Demi Moore's Hottest Sex Secrets: From Pre-Wedding Escapades to Celebrity Threesomes and an Intimate Podcast!

Published on October 26, 2025 at 12:00 PM
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DEMI Moore has set pulses racing donning a sexy cage-style dress on the cover of Glamour as their Woman of the Year.

At 62 she looks sexier than ever – but has been turning heads for decades with her bombshell looks and raunchy X-rated revelations.

NINTCHDBPICT001033036295Demi Moore wowed in revealing cage-style dress after being named Woman of the Year at 62Credit: Glamour Demi Moore In 'Striptease'Demi has been setting pulses racing for decades. Pictured in a publicity shoot for Striptease in 1996Credit: Getty – Contributor

From claims about cheating the night before her wedding to threesome admissions, here we take a look at some of Demi’s steamiest …

1. Cheating the night before wedding

Demi claims she the night before their 1981 wedding with actor

Just hours before walking down the aisle for the first time, the A-lister is said to have scaled a fire escape and climbed through his kitchen window to have “one last hurrah” with the Fight Club actor.

Writing in her candid book Inside Out, she explained: “The night before we got married, instead of working on my vows, I was calling a guy I’d met on a movie set.

“I snuck out of my own bachelorette party and went to his apartment.

“Why did I do that? Why didn’t I go and see the man I was committing to spend the rest of my life with to express my doubts?

“Because I felt there was no room to question what I’d already put in motion. I couldn’t get out of the , but I could sabotage it.”

At the time of the wedding, Demi and Freddy – who is 12 years older than her – had only been dating for a matter of months, after meeting in a nightclub in 1979 while Freddy was married to his wife Lucy.

However, Demi felt no guilt about splitting the couple up, writing: “I was a self-absorbed teenager who hadn’t been raised with a lot of respect for the institution of marriage.”

Despite her infidelity, Demi’s marriage to Freddy still lasted five years before she filed for , with it being finalised in 1985.

"Fridays" Wrap PartyDemi claims she cheated on first husband Freddy Moore the night before their 1981 weddingCredit: Getty – Contributor Celebrity Charity Basketball GameDemi claims to have scaled a fire escape and climbed through a window to have ‘one last hurrah’ with Fight Club actor Paul CarafotesCredit: Getty

2. Taking Jon Cryer’s virginity

Demi alleged that she while they were filming ‘No Small Affair’ back in the 80s – a claim he strongly denies.

Demi shared raunchy details on the apparent encounter with Jon in her explosive book.

The mum-of-three, who has had three previous marriages including to and , revealed: “I played a young nightclub singer, and Jon Cryer played the nineteen-year-old photographer who falls in love with her, in his first movie role.

“Jon fell for me in real life, too, and lost his virginity to me while we were making that movie.”

NO SMALL AFFAIR, from left: Jon Cryer, Demi Moore, 1984, © Columbia/courtesy Everett CollectionDemi claimed in her Inside Out memoir that she took the virginity of co-star Jon Cryer, when they filmed No Small Affair – but he denies the claimsCredit: Alamy

She continued: “It pains me to think of how callous I was with his feelings — that I stole what could have been such an important and beautiful moment from him.”

Despite the claim, twice-married Jon, 60, has taken to to deny that Demi took his virginity, instead insisting he actually lost it at school.

He wrote: “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 my skill level (and the stunned look on my face at the time), I had actually lost my virginity in high school.”

The actor added: “But she’s right the other part, I was over the moon for her during a very troubled time in her life.

“I have nothing but affection for her and not a regret in the world.”

3. Threesomes with Ashton Kutcher

Usa United Nations - Nov 2010Demi claims third husband Ashton Kutcher asked for them to have threesomes with another womanCredit: Rex Features Ashton Kutcher and Demi Moore attend TimShe also claims that Ashton cheated on her – but he said her version of events was not the truthCredit: Rex

Alleged infidelity seems to have been the ultimate cause of her marriage with That 70s Show actor Ashton ending in 2011.

In her autobiography, Demi claimed her ex-husband cheated on her and also confessed to putting Ashton and his desires first.

She explained: “I put him first. So when he expressed his fantasy of bringing a third person into our bed, I didn’t say no. I wanted to show him how great and fun I could be.

“[But] because we had brought a third party into our relationship, Ashton said, that blurred the lines and, to some extent, justified what he’d done.”

Ashton said in a tweet, though, that Demi’s version of events was not the “truth”.

4. Sex podcast

STRIPTEASE, Demi Moore, 1996Demi pictured in her Striptease movie roleCredit: Alamy NINTCHDBPICT000600167523She said she was ‘excited’ to release the six-part series, which focuses on female fantasiesCredit: Demi Moore

After years of working under Hollywood’s male gaze, Demi now stars and serves as executive producer on a six-episode series which claims to reset the sexual narrative from the female lens.

Dirty Diana is an audio drama about Diana Wood – played by Demi – who is stuck in a sexless marriage with husband Oliver and who craves some passion.

Although her day-to-day life is buttoned-up and conventional, Diana secretly runs an erotic content website (called HaveAGoodWood.com in the show) where women confess and record their sexual fantasies.

Each episode focuses on a different woman’s fantasy (or erotic confession).

Demi, who shares children with ex-husband , told Variety: “I think one of the great opportunities doing what we do is being able to use things to help push you beyond where you are resting.

“In this case, I realise there’s a part for me that my sexuality has felt like it’s dangerous, and that I should just keep it under wraps.

“That I should keep it shut down, and it’s better to just not negotiate or take it off the table.

“This has been an incredible opportunity of opening into areas that I’m not comfortable with. And that unto itself is already a gift.”

Demi's high-profile love life and splits

DEMI Moore’s personal life has been as closely watched as her career, marked by three high-profile marriages.

FREDDY MOORE

The actress first married at a young age to musician Freddy Moore, wedding him in 1981 when she was 18.

Their marriage lasted until 1985, but she kept his surname, which became her professional name.

BRUCE WILLIS

Demi’s most famous union was with action star Bruce Willis.

They married in 1987 and became one of Hollywood’s quintessential power couples.

They had three daughters together: Rumer, 37, Scout, 34, and Tallulah, 31.

Despite divorcing in 2000, Moore and Willis set a precedent for amicable separation, remaining close friends and dedicated co-parents to their children, a dynamic that continues to this day with their blended family.

ASHTON KUTCHER

Her third marriage was to actor Ashton Kutcher.

The two married in 2005, despite a notable 15-year age difference, and their relationship generated immense media attention.

During this period, Demi experienced a .

The marriage concluded in divorce in 2013, following years of marital struggles and reports of infidelity.

Dolce&Gabbana 40th Anniversary Party - Outside ArrivalsDemi has released a sex podcast called Dirty DianaCredit: AFP Demi MooreThe Hollywood star recently won Best Actress at the Golden Globes for The SubstanceCredit: AP

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