Here’s how the A-list lost their virginity – from ‘older woman’ to watching brother have sex

It’s a formative time in anybody’s life, and here’s how the celebs dealt with losing their virginity

the rock, kim kardashian, ian somerhalder, miley cyrus

by heat staff |
Published on

We all love a bit of TMI – especially when it's about our favourite celebs. And now, some of our favourite A-Listers have opened up about the moments they lost their virginity. Although they may be more privileged than us now, it turns out these famous faces had just as much of an awkward first time as the rest of us.

Prince Harry

prince harry
harry lost his virginity to an 'older woman' ©Imago

The Duke of Sussex opened up about losing his virginity in his controversial 2023 memoir Spare, admitted he had had sex for the first time aged 17 in 2021. He wrote that he had lost his virginity in a field behind a pub to an ‘older woman’ who ‘liked horses.’ Harry said, ‘She treated me not unlike a young stallion.’ The woman in question Sasha Walpole, who is two years older than him, later came forward and said, ‘The sex was passionate and sparky.’

Cher

cher
cher 'loaned' her virginity at 14 ©Imago

The icon wrote about ‘loaning out’ her virginity at the age of 14 in her memoir, telling readers she had sex with her older boyfriend before dumping him in an act of revenge. After he ditched her to go to Bob’s Big Boy with friends, she says, ‘I was so angry at being dismissed, I decided to, if not lose, loan out my virginity to him. I asked him, "Is that it? Are we finished?" Then I told him to go home and never come back.'

Camila Cabello

camilla cabello
camilla lost hers to ex matthew hussey ©Imago

Former Fifth Harmony singer Camila opened up on the sweet way she lost her virginity to her ex, and first, boyfriend dating coach Matthew Hussey in her early twenties. Speaking on the Armchair Expert podcast, she said, ‘That was my first time having sex. First lovemaking was at 20, 21…It was literally lovemaking. It was beautiful.’ The Senorita hitmaker added, ‘He was a really great person. It was like the perfect first relationship.’

Dwayne ‘The Rock’ Johnson

the rock
dwayne's experience was 'horrible embarassing' ©Imago

He may be the highest paid actor in the world right now, but The Rock’s first time was perhaps even more awkward than the rest of us. He told Playboy, ‘I was 14, in a park in the middle of the night, and right before I was going to show her why they call me the Rock, a cop car appeared, the red light came on, and it was horribly embarrassing.’ He added losing his on-screen virginity in The Scorpion King ‘pales in comparison.’

Rebel Wilson

rebel wilson
rebel confessed all in her autobiography ©Imago

Pitch Perfect star  Rebel didn’t lose her virginity until she was 35 and to her ex Mickey Gooch – who she didn’t tell it was her first time. The actress – who is now married to wife Ramona Agruma – surprised him (and the world) when she fessed up in her autobiography Rebel Rising. She wrote, ‘I didn’t want to live my life without experiencing sex. Experiencing love. Micks, I know this might be news to you if you are reading this, but yes, I lost my virginity to you.’

Miley Cyrus

miley cyrus
miley lied about the big V ©Imago

Speaking on the Call Her Daddy podcast, Miley said she lost her virginity to her ex-husband Liam Hemsworth aged 16 but lied about it for eight years. She said, ‘I lied and said that he wasn't the first, so I didn't seem like a loser. He said, "Oh, who have you had sex with," and I couldn't think of anyone, so I just made somebody up that I knew but we had never actually had sex before.’ She finally told Liam she had lied when she was 24.

Angelina Jolie

angelina jolie
angelina's first time was more intense than most... ©Imago

Angelina says she lost her virginity at the age of 14 – and turned to violence because the sex ‘wasn’t enough.’ She told OK! magazine, ‘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.’

Kim Kardashian

kim kardashian
kim supposedly lost hers to a jackson ©Imago

Reality star Kim opened up on her first time – and how mom Kris Jenner had supported her – during an interview with Oprah Winfrey. She said, '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.' It has been widely reported that she lost her virginity to Michael Jackson’s nephew TJ.

Celine Dion

celine dion
celina photographed on the night she lost her virginity ©Getty Images: Sobli/RDB/ullstein bild

Singer Celine lost her virginity at the age of 20 and on the same day she won the Eurovision Song Contest. She wrote in her book, ‘It was in Dublin, on that unforgettable day of April 30, 1988, the evening of the Eurovision competition. He went back to my room with me ... I was seated at the head of the bed, legs folded under the covers. I was happy about being alone with the man I loved. And I had a very precise plan.’

Ian Somehalder

ian somerhalder
ian took inspo from his brother ©Getty Images: Earl Gibson III/WireImage

The Vampire Diaries star Ian says he lost his virginity at the age of 13 after watching his own brother have sex. He told Andy Cohen, ‘It was fun! [The girl was] 16. ... my brother was seven years older than me... he used to have girls in his bedroom all the time, and ... I would go outside and watch, I learned a lot!... This was the live-action organic version [of the Internet].’

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