Young stars in the entertainment world are increasingly exposed to paying the price of fame: they are often not ready to deal with great success, public scrutiny in all aspects of their lives, and even the possibility of short-lived fame.
However, one of the favorite topics of the entertainment world is to delve into the love life of celebrities and, above all, to find out the details of their sexual encounters, especially when it happens between celebrities.
The recent list is extensive and includes names such as: Miley Cyrus, Camilla Cabello, Joe Jonas, Rebel Wilson and in previous years, also Katie Holmes, Brooke Shields, among many other celebrities, who during their youth, discovered love, passionately, accompanied by other celebrities.
In their testimonies, some like Miley Cyrus revealed that they lied to their partners about their previous experiences to avoid “shame”, even though they were the first ones, or Brooke Shields, considered the most beautiful woman in the world in the early 80’s. She hs been completely open about her passionate love life, which began intimately when she was 22 years old
Camila Cabello
In an interview with the Armchair Expert podcast, Camila Cabello revealed that she lost her virginity to her first boyfriend Matthew, aged 20 during their brief romance between 2018 and 2019: “I had my first relationship at the time. I had actually listened to his podcast before… because he had a dating podcast. And now he’s married, so congratulations.
“That was the first time I had sex. The first time I made love was at 20, 21…. It was literally making love. It was beautiful. He was a great person. It was like the first perfect relationship. It really expanded my world because he wasn’t in my industry either.”
Rebel Wilson and Mickey Gooch
Actress Rebel Wilson revealed that she lost her virginity at age 35 to actor and comedian Micky Gooch in her memoir Rebel Rising last month, where she offers intimate details about her first time, including that her boyfriend had no idea it was her first time.
Rebel explained that she decided to wait so long to have sex because she felt that, “as a big girl, no one would find me sexually attractive.”
“And, Micks, I know this might be news to you if you’re reading this, but yes, I lost my virginity to you,” she wrote in her memoir. She also indicated that the event occurred in a NY Greenwich hotel room while filming the 2016 movie ‘How To Be Single,’ where Mickey, a member of a banking family, played a small role.
It wasn’t until she was living in New York after a month of dating that she felt ready to sleep with him, inviting him to fly out and stay with her in a luxurious hotel room. She previously explained that she watched several porn movies the night before and used a vibrator “in preparation” and after the fact, acknowledged, “I was late to start and now I want to be MVP.”
Rebel and Mickey dated for six months, but the relationship fell apart after a vacation with Rebel’s family.
Britney Spears with Justin Timberlake
One of the most controversial teenage romances occurred at the beginning of this century, between the ‘Princess of Pop’ Britney Spears and Justin Timberlake. Some time ago, we all thought that Britney had her first time with Justin, with whom she started dating when she was 17 years old.
However, in her memoir, ‘The Woman in Me’, Britney revealed that her first time occurred when she was just 14 years old and the event happened with the best friend of her older brother Bryan Spears, before she started her relationship with Timberlake (between 1999 and 2002).
In fact, at the end of their relationship, the singer publicly accused her boyfriend of infidelity and trashed her virginal public persona.
However, Britney once revealed that Justin was the only man she had ever been with and that she had waited until ‘two years into my relationship’ to sleep with him.
However, in 2008, Britney’s mother, Lynne Spears, published a memoir where she claimed that her daughter had sex at age 14, with an 18-year-old high school soccer player, with whom she encouraged her daughter to date to improve her popularity at school.
Joe Jonas with Ashley Green
Joe had his first sexual encounter at the age of 20, with actress Ashley Greene. The Jonas Brother star revealed that he ‘demolished’ his bandmate Jack’s bedroom while looking for a condom so he could have sex with Ashley, while they were dating in 2010.
Speaking to Reddit in 2016, Joe said: “I lost my virginity to this girl named Ashley. You can probably just Google it. It’s a great story because I didn’t have any condoms, so I went to the room of our drummer, Jack, who was my roommate at the time, and demolished his room looking for them.
“I found them under his underwear drawer. When he came home, his whole room was in disarray because I was in dire need. It had to happen then and now. Safety first, kids.”
Joe, however, had a formal relationship with Sophie Turner with whom he fathered two daughters. They divorced in September 2023, after starting their relationship in 2016.
Miley Cyrus with Liam Hemsworth
Miley revealed in 2020 that her first time was with her ex-husband Liam Hemsworth, although she did not tell him that he was the first. In an interview with Alexandra Cooper’s podcast Call Her Daddy, the singer assured that the event happened when she was 16, but that she had had many sexual encounters with girls before that.
She said: “I didn’t fully date a guy until I was 16. But I ended up marrying him, so it’s crazy,” but she clarified, “I lied and said he wasn’t the first one, so I didn’t look like a loser” and even said that since she didn’t have someone close, she chose a friend who she ended up marrying.
However she added, “The first time I had a relationship with someone was with a girl, two of them,” and that they went beyond ‘first base’. “When I was 11 or 12, my friends started telling me what they did with guys and I didn’t really understand it,” she said.
“So I got most of my friends hooking up with me. I was attracted to girls long before I was attracted to boys. When I was 11 I thought Minnie Mouse was fucking hot.”
Katie Holmes with Tom Cruise
One of the most desired girls at the beginning of this century was actress Katie Holmes, who had promised that she would remain a virgin until marriage, but everything changed to her ex-husband Tom Cruise.
In 2004, when she was 26 years old, Katie fell deeply in love when she met the love of her youth. After a whirlwind romance, the couple got engaged months later in Paris and welcomed their daughter Suri, two years later. However, Katie filed for divorce in 2012.
Brooke Shields with Dean Cain
Brooke Shields, one of the most beautiful young actresses of all time in Hollywood, has lamented being sexualized by the industry since she was barely a teenager. However, she revealed that she waited until she was 22 to have sex for the first time with her boyfriend Dean.
However, in 1985, when she revealed the fact, she was dubbed “the world’s most famous virgin.” In 2022, Brooke shared her regret for talking about her virginity because “it never left me alone,” she said on her podcast ‘Now What? With Brooke Shields’.
She added: “I think, in retrospect, it was a bit of a mistake on my part to be so open about my virginity. I became the most famous virgin in the world. Being in the line of fire at such a young age like that, I gained resilience and it prepared me to be ready for anything in this industry that can be difficult.”
But she also shared that she regretted “waiting, because there was a sense of joy and freedom that I should have been able to feel within a relationship that was so lovely, so beautiful and sweet,” though she also noted feeling guilt because her mother wanted her to keep a “vow of chastity.”