Can You Guess At What Age These Hotties Lost Their Virginity?

Everyone remembers their first time having sex (with another person), but for the women on this list and just about every other celebrity out there, the loss of one's virginity has become public knowledge or at the very least, speculation. Frankly, it's a private matter that only two people (or more depending on your level of first-time promiscuity) should have any information about. That being said, who wouldn't want to hear about the first time these hotties did the nasty? We certainly are interested, which is why we dug through the gossip rags, interviews, and men's magazines to find out when these women gave up their V-Cards.

Whether they waited for their wedding night or gave it up in some drunken escapade in the back of a limo at prom, each of these ladies' first time has been talked about. While some on this list have discussed their first time outright, others have only hinted at when their first time actually was. After comparing dates and reading interview with the lucky gentlemen in question, we have determined that the ages these ladies lost their virginity is accurate so now it's up to you: see if you can look through these pictures and read the info to see if you can correctly guess at what age these 25 beautiful women lost their virginity... you know, for science!

Question 1

Khloe Kardashian

“It's not funny to lose your virginity! It's weird and you're scared and it hurts and you don't know what will happen. I was _____ and he was an older guy who wasn't a virgin. I don't really remember it hurting but I do remember that I just wanted to get it over with. You definitely don't have an orgasm your first time. I didn't for the first few years! I didn't even know what the feeling was until I had one; I just liked the intimacy part. When it happened, I was like, ‘Ohhhhh, that's what that is!!!’”

Question 2


Beyoncé's first relationship lasted for seven years, but according to the singer, she didn't lose her virginity until she began dating another celebrity, but we won't spoil it be mentioning that lucky gentleman's name. She has never come out and specifically said at what age she lost it, but if you can determine who she was with and know a little about her biography, you should be able to select the correct answer below. Granted, the answer may surprise even the biggest of fans.

Question 3

Jessica Alba

Jessica Alba continues to top lists of the hottest women in the world, but when she was younger, she was very private about her sexuality. "My sexuality made me very uncomfortable. I remember my first Maxim shoot, they were telling me to pose a certain way, and I was like, 'Agh! I'm _____. I'm a virgin. I don't even know how to do that.' It was so awkward." It wasn't until sometime after her Maxim cover shot that she lost her virginity.

Question 4

Britney Spears

Britney Spears' early days in the limelight depicted her as an innocent 'wait until marriage' kind of girl... but was she? Rumors were kicked around during her early years over whether or not she had slept with boyfriend Justin Timberlake, but they were pretty tight-lipped about the nature of their relationship until they got older. Once the whole nature of her chastity became less of an issue for an adult celebrity, she came out and discussed the time she lost her virginity... and at what age!

Question 5

Paris Hilton

No, Paris Hilton didn't lose her virginity in the sex tape aptly named, "One Night in Paris". If you know how old she was when that tape was shot, you know she was 18 at the time. As it turns out, she lost her virginity to an older man when she was between the ages listed as choices below. Randy Spelling (Tori Spelling's brother) was 26 at the time, which means Paris Hilton lost her virginity in a statutory rape.

Question 6

Kim Kardashian

The average American never heard of Kim Kardashian until her infamous sex tape was released. While that video wasn't of the celebrity losing her v-card, she was fairly young (but legal of course). Given her sexual promiscuity... or at least the perception of it, it might not be surprising that she lost her virginity sometime between the ages of 11 and 14, but do you know when it really was? Here's a hint: she celebrated her birthday at Neverland Ranch and then stamped her V-Card shortly after.

Question 7

Adriana Lima

Adriana Lima is, without a doubt, one of the most beautiful women in the world. She's a Victoria's Secret Angel, which isn't a title given to just anyone so it should come as no surprise that she is one of the most desirable women on the planet. Even so, she wasn't the type to just have sex with her adoring and admiring fans so she stamped her V-Card a little later than most (as you can see from the selection below).

Question 8

Angelina Jolie

Angelina Jolie is another lady who tops most lists as the most beautiful in the world. Not only is she gorgeous, she's also an incredibly talented actress having won a coveted Academy Award. Though she recently ended her marriage to Brad Pitt (arguably one of the most desirable men in the world), she has been in sexual relationships for many years. Some of her exploits have been a bit unnerving--remember that deep kiss she shared with her brother on stage? Besides that, she got busy between the sheets with a fellow when she was young... but at what age?

Question 9

Jessica Simpson

Jessica Simpson is another star whose chastity was important for her image when she was younger. She grew up in the spotlight, much like Britney Spears, but didn't have to put up with the Disney Channel star 'must be a virgin before marriage' stereotype so she could have had sex a little earlier. Even so, if you look at the choices below, she clearly held out a little longer than some of her contemporaries. She has spoken openly about the time she lost her virginity, but can you recall her age?

Question 10

Megan Fox

"I've had plenty of awkward sex, but that first time was not awkward. I was in love with him and it was nice." Megan Fox has said that she waited to have sex until she was truly in love, but can you tell what age she was at the time? Given her overt sexuality throughout her early career, it may come as a surprise that she lost her V-Card at a relatively later age than some of the ladies featured in this quiz.

Question 11

Tina Fey

The incredibly talented funny lady has said that she couldn't give her virginity away while in the hot-seat on the Late Show with David Letterman. That's surprising given how desirable she is now, but according to her, she was homely as a young woman and though she wanted to have sex, she wasn't desired by many. She has never been coy about the age she was when she lost her virginity so if you saw the interview, you may know the answer, but we can tell you she was between the ages of 18 and 26!

Question 12

Rosario Dawson

In her own words, Rosario Dawson has said, “I was an awkward teenager. I went stag to my prom. I was a virgin until I was _____ years old!” Given the actresses renowned beauty and her many roles playing oversexualized women such as an assassin/prostitute in Sin City: A Dame to Kill For, it's difficult to imagine her as awkward as a teen. These days, you can see her on the covers of Cosmopolitan and other magazines geared for women.

Question 13


It should come as no surprise that a woman like Snooki has never been tight-lipped about her sexuality--it's kind of her brand when you think about it. When discussing the time she lost her virginity on MTV, she even discussed the awkward need for protection. "We were so young, and I didn't want to get pregnant, so he literally put Saran Wrap on his penis and we tried to have sex." A note to our younger audience who have yet to punch their card: you can get free condoms at your closest public health clinic!

Question 14

Kate Moss

Kate Moss is one of the world's most famous models and her life has warranted the writing of more than one biography. In "Model of Imperfection, an unauthorized biography", author Katherine Kendall details when, where, and at what age the model lost her virginity. Moss threatened to sue the author if anything in the book was untrue, but after she read through each and every page, this little tidbit remained. Moss hasn't been vocal about this aspect of her sex life, but by letting it remain pretty much confirmed it.

Question 15

Celine Dion

"I was seated at the head of the bed, legs folded under the covers. .... Then he removed my arms. He fled to his room. I grabbed the telephone and called his room to tell him: 'If you don’t come back here immediately, I’m going to knock on your door.' But there was no answer. It was he who called me several minutes later from the lobby of the hotel. To ask if I was all right. And then he told me: 'If you really want to, I’ll be the first.' And I answered him: 'You’ll be the first."

Question 16

Katy Perry

Katy Perry may have kissed a girl and liked it, but how old was she when she finally checked her V-Card at the door? Katy Perry has established herself as something of a sex symbol with her performances in concerts and photo shoots for Maxim, GQ, and many other magazines, but it turns out she lost her virginity in a relatively awkward way. In her own words, she lost her virginity “in the front seat of a Volvo sedan while listening to Jeff Buckley’s album Grace.”

Question 17

Sienna Miller

Sienna Miller's first time in the sack occurred while she was still living at home between the age of 13 and 16, but what's really interesting about it is that her mother insisted she do it at home with her boyfriend. She has said in interviews that her mother didn't want her doing it outside the house... for reasons. Most kids don't get their parents' blessing to have sex in their home, but for Sienna Miller, it was more of a requirement. Thanks, Mom!

Question 18

Jaime Pressly

Jaime Pressly revealed the details of the time she lost her virginity in an interview with Howard Stern... since that's pretty much what women do when they are interviewed by the god of the airwaves. According to Pressly, the sex wasn't the best, which isn't unusual for someone's first time. What was unusual about the act wasn't that it wasn't the greatest for Pressly, but rather that her partner never finished. Frankly, that's hard to believe given who we are talking about, but we will take her word for it.

Question 19

Jerry Hall

According to Jerry Hall, she had an orgasm long before she lost her V-Card and it's not what you might think. "It was really cold and there was ice on the ground. I wanted to get warm so I opened my coat and lay over my horse. To get warm. It just happened. I was very lucky." Yup. She had an orgasm atop a horse... somehow. Regardless, she did eventually lose her virginity to a bull rider (and not an actual bull thankfully), but at what age?

Question 20

Lena Dunham

"I grabbed him by the scruff of the neck and just went for it. I removed my shirt almost immediately, and he seemed fairly impressed. Wearing just a too-tight slip-skirt from the local Goodwill, I hopped up to get the condom..." Dunham talks about her first time and how she had some difficulty getting a fellow into the sack when she was younger though she did swear a vow of chastity at the age of nine. Her goal was to remain a virgin until she graduated high school.

Question 21

Brooke Shields

Brooke Shields was very young when she began her career in front of the camera. She was only 14 when she starred in The Blue Lagoon where she was in some nude scenes (She testified before Congress that body doubles were used) so her sexuality has been an issue since childhood. It may come as a surprise that she didn't lose her V-Card until her 20s. “I think I would have lost my virginity earlier than I did at _____. I had the public and all this pressure, and I wish I had just gotten it over with in the beginning when it was sort of OK. I think I would have been much more in touch with myself.”

Question 22


Fergie is a very desirable woman and she intended on keeping her V-Card for as long as possible. Apparently, this was a difficult task as the boys were knocking down her door since she was a relatively young girl. Though she valued her chastity, she has said on more than one occasion that she values her sexuality. "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."

Question 23

Lisa Kudrow

As you can see from the list of choices below, the former "Friends" star lost her virginity at a late age. Unlike many of the women featured in this quiz who publicly held on to their chastity, Kudrow decided not to lose her virginity until she was absolutely certain about the fellow she did it with. We won't spoil the age she was here, but we can tell you she didn't lose her virginity until she married the man she still shares a bed with.

Question 24

Kelly Osbourne

Kelly Osbourne was pretty young when she lost her virginity as you can see from the choices below. She has developed into an attractive young woman, but she was immature and ignorant of sexuality when she lost her virginity. After the act, she believed she was pregnant because she thought sex led to pregnancy (always). "I convinced myself I was pregnant. I hadn't even gotten my period [yet]." Thankfully, the now engaged woman didn't have a kid at the early age she lost her V-Card.

Question 25

Hilary Duff

Hilary Duff was a minor when she was dating a man in his late 20's. Like some of the other ladies on this list, Duff had to grow up in front of the cameras so her virginity was a constant subject as she developed. She hasn't explicitly discussed the first time she had sex, but she did open up to Cosmo about her relationship, which all but confirmed the age she was at the time. “I had a 26-year-old boyfriend. So everyone can make their own assumptions about what I was doing.”

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