“She doesn’t have to feel bad”: Jon Cryer Set the Record Straight on Losing His Virginity to Demi Moore When He Was Only 19

Demi Moore's recounts Jon Cryer losing his virginity to her, but the actor is against her claim.

"She doesn't have to feel bad": Jon Cryer Set the Record Straight on Losing His Virginity to Demi Moore When He Was Only 19

SUMMARY

  • In her book 'Inside Out', Demi Moore revealed that Jon Cryer lost his virginity to her.
  • As per the actress, Cryer developed real-life feelings for her during the production of 'No Small Affair'.
  • But the actor disputed her claim, saying she does not need to feel bad.
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Demi Moore talked openly about her life in her honest memoir, released in 2019. She shared about her tough relationship with her mom, her marriages, trying to juggle fame and family, and how she worked on being more open-hearted.

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Demi Moore holding her memoir
Demi Moore holding her memoir (Image via Vogue)

In her book Inside Out, Moore disclosed some surprising details. She also revealed that Jon Cryer lost his virginity to her when they were working on the 1984 movie No Small Affair.

As per the actress, Cryer developed real-life feelings for her during the production. But the actor disputed her claim that she took his virginity.

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Jon Cryer Corrected Misconception About Losing Virginity to Demi Moore

No Small Affair
Demi Moore and Jon Cryer in No Small Affair

Demi Moore admitted in her book, Inside Out, that she feels bad about how she treated Jon Cryer and regrets taking his virginity casually. She thinks it could have been a more special experience for him.

However, Jon Cryer, responded saying she doesn’t need to feel bad because she was mistaken. He clarified on Twitter that he had already lost his virginity in high school, sharing a link to an article about Moore’s claim.

“Well, the good thing about this is she doesn’t have to feel bad about it anymore, because while I’m sure she was totally justified making that assumption based on my skill level (and the stunned look on my face at the time), I had actually lost my virginity in high school.”

Cryer confirmed that Moore was correct in thinking he had feelings for her. He tweeted that during a tough period in her life, he was genuinely fond of her, noting he had “nothing but affection for her and not a regret in the world.”

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In the 1980s, the Hot Shots! star was deeply in love with the Ghost actress and they had a brief romance. Unfortunately, she didn’t take it as seriously as he did.

In a 2015 interview with The Meredith Vieira Show, Cryer found out that Moore was dating someone else while they were supposed to be a couple.

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Demi Moore’s Memoir Reveals Her High-Profile Marriages and Romances

Demi Moore with Bruce Willis
Demi Moore with Bruce Willis (Image via People)

Demi Moore was married to Freddy Moore, Bruce Willis and Ashton Kutcher but also had other high-profile romances along the way. In her memoir, she described some.

Moore remembers having a brief relationship with Rob Lowe during the filming of St. Elmo’s Fire in 1985. She described it as “one ill-advised late night together.” This happened just before she got engaged to Emilio Estevez.

Moore mentioned breaking off the engagement with Estevez but staying friends. She also shared that she went with Estevez to a movie premiere where she met Bruce Willis.

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She described the meeting as “a highly consequential night in my life, because at that premiere, I met an actor who was very hot at the time, on a hit series called Moonlighting. His name was Bruce Willis.” Later, Willis and Moore tied the knot in 1987.

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Written by Shreya Jha

Articles Published: 947

Shreya is an Entertainment News Writer at Fandomwire. She has over a year of experience in journalistic writing with a deep knowledge of entertainment world. After completing her bachelor's program in Journalism and Mass Communication, Shreya is now pursuing her master's degree in the same. Apart from being an avid reader, she's a huge Swiftie and K-culture buff. So yeah, when she's not writing, she will be caught listening to Tay or watching "Business Proposal" for the 100th time.