the woman realized the gaffe.

Article continues below advertisement

KEVIN JONAS, 22

//_

KEVIN JONAS, 22

The singer had his first time on his wedding night with wife Danielle. “After we did it, I was kind of like, that’s it?” Jonas said.

Article continues below advertisement

MATTHEW FOX, 12

//

MATTHEW FOX, 12

The actor’s first time was with a girl a few years older than him. “It happened literally on the ground by a river while a rodeo was going on in town,” he said. “It was absolutely terrible and awkward – just two (expletive) kids lying down and pulling our pants down.”

Article continues below advertisement

KATY PERRY, 16

//

KATY PERRY, 16

The pop star lost it in the front seat of a Volvo while listening to Jeff Buckley’s “Grace” album. “I love that record so much.”

Article continues below advertisement

ANGELINA JOLIE, 14

//

ANGELINA JOLIE, 14

After losing her v-card to her first boyfriend, the star said, “In a moment of wanting to feel closer to him, I grabbed a knife and cut him,” she said. “He cut me back.”

Article continues below advertisement

KATE MOSS, 14

//

KATE MOSS, 14

A 2004 biography written about the model says Kate lost her virginity on a family holiday in the Bahamas. The book was released without her collaboration, but Kate never sued the author or publisher.

Article continues below advertisement

BRITNEY SPEARS, 15

//spl_
Source: Splash

BRITNEY SPEARS, 15

In her tell-all book, Brit-Brit’s mom Lynne said that the pop star lost her virginity to a high school football player in the family’s hometown of Kentwood, La.

Article continues below advertisement

DAVE NAVARRO, 13

//

DAVE NAVARRO, 13

The “Jane’s Addiction” guitarist said of his first tryst, “I arrived at her house at 3 p.m. By 3:04, I was on my way home. I felt like a king.”

Article continues below advertisement

TOMMY LEE JONES, 13

MORE ON:
Jessica Simpson
//

TOMMY LEE JONES, 13

Tommy’s sister walked in on him doing the deed with her best friend in their family’s garage. “She told my parents,” the actor said. “It was all bad.”

Article continues below advertisement

JOHNNY DEPP, 13

//

JOHNNY DEPP, 13

The actor was a guitarist for the band “The Flame” as a young teen, and he lost his V-card to a groupie in the back of his rock band’s van.

Article continues below advertisement

JOSH BROLIN, 11

//

JOSH BROLIN, 11

The actor spoke candidly about his wild youth, saying he lost his virginity at age 11 to a girl named Greta.

Article continues below advertisement

GILLIAN ANDERSON, 13

//

GILLIAN ANDERSON, 13

The former X-Files star was 13 when she lost her virginity to “a punk guy” who later became a Neo-Nazi. “It was awkward, stupid, unadulterated crap,” she has said.

Article continues below advertisement

ROBIN THICKE, 13

//

ROBIN THICKE, 13

When asked if he would do anything differently, the singer said, “Make it last longer than 30 seconds.”

Article continues below advertisement

FERGIE, 18

//_

FERGIE, 18

“I’ve always been a very sexual person. I’ve always had to hold myself back,” says the singer. She did hold out for her first boyfriend. “But that took a lot of willpower.”

Article continues below advertisement

JESSICA SIMPSON, 22

//

JESSICA SIMPSON, 22

The Christian pop diva famously abstained from sex until she got married to Nick Lachey. However, just because she waited doesn’t mean she didn’t pick up a few tricks: ex-beau John Mayer famously called her “sexual napalm.”

Article continues below advertisement

BENICIO DEL TORO, 13

//

BENICIO DEL TORO, 13

Benicio claims to have had sexual thoughts starting at the age of four, and lost his virginity to a slightly older woman at age 13. “I wasn’t exactly a natural, but it was good,” he said.

Article continues below advertisement

DANIEL RADCLIFFE, 16

//

DANIEL RADCLIFFE, 16

The Harry Potter star said he celebrated his 16th birthday by doing the deed with his then girlfriend, a 23-year -old.

Article continues below advertisement

ADRIANA LIMA, 27

//

ADRIANA LIMA, 27

She may be the fantasy of men everywhere but this Victoria’s Secret model held out on having sex until she was married to Serbian basketball player Marko Jarić.  

Article continues below advertisement

PARIS HILTON, 15

//

PARIS HILTON, 15

Tori Spelling’s younger brother Randy claims he took Paris’ virginity at a hotel in Palm Springs when he was 17. “We were together for, like, two months.”

Article continues below advertisement

JAIME PRESSLY, 14

//

JAIME PRESSLY, 14

Jaime lost her virginity to her high school boyfriend. She confessed on Howard Stern’s radio show that it wasn’t very enjoyable because she was “too tight” and her boyfriend “never finished.”

Advertisement

DAILY. BREAKING. CELEBRITY NEWS. ALL FREE.

Opt-out of personalized ads

© Copyright 2024 Radar Media Group LLC. RADAR and RADARONLINE are registered trademarks. All rights reserved. Registration on or use of this site constitutes acceptance of our Terms of Service, Privacy Policy and Cookies Policy. People may receive compensation for some links to products and services. Offers may be subject to change without notice.