For better and most likely for worse, losing your virginity is a right of passage that you never forget. It’s usually an awkward and embarrassing experience that leaves you disappointed thanks to society’s portrayal of sex in adult movies and on the big screen.

Most of us are teenagers when we pop our cherries, and, because we are young, the person we chose to do it with isn’t always right for us. In most cases, they couldn’t be further from our ideal matches as adults, which certainly doesn’t help improve the experience.

Check out the video below to discover 10 shocking ways celebrities lost their virginities: 

If your first time was particularly cringe-worthy, or, at best, funny, then take comfort in the knowledge that when it comes to the loss of virginity, celebrities aren’t any different to us Average Joes. In fact, some A-listers might have even had a worse first time than you…

So, without further ado, here are 20 celebrities who have candidly and perhaps a little too honestly opened up about losing their virginity!

1. Khloé Kardashian

“My situation was not a good situation. I was 14 years old and dating an 18-year-old boy, which now I look back and think it’s disgusting, but then I thought I was really cool … Basically, I got pressured into having sex. I wasn’t ready. I barely knew my own body…

“I felt like if I didn’t, I wouldn’t be cool or this guy wouldn’t want to talk to me anymore … I didn’t have sex for the next three years, just because I didn’t feel comfortable with my body and I didn’t feel like I knew myself. And then being out of that environment, I knew I did the wrong thing and I was kind of forced to have sex.” – HLN, December 2012

2. Daniel Radcliffe

“I’m one of the few people who seem to have had a really good first time … It was with somebody I’d gotten to know well. I’m happy to say I’ve had a lot better sex since then, but it wasn’t as horrendously embarrassing as a lot of other people’s were – like my friend who got drunk and did it with a stranger under a bridge.” – Elle, July 2014

3. Lena Dunham

“[My best friend] Audrey headed back to my room hopeful for a sleepover. She was sobbing, and disoriented, and also pretty sure I was alone finishing the cheese, so she flung my door open without knocking. There she found [the guy I was losing my virginity to] Jonah on top of me doing what grownups do. She understood the magnitude of the occasion and through her tears shouted, ‘Mazel tov!’

“I didn’t tell him I was a virgin, just that I hadn’t done it ‘that much.’ It hurt a little more than I’d expected but in a different way, and he was nervous too and he never came. Afterwards we lay there and talked, and I could tell he was a really nice person. I commended myself for making a healthy, albeit hasty, partner choice. I really couldn’t wait to tell my mom.” – Rookie, March 2012

4. Ansel Elgort

“I was 14. I had no clue what I was doing, and neither did the girl… I didn’t even make the lighting good.” – Elle, February 2015

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