ByHeather Snowden, writer at
Lover of bad puns, nostalgic feels and all things Winona. Email: [email protected] Tweet: @heathbetweetin
Heather Snowden

It's probably (definitely) none of our business, but the ins and outs of celebrity lifestyle are pretty fascinating to us regular folk, and who can resist a little snoopin' when the information is right there in front of us... via Google?

Losing one's virginity isn't exactly the most glamorous of activities, but somehow finding out how celebs lost theirs is... and it's even more so when you find out who they lost it to...

1. Mila Kunis and Macaulay Culkin

This celebrity couple started dating when Mila Kunis was but 19 years old. They spent a whopping eight years together, reportedly sharing a place for half of their relationship... and, one (and everyone else) assumes, also sharing a bedroom.

2. Miley Cyrus and Liam Hemsworth

Miley Cyrus and Liam Hemsworth were together for nearly four years before calling off their engagement in 2013. A lot of former Disney stars are quite shy about their personal lives, but Miley has been forthright and openly enjoys her sexuality.

3. Kristen Stewart and Michael Angarano

Before Kristen Stewart shot to fame for Twilight and dated her co-star Robert Patterson, she was in a four year relationship with Michael Angarano. The pair met when Kristen was 14 and split when she was 18... which is the perfect period for curiosity to bubble and hormones to start racing.

4. Vanessa Hudgens and Zac Efron

They met on the set of High School Musical and it didn't take long before the teenagers began a relationship which lasted five years. Hudgens hadn't dated anyone noteworthy before and, as she comes from a pretty conservative family, it's widely assumed that she lost her virginity to her first longterm boyfriend, Zac Efron.

As Perez Hilton put it,

"Let's do the math! LOLz!"

5. Taylor Swift and Jake Gyllenhaal

Jake Gyllenhaal and Taylor Swift dated for a few months back in 2010, a relationship that allegedly left Swift with not just a broken heart. Their breakup apparently lead to her album 'Red' and the hit single 'Shake It Off.'

6. Kirsten Dunst and Jake Gyllenhaal

Ahem, Jake, you little Nightcrawler you! Not only did he claim Taylor Swift's virginity, it would seem he bagged Kirsten Dunst's, too. According to reports, in an interview Kirsten gave regarding her movie Crazy/Beautiful she divulged that, at age 19, she was still a virgin. Shortly after she begun a two year relationship with Gyllenhaal and well, come on.

7. Beyoncé and Jay Z

Though it hasn't exactly been written in concrete, when talking about her sexual experiences Queen B basically confirmed that Jay Z was the man she lost her virginity too.

“Though I was too young [in my previous relationship] for it to really be a boyfriend – we didn’t live together, we didn’t, you know... That was my only experience with a guy, and since then I’ve only had one other boyfriend in my life – Jay.”

8. Selena Gomez and Justin Bieber

Selena Gomez and Justin Bieber have been one of those "are they, aren't they" couples for longer than I can remember. Back in 2014, Biebs supposedly bragged about taking Selena Gomez's virginity, and while we don't usually listened to "inside sources," she's never denied it... in fact, she kind of confirmed it.

Talking about the chastity ring she wore when dating Nick Jonas and removed for Bieber, Gomez said:

“I’m not embarrassed to say that. I’m also not embarrassed to say that the ring has come off. I got it when I was 13 and I respect so much what it represented, but it isn’t for everyone.”

9. Britney Spears and Justin Timberlake

Justin Timberlake is generally known for being a charmer, but he revealed details in 2002 of his sex life with Ms. Spears in a rather ungallant way.

“She lost her virginity a while a go – and I should know.”

A little over a year after that comment, Britney confirmed to W Magazine:

"I've only slept with one person my whole life. I thought he was the one. But I was wrong."

10. Kim Kardashian and T.J. Jackson

Before there was Kanye, there was Ray J. Damon Thomas, Reggie Bush, Kris Humphries and T.J. Jackson, Michael Jackson's nephew and the guy she reportedly lost her virginity to at age 14.

"'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 [Kris] 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."

Source: Perez Hilton, The Richest, 2Day


Latest from our Creators