Brunette beauty Demi Moore is one of Hollywood’s most iconic actresses. She was the highest-paid female star in the mid-1990s, and her rise to fame began in 1985 when she landed the role of Jules in “St. Elmo’s Fire.” It cemented her as a member of the Brat Pack in the 80s, and while some members of the Pack struggled with their careers as they got older, Demi would continue to thrive, taking on roles in movies like “Indecent Proposal,” “G.I. Jane,” and “A Few Good Men.” She did take a step back for a time to focus on raising her three kids, and at one point, the public became more obsessed with scrutinizing her romantic life than her acting chops. Here are all the relationships Demi Moore has been in over the years.
Tom Dunston
When she was just 15, Moore started dating the 28-year-old Tom Dunston, around the same time she was dealing with a toxic personal life at home. Though problematic now, Moore wrote in her memoir, “He was an attractive 28-year-old with a gentle presence. He immediately made me feel at ease.”
Freddy Moore
Moore had a thing for older musicians and moved on from Dunston with another named Freddy Moore. The guitarist started dating her when she was 16 and he was 29. Another red flag? He was married? That said, they continued seeing each other and ultimately married, though the marriage was short-lived. They were together from 1980 to 1985, but she kept his last name.
Jon Cryer
These two were lovey-dovey co-stars on “No Small Affair,” and their chemistry carried over into real life. Though they dated, Cryer was always more committed to the relationship and admitted that he once came over to her place, where the housekeeper said he was with another man. Moore believed she took his virginity and admitted in her memoir that she was callous with his feelings, but Cryer said he actually lost his virginity in high school.
Emilio Estevez
Moore once fell for another member of the “Brat Pack”: Emilio Estevez. They dated during “St. Elmo’s Fire” and got engaged after just six months of dating, but Moore discovered that Estevez was being unfaithful, learning of the infidelity from a friend who saw them just days after they mailed out wedding invitations. He even got an ex pregnant while they were together, and they split before the wedding. At Estevez’s premiere party for “Stakeout”, she met future hubby Bruce Willis.
Rob Lowe
This gorgeous “Brat Pack” couple never had a proper relationship, but they definitely hooked up. In the 1980s, Lowe used to banter with Emilio Estevez while they were still dating. In her memoir, she wrote, “The worst part of this was that at the time I was seeing Emilio Estevez, and Rob and Emilio were friends. Rob would call up Emilio and say, ‘Hey, guess what I did all day? I spent the entire day in bed with Demi. Ha-ha.'” It evolved from a silly joke to spending the night together while filming “About Last Night.” She even inspired him to get sober.
Bruce Willis
After meeting at the “Stakeout” premiere party, they fell for each other and began planning their future. Moore appreciated the actor’s no-nonsense approach to relationships and unwillingness to play games. However, after 12 years of marriage, the two were living different lives, and infidelity rumors swirled around both of them. Still, their love story is inspiring, and they’re still great co-parents and friends to this day, with Moore supporting Willis after his aphasia diagnosis.
A preference for younger men
It’s ironic that, though she started out dating older men and was married to one for many years, by 2003, there were many rumors of her dating famous younger men, including Leonardo DiCaprio, Colin Farrell, and Owen Wilson, as well as martial arts instructor Oliver Whitcomb. However, the younger man who finally stuck was her third husband, Ashton Kutcher.
Ashton Kutcher
Kutcher reportedly began cheating on Moore in an attempt to get out of the marriage, cheating multiple times with younger women. They were together from 2003 to 2011, and Moore released a statement about the breakup, saying she was heartbroken and devastated by the divorce.
Harry Morton
This relationship with a popular restaurant owner was short and sweet. Morton had ties to Paris Hilton and Lindsay Lohan, and was known for his popular restaurant Pink Taco and his family, who founded The Hard Rock Hotel and Morton’s The Steakhouse. In 2013, they dated for a few months and had a great time, but eventually fizzled out. Morton passed away in 2019 at the age of 38, and Moore attended his memorial service.
Moving on with two young musicians, Sean Friday and Nick Jonas
Moore dated drummer Sean Friday in 2014, and she was 24 years older than him at the time. The relationship lasted for around a year, but it looks like she wasn’t done with being the poster girl for older women dating younger musicians. In 2018, she reportedly began hooking up with Nick Jonas, which isn’t surprising, given that Jonas ended up marrying an older woman.
Daniel Humm
Moore moved on with a 49-year-old world-renowned chef named Daniel Humm, who owns Eleven Madison Park, and can we blame her? Who doesn’t want free gourmet meals regularly? She may have also realized that musicians aren’t her thing. Sadly, the relationship only lasted a year, and they split in 2022. These days, Moore is focusing more on her career, as she picked up an Oscar nom for “The Substance.”
