Celebrity Virginity Stories

Spotlight On: Celebrity Virginity Stories

There are a million important things going on in the world today, but let's face it -- we're still talking about sex. (Clearly, we've got our priorities straight here.) But we're not the only ones with sex on the mind. These not-so-secretive celebrities candidly dished all about their first time. Take a stroll down memory lane with gURL's juicy celeb sex timeline and see where you fall on the spectrum. Just don't forget to use protection.

T-Pain: Age 10

"My girlfriend, who was 12, lived right across the street from school, so every day I used to walk her home," he told Playboy. "Her dad didn't get home until five and we got out of school at 2:50, so...there was a lot of time. We did that for like a year." A year? Who knew a ten year old had that kinda stamina.

Matthew Fox: Age 12

"I was 12. She was about two years older than me. It wasn't her first time. I can actually see the event in my mind's eye, like photographs," Matthew told Playboy. "It was in Dubois, Wyoming, where the population sign probably says, to this day, about 1,000. It happened literally on the ground by a river while a rodeo was going on in town... it was absolutely terrible and awkward -- just two kids lying down and pulling our pants down." Sounds romantic.

Kelly Osbourne: Age 13

The same year she lost her virginity, "I convinced myself I was pregnant. I hadn't even gotten my period." Odds are Kelly O didn't have a big O.

P.Diddy: Approx. Age 13

"I tried to lose my virginity when I was seven years old," he told Playboy. " I was on top of a girl who was nine or 10, but it didn't happen -- so everybody doesn't have to bug out. When I was 13, and I felt I was a porno star because I'd been watching porn for so long. In the Bronx you could get a hotel for an hour. I always had $20 or $30 to take a chick to a hotel. I'm proud to say I love sex. You might catch me in a porn store at any given moment -- it ain't nothing I'm ashamed of." TMI, P. Diddy. T.M.I.

Nick Cannon: Approx. Age 14

"I lost my virginity to an older lady. We were in a sleeping bag... I said we should change positions, she was like 'just get off me!'", according to Perez Hilton. " She ran into the bathroom with all of her friends and they were in there laughing. I vowed from that day forward no woman would ever laugh at me in the sack again. I actually ended up crying at the end of the whole ordeal." That gives a whole new meaning to co-ed sleepovers.

Orlando Bloom: Age 14

"When I was 14, I met this very special girl and I lost my virginity to her. Let's just say that my interest in women grew more then!" We bet that gURL's interest in men grew more, too...

Angelina Jolie: Age 14

"I had started having sex with my boyfriend at 14 and the sex and the emotions didn't feel enough. In a moment of wanting to feel closer to my boyfriend, I grabbed a knife and cut him. He cut me back. We had an exchange of something and we were covered in blood, my heart was racing. Then whenever I felt trapped, I'd cut myself. I have a lot of scars. It was an age when I felt adventurous and after a few beers, things happened." Hey, to each his own.

Kim Kardashian: Age 14

"I had a boyfriend for four years...my first boyfriend. I was with him when I was 14; I'd say around late 14 or early 15 [I lost it]," Kim told Playboy. "We were sooo in love; I thought we were going to get married. I brought my mom in my bathroom and I'm like, 'Mom, I think I'm gonna have sex. I think I should go to the doctor and get put on birth control' And my mom was like, 'Okay.' What else was she gonna say?" Ten points for being responsible, Kim.

Fergie: Age 18

"I've always been a very sexual person. I've always had to hold myself back - I lost my virginity at 18. But that took a lot of willpower." We bet if she met now-hubby Josh Duhamel back then that willpower would've waned very quickly.

Shia LaBeouf: Age 18

"I was trying to portray myself as a man who had done it 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," Shia told Playboy. "And meanwhile I was shaking in my boots. 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. 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." Note to self -- don't ever take sex tips from pornos.

Ashton Kutcher: Approx. Age 18

"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 whole thing lasted like two seconds. It was really awkward. Two years later, I had sex with her again just to show her that the first performance was a fluke and I'd gotten much better." We bet Demi Moore can vouch for that.

Brooke Shields: Age 22

"I think I would have lost my virginity earlier than I did at 22. [If I did], I think wouldn't have had issues with weight," Brooke told Health. "I carried this protective 20 pounds [in college]. It was all connected. I think I would have been much more in touch with myself." Insert dirty joke here ______.

Tina Fey: Age 24

"I just couldn't give it away," Tina told David Letterman. "I remember bringing people over in high school to play -- that's how cool I am -- that game Celebrity. That's how I successfully remained a virgin well into my 20s, bringing gay boys over to play Celebrity." You win some, you lose some.

Posted in: Spotlight On, Virginity, Your Life
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  • marcellus

    I helped loose the virginity of three girls at a single time when i was 17. They were all my seniors. They claim i was the first one they had sex wid. I rammed them three. 🙂

  • Samantha

    This was actually a little depressing. I expected an article showing all these celebrities that had waited as though to say, “See? Even celebrities are older before they lose their virginity.” But instead more than half of those people made me feel like I was late. I’m fourteen, and I can’t imagine losing my virginity yet, even to my amazing boyfriend. I understand feeling like its the right time and all, but I just can’t wrap my head around this one.
    This article (could it even be called that?) was not at all what I expected.

    • Jade

      I totally agree with your statement. It’s so disappointing and makes me feel like most people have done it like before age 18

  • Billy

    I hate all these things….u lost your virginty in the age of 16….come on….i your husband have right to lose your virginty….

  • pp

    i lost my virginity in 17 with my father’s freind 24 older of me. my g.freind 19 said me about his sex with her neigbor’s boy had a big dick and horney me to sex with a man but anyone did’nt pay attention to me because im tiny. until my father’s freind came to our home from another country. a middle tall man 168 as tall as me with a big nose and little hair. at first he kiss my face as his girl until i found that he touch my body and my ass when he near to me . at first i was’nt so happy of this until onenight we watched tv with my family and him. i stand near a sofa he sit on it. and i wear a short skirt.he touched my leg up and up .i stand somewhere that anyone did’nt see this situation.suddenly i went to kitchen to make coffee for all. he follow me to kitchen. i stand where i see my family. he stand near me and touch my body under skirt. i can’t any motion.suddenly he came back of me sit and take off my short begin to eat my ass and pussy. i didn’t know what to do 2′ to 3′ . then he rapidly exit from here and i feel my first orgasm. tomorrow he didn’t near to me and i think he didn’t want or no glad sex to me. but 2 days after i came to home from school. my mom was in yard told me go shopping and anyone wasn’t there. i came to my room but see him take off his pants he didn’t see me. i watched her naked body from back when he turn i see her huge dick wonderfull…wow..he heard my voice but turn and take it off from corner of his short… erect dick 10 inch. he pulled me to wall take off my cloths kiss my lips my boobs and eat my pussy.then pull me to suck his penis. i eat and suck with pleasure after 1 t0 2 his cum was in my mouth. i eat it. then he go to wc and back to me lay to edge of my bed. his dick taller than my face. open my leg put his big head of dick on my pussy and little by little enter her dick to my pussy suddenly push it to the hole all of it i feel tear my pussy and 10 minutes fuck me until he and i educulated….he fucked me for 2 month until he married….

  • 123456

    Well, I’m 16. I’ve been with my boyfriend for almost 2 years and we still haven’t had sex. We’ve both agreed that we just aren’t ready! 10 years old? I didn’t even think 10 year olds could get “happy” but whatever..

    • brom

      10 years old is best coz..the love that you guys is unbreakable,having sex will make you feel you want to be with that person

  • hermielle

    i lost my virginity on my 13th birthday to a boyfriend of 2 years.our families had become friends and we went to disneyland on vacation together for my birthday.at the end of the day my BF’s parents had gone out to pick up pizza and my parents had gone somewhere [i don’t know where the heck they went] and me and my BF were in the room alone.then he blurted out “i love you,birthday girl” and we started making out,yada yada yada,and it was my dream first sex! it didn’t even hurt! somehow we managed to finish before my parents came back.i didn’t even tell them that i was no longer a virgin until about a year later

  • sexbomb

    I had sex for the first time when i was 10 with a 30 yr old

    • hotsucker13

      Better to have first time experience with an older partner an experienced one, you enjoy more!!!

  • Anonymous

    10 years? 12, 13 years old!? That’s ridiculous. The boys will barely have even hit puberty! What kind of 10 year olds know about sex? Let alone want to do it? I would seriously question the parenting.

    • hotsucker13

      Anonymous, children nowadays knew already what sex is! Mostly in Western Countries, not so much in Asians, but now adapting the trend, those ages already have sexual experience.

  • ellasimone

    I think that it’s better to lose your virginity while you’re still in high school. It helps you build a little character and find yourself a bit. I wouldn’t wait til I was 22 to lose it. But to each his own.

    • anonymous

      I don’t believe it would “build character” and “find yourself”! Sex doesn’t help determine who you are, especially when your in high school even though being said I’ve never had sex… I’m a high school student myself and I don’t plan on getting jiggy just because everyone else may seem to be saying so. There is no “right” age for sex, but everyone has their own opinion!

    • anon


  • Magrela

    I am constantly sursirped by other people’s lower numbers and the double standard placed on women about it is somehow bad for a woman to have a good amount of sexual experience behind her before she settles down. I can definitely see the reasoning if it has to do with your religion and therefore it is truly a moral issue for you. That makes sense to me. But outside of that, it seems to be not OK to want tto experiment sexually or have sex just for pleasure.I think if you practice safe sex and are enjoying yourself, sexual freedom should be celebrated. I have been in a happy relationship for over 10 years with one person, but before this I took time to explore what I liked sexually, and I can’t imagine ever being able to do this without sleeping with more than a few people. Maybe other woman aren’t as curious, I don’t know. But I am proud of having a full sex life and being able to say that I have followed my heart & my vagina.

  • Michelle

    many of them lost it so young D: when I read T-Pain’s story i was like KJFDLGJFLSDJGLKFDJ YOU DON’T EVEN KNOW WHAT SEX IS OMG I DON’T UNDERSTAND. anyways Tina’s was my favorite ;D so funny. and i agree; the older the better. i’m 16 and i don’t plan on losing my virginity until i am AT LEAST out of high school, trying to save it for marriage though 🙂

  • hea

    Angelina Jolie say whaat?

  • Noelia

    I think the older the better. You feel more confident of your body and the decisions you make.

  • lenalikeswafflez

    wow whats up woth 10 and 12 and 13 thats pretty gross