Demi Moore’s Complete Dating History

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The Substance actress Demi Moore has been famous for so long, she essentially came of age in the spotlight. Her many romances accompanied her, becoming the subject of celebrity gossip and the center of her vivid 2019 memoir, Inside Out. Now in her early sixties, Moore seems to be single and enjoying it.

“It’s a process of learning to love yourself,” she said on a 2020 episode of SiriusXM’s The Jess Cagle Show. “Accepting who you are just as you are. For me, I had changed myself so many times over and over to fit what I thought somebody else wanted.”

Moore continued, “It’s that idea that we’re kinda conditioned to work toward being desired, but we’re not supposed to have desires of our own. It really is commendable in our disposal times to go through the journey of really honoring the love that brought you together in the first place and to really give it everything you’ve got. But you can’t do that without that love and acceptance of yourself.”

Here’s Moore’s full dating history, with much of the story in her own words.

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Freddy Moore

Married from 1980 to 1983

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Demi Moore got her last name from her first husband, Freddy Moore, putting away her maiden name, Guynes, forever. Freddy was a rock musician and 12 years older than the 17-year-old bride. Their wedding took place in 1980, and they stayed together until 1983. Their separation lasted two years, and the divorce was finalized in 1985.

In her 2019 memoir, Inside Out, Moore admitted that she cheated on Freddy the night of their wedding, which she later felt was an expression of her doubt in the relationship. She wrote, “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?” she continued. “Because I couldn’t face the fact that I was getting married to distract myself from grieving the death of my father. Because I felt there was no room to question what I’d already put in motion. I couldn’t get out of the marriage, but I could sabotage it.”

Freddy passed away at the age of 72 from Alzheimer’s disease in August 2022.

Timothy Hutton

Dated in 1983

Moore dated actor Timothy Hutton in 1983, just after splitting from her husband. There’s not much info on their relationship or why it ended. But they did attend at least one red carpet event together that year in October: the Sixth Annual Carousel Ball to Benefit the Barbara Davis Center for Childhood Diabetes.

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Jon Cryer

Dated in 1985

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Moore worked with actor Jon Cryer on the 1985 film No Small Affair. They had a brief small affair of their own and in her memoir, Moore agonized about taking his virginity. She wrote, “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. I was sort of losing it right then, and I was definitely not in a place to take care of someone else’s feelings.”

Cryer gallantly let Moore off the hook on X, formerly known as Twitter, saying it was not in fact his first time.

“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,” he joked.

But he added, “But she’s right [about] 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.”

Emilio Estevez

Dated and got engaged from 1985 to 1986

demi moore with emilio estevez in nyc to promote st elmo's fire in 1985

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Moore received a huge break in 1984 with a role in the massive hit St. Elmo’s Fire, during which she sparked a romantic relationship with costar Emilio Estevez. But they had been friends before then; Estevez said to The Washington Post, “We’ve known each other for a long time.”

The romance was still a bit of a whirlwind—they got engaged after six months together. They even planned the wedding and mailed invitations before breaking up in 1986. In her memoir, Moore accused Estevez of lying to her about cheating with an ex-girlfriend.

“Emilio and I had in fact just mailed out the invitations for our wedding when a friend told me she had seen him out with someone else in L.A.,” Moore wrote. “He denied it, of course, but I was having a hard time trusting him. During a two-week breakup a few months before, he’d slept with an ‘ex’ girlfriend, lied about it, and then been forced to tell me the truth when he found out she was pregnant.”

Estevez did have a child with Carey Salley, one of two they would share. At the time, People reported it was their busy schedules that ended the plans for the wedding.

“First, the run of The Early Girl, an off-Broadway play that Demi was appearing in, was extended,” the publication shared in early 1987. “Then the release date of Wisdom, which Estevez wrote and directed, and both he and Moore star in, was moved up to this week. Between wrapping up her play and promoting their film, not to mention preparing for last week’s 25th-anniversary party for Emilio’s parents, the would-be bride and groom were pretty busy, so they called the marriage off—for now.”

Despite the break up, they stayed friends and even starred in the 2006 movie Bobby together.

Bruce Willis

Married from 1987 to 1998; welcomed three children together

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Moore met actor Bruce Willis when she was still with Estevez at a screening of Stakeout, starring her then-fiancé. Willis and Moore started dating very shortly after her split. She and Willis were soon living together and got married on Nov. 21, 1987. Their first ceremony was in Las Vegas.

“We were moving to the gambling tables when Bruce said, ‘I think we should get married,’” she recalled in Inside Out. “We’d been joking about it on the flight there, but suddenly it didn’t seem like he was kidding.”

They had a second ceremony a month later, officiated by Little Richard, that included their friends and family. She and Willis welcomed three children: Rumer, Scout, and Tallulah. In 1998, the pair announced they were separating. They finalized their divorce in 2000.

“I still love Demi. We’re very close,” Willis told Rolling Stone in December of that year. “We have three children whom we will continue to raise together, and we’re probably as close now as we ever were. We realize we have a lifelong commitment to our kids. Our friendship continues. The institution has been set aside.”

He also shared his perspective on why things ended.

“I can give you the philosophical answer, which is also the most universal: Things change. People grow at different rates,” he explained. “People change at different rates. It’s difficult for any couple to keep their marriage intact under the best of circumstances, and our marriage was under a huge magnifying glass all the time. So it might have been a little more difficult for us.”

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Moore agreed that their breakup was very amicable and talked about co-parenting in Inside Out.

“It’s a funny thing to say, but I’m very proud of our divorce,” she wrote. “I think Bruce was fearful at the beginning that I was going to make our split difficult, and that I would express my anger and whatever baggage that I had from our marriage by obstructing his access to the kids—that I’d turn to all of those ploys divorcing couples use as weapons. But I didn’t, and neither did he.”

Oliver Whitcomb

Dated for three years in the early 2000s

Martial arts instructor Oliver Whitcomb dated Moore for three years soon after her divorce. In 2001, Hello! Magazine even reported that he had proposed and they were engaged. However, the relationship ended for unknown reasons.

Ashton Kutcher

Married from 2005 to 2011

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Moore met her third husband, Ashton Kutcher, in 2003 after being introduced at a dinner party. They were wed on Sept. 24, 2005, and much was made of their 15-year age gap.

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In her memoir, Moore said being with Kutcher felt like a “do-over,” saying it felt “like I could just go back in time and experience what it was like to be young, with him—much more so than I’d ever been able to experience it when I was actually in my twenties.”

The former couple had some difficult moments in their marriage, including the loss of a pregnancy. In 2019, in an interview with Diane Sawyer, Moore talked about experiencing a miscarriage at six months.

“I can’t even really bring fully to words how lost, empty, desperate, confused [I was],” she said. “I really lost sight of everything that was right in front of me, which was the family that I had.”

There were also accusations of cheating, which Moore later wrote Kutcher confirmed.

“I knew she wasn’t lying,” Moore wrote about a woman who claimed in the tabloids that she’d slept with Kutcher. “He admitted it right away.”

They separated in 2011, and their divorce was finalized in 2013. In a statement at the time, Moore wrote, “It is with great sadness and a heavy heart that I have decided to end my six-year marriage to Ashton…As a woman, a mother, and a wife there are certain values and vows that I hold sacred, and it is in this spirit that I have chosen to move forward with my life.”

In a statement from Kutcher, he wrote, “I will forever cherish the time I spent with Demi. Marriage is one of the most difficult things in the world, and unfortunately, sometimes they fail.”

In 2020, during an interview on WTF with Marc Maron, Kutcher said he and Moore have a friendly relationship.

“There’s no badness,” he said. “It’s all good; we don’t hang out. I make a really conscious effort to stay in touch with the girls. It was eight years.”

He added, “I was helping raise teenage girls through their adolescence. I love them. I’m never going to stop loving them and respecting them and honoring them and rooting for them to be successful in whatever they are pursuing.”

Sean Friday

Dated in 2013 and 2014

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In May 2013, Moore was introduced to Dead Sara drummer Sean Friday by Moore’s daughter, Rumer Willis.

“Rumer brought [Demi] to a show in Los Angeles,” said a source. “She thought he was a fun guy her mom would like.”

In January 2014, Us Magazine reported they were still together and enjoying a trip at Tulum’s Be Tulum resort in Mexico with Rumer and her boyfriend at the time, Jayson Blair. The source said it was “not serious” and there’s no info on why it ended.

Daniel Humm

Dated in 2022

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Moore and Swiss chef Daniel Humm started dating in 2022. The Michelin-star chef behind New York City restaurant Eleven Madison Park was seen on Moore’s Instagram timeline in June of that year. They were enjoying the French Open Finals together.

“Demi met Daniel through mutual friends and they clicked right away,” a source said in April of that year. “He’s very charming, loves the finer things in life and is extremely cultured, plus they share the same devilish sense of humor and sense of adventure.”

By late 2022, however, things had fizzled out.

“She’s in a good place,” a source told People. “She’s happy and enjoying her children and her friends.”

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Aimée Lutkin is the weekend editor at ELLE.com. Her writing has appeared in Jezebel, Glamour, Marie Claire and more. Her first book, The Lonely Hunter, will be released by Dial Press in February 2022.

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