Ashton Kutcher’s Dating History: Mila Kunis, Demi Moore and More

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Ashton Kutcher’s Dating History: Mila Kunis, Demi Moore and More

Familiar faces. Ashton Kutcher has dated more Hollywood A-listers than the two he is most associated with: ex-wife Demi Moore and wife Mila Kunis. The actor romanced January Jones and Brittany Murphy before his headline-making relationship with the Ghost star. Kutcher and Moore then tied the knot in September 2005 despite their 15-year age difference. “He was 25,” the actress wrote in her 2019 memoir, Inside Out. “I was 40. But I’m telling you: we couldn’t feel it. We were totally in sync from our very first conversation.” Moore’s relationship with Kutcher allowed her to revisit her youth after focusing on motherhood — she shares daughters Rumer, Scout and Tallulah with ex-husband Bruce Willis — in her 20s. “Keep in mind, when I was 25, I became a mom,” she explained. “I skipped straight from being a young adult into motherhood and marriage. When I met Ashton, it almost felt like a do-over, 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 20s.” [jwplayer QnROSTfq-zhNYySv2] The pair eventually split after reports that Kutcher was unfaithful, and they finalized their divorce in November 2013. Amid his heartbreak, the Two and a Half Men alum moved on with his former That ‘70s Show costar Kunis. They began a casual relationship in 2012, but sparks soon flew. “I did a movie called Friends With Benefits. He did a movie that was very similar: No Strings Attached,” the Bad Moms star detailed on the “WTF With Marc Maron” podcast in July 2018. “We lived our movies out, where we were like, ‘Let’s just hook up. Let’s have fun. We’re both single. We both trust each other. Everything’s great.’ None of us wanted tension. OK, great. We hooked up for three months. And just like our movies, one of us caught feelings.” Kunis recalled telling Kutcher that she was in love with him, and the next day, he asked her to move in with him. From there, the couple married in July 2015 and welcomed daughter Wyatt and son Dimitri. Elsewhere in the interview, the Spy Who Dumped Me actress defended her husband’s past marriage to Moore. “They had, like, a normal, real relationship,” she insisted. “They had three kids they were raising. It was, like, a normal life. … Yeah, he was younger, but he loved those kids.” Scroll through the gallery below to revisit Kutcher’s dating history through the years.  

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Ashton Kutcher’s Dating History: Mila Kunis, Demi Moore and More

Familiar faces. Ashton Kutcher has dated more Hollywood A-listers than the two he is most associated with: ex-wife Demi Moore and wife Mila Kunis. The actor romanced January Jones and Brittany Murphy before his headline-making relationship with the Ghost star. Kutcher and Moore then tied the knot in September 2005 despite their 15-year age difference. “He was 25,” the actress wrote in her 2019 memoir, Inside Out. “I was 40. But I’m telling you: we couldn’t feel it. We were totally in sync from our very first conversation.” Moore’s relationship with Kutcher allowed her to revisit her youth after focusing on motherhood — she shares daughters Rumer, Scout and Tallulah with ex-husband Bruce Willis — in her 20s. “Keep in mind, when I was 25, I became a mom,” she explained. “I skipped straight from being a young adult into motherhood and marriage. When I met Ashton, it almost felt like a do-over, 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 20s.” [jwplayer QnROSTfq-zhNYySv2] The pair eventually split after reports that Kutcher was unfaithful, and they finalized their divorce in November 2013. Amid his heartbreak, the Two and a Half Men alum moved on with his former That ‘70s Show costar Kunis. They began a casual relationship in 2012, but sparks soon flew. “I did a movie called Friends With Benefits. He did a movie that was very similar: No Strings Attached,” the Bad Moms star detailed on the “WTF With Marc Maron” podcast in July 2018. “We lived our movies out, where we were like, ‘Let’s just hook up. Let’s have fun. We’re both single. We both trust each other. Everything’s great.’ None of us wanted tension. OK, great. We hooked up for three months. And just like our movies, one of us caught feelings.” Kunis recalled telling Kutcher that she was in love with him, and the next day, he asked her to move in with him. From there, the couple married in July 2015 and welcomed daughter Wyatt and son Dimitri. Elsewhere in the interview, the Spy Who Dumped Me actress defended her husband’s past marriage to Moore. “They had, like, a normal, real relationship,” she insisted. “They had three kids they were raising. It was, like, a normal life. … Yeah, he was younger, but he loved those kids.” Scroll through the gallery below to revisit Kutcher’s dating history through the years.  

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Monet Mazur

Kutcher and the All American star dated from 1995 to 1996 when they were both teenagers.

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January Jones

The Iowa native and the Mad Men alum dated from 1998 to 2001. “[He] was not supportive of my acting,” she told GQ in 2009 of an unnamed ex, though the writer of the profile claimed she was referring to Kutcher. “He was like, ‘I don’t think you’re going to be good at this.’ So, f--k you! He only has nice things to say now — if anything, I should thank him. Because the minute you tell me I can’t do something, that’s when I’m most motivated.” 

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Ashley Ellerin

Kutcher was seeing the 22-year-old fashion student when she was murdered in February 2001. He testified in May 2019 that he “was trying to take her on a date” to a Grammys afterparty, but when he never heard back from her and she did not answer the door at her house, he assumed he arrived “too late and she [had already] left.” Ellerin’s roommate found her body the next morning. Michael Gargiulo, a.k.a. the “Hollywood Ripper,” was found guilty of her murder in August 2019 and sentenced to death in July 2021.

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Ashley Scott

The A Plus cofounder romanced the Dark Angel actress for nine months in 2001.

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Brittany Murphy

The Just Married costars began dating months after wrapping the film. They fueled engagement rumors in 2003 when they wore matching rings, but they ultimately ended their relationship after five months. Kutcher remembered Murphy after she died of pneumonia in December 2009 at age 32.  

“She was like the person who walked in the room and she was always the first person to dance,” he said on Nightline in May 2010. “You know when you go to a party and everybody is standing around, and the music is going — and you know sooner or later everyone is going to dance. She was always the first person to dance. And I just try to connect to that and celebrate who she was and how she was and not make sense of it ‘cause there is no sense of making sense of it.” 

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Demi Moore

The unlikely duo first stepped out in May 2003. Despite their age difference, the couple tied the knot in September 2005 and became notorious for their PDA-packed outings. He also embraced being a stepfather to her three daughters. In November 2011, amid rumors of Kutcher’s infidelity, Moore announced their split. He filed for divorce in December 2012, and the proceedings were finalized in November 2013.  

The venture capitalist gave an update on where he stands with the Charlie’s Angels: Full Throttle star in February 2020. “We don’t hang out. You know. It’s all good,” he explained on the “WTF With Marc Maron” podcast. “I make a really conscious effort to stay in touch with the girls. It was eight years. … There’s no badness.” 

In her 2019 memoir, Inside Out, Moore revealed she suffered a miscarriage six months into a pregnancy with Kutcher. “Losing a kid that you think you’re going to have, and that close to thinking you’re going to have a kid, is really, really painful,” Kutcher said of the loss in a January 2023 Esquire interview. “Everyone deals with that in different ways.”

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Sara Leal

The administrative assistant claimed to Us Weekly that Kutcher slept with her after an all-night party in his suite at San Diego’s Hard Rock Hotel in September 2011 — on the same night as his six-year anniversary with Moore. “He just came up and kissed me,” she alleged.  

The Striptease star addressed the What Happens in Vegas actor’s alleged infidelity in her 2019 book, claiming that he “admitted it right away.”  

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Mila Kunis

Kutcher and Kunis, who played an onscreen couple on That ‘70s Show years earlier, began dating in 2012 amid his divorce from Moore. They got engaged in February 2014 and welcomed daughter Wyatt that October. The duo wed in July 2015, and their son, Dimitri, arrived in November 2016.