Losing your virginity has long been one of the great achievements by individuals, with men and women putting a strong emphasis on when and how it happened. But, most of the stories usually consist of boring tales about screwing in your parents bed when they were out of town or something, with the lucky girl being some fellow horny teen.

But, have you ever thought about how some of the sexiest female celebs like Megan Fox, Kim Kardashian and Jessica Alba, among others, lost their virginity? Was it more intense? At what age did it happen? Would they ever reveal whom it was with?

Lucky for you, we dug up some dirt on the aforementioned A-listers, as we as a few other celebs, who show us that losing your virginity — no matter who you are or what your net worth is — is always a little bit awkward.

Megan Fox

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There isn’t a guy on the planet who wouldn’t want to bed Megan Fox. She’s sexy, sultry and seems to enjoy a good romp. That said, she’s not one to kiss and tell, as she revealed this to Cosmopolitan during a 2009 interview:

“I’ve had plenty of awkward sex, but that first time was not awkward. I was in love with him, and it was nice.”

Krysten Ritter

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Of any female celeb on this list, actress Krysten Ritter’s story about losing her virginity sounds the most familiar — as in, it was awk-ward. In a 2012 interview with Playboy magazine, Ritter had this to say about the first time she knocked boots.

“He was so angsty and bad. He was a real bad boy. He gave me a school picture that year that said, ‘OK, Krysten, I love you. You give me a boner.’ That’s how we started dating. His name was Damian, but my parents called him “Demon.” Our first time was in his parents’ van before basketball practice. I don’t remember it being very pleasant.”

Jessica Alba

There’s always been so much to like about actress Jessica Alba. And, talking to Cosmopolitan back in 2005, the actress revealed how losing her virginity was with a fellow actor, Michael Weatherly, and talked about the innocence she had before and after:

“I was so young, 18, when I started dating him. 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 sh*t. So I wanted to be really careful that he was going to be in love with me and wasn’t just going to leave me.”

Britney Spears

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Ever since the late-90s, singer Britney Spears has long been one of the sexiest celebs on the planet — and it’s not hard to see why. She’s a total babe. And, while many think she lost her V-card to former Mickey Mouse Club mate, Justin Timberlake, Brtney’s mom actually said the star had sex for the first time with a high school football player at 14 years old.

Kim Kardashian


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Kim Kardashian’s rise to fame came from a sex tape with rapper Ray J, but, even before the video hit the Internet, she had lost her virginity.

While the starlet isn’t one to normally speak about such personal things, Oprah Winfrey was able to get Kim to open up about her first sexual encounter — and it seems like her mom, Kris Jenner, was really supportive about how to approach it.

“When I did want to have sex the first time I was almost 15 … I was like, ‘I think I’m going to, or I want to,’ and she [her mom, Kris Jenner] was like, ‘OK, so this is what we’re going to do, we’re going to put you on birth control,’ and she was, like, really open and honest with me.”