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Bruce Willis Was Jealous When Ex Demi Moore Married 'Toyboy' Ashton Kutcher Yet Befriended Him Later

Junie Sihlangu
Jun 12, 2022
11:00 P.M.
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Even though Bruce Willis wasn't married to Demi Moore any longer, he still felt jealous when she married Ashton Kutcher. The action star thought Kutcher was just a rebound but later warmed up to him.


Demi Moore initially met Bruce Willis for the first time in July 1987 at a Los Angeles premiere movie screening of "Stakeout." At the time, the actress was with her then-fiancé, Emilio Estevez.

When Moore's relationship failed to conclude in marriage, she began dating Bruce. The couple quickly fell in love and proceeded with a marriage proposal during an unplanned trip to Las Vegas.

Bruce Willis and Demi Moore at the opening of Planet Hollywood in San Diego, California, on March 25, 1995. | Source: Getty Images


The pair got married in November 1987 with a handful of guests at their suite at the Golden Nugget hotel. In her 2019 memoir, the "Ghost" star revealed that Bruce proposed while they were moving to the gambling tables by saying:

"I think we should get married."

Demi Moore and Bruce Willis at the 39th Annual Primetime Emmy Awards on September 20, 1987, in Pasadena, California. | Source: Getty Images


She explained that they'd been joking around about it on their flight to Las Vegas; however, when he proposed, he didn't seem like he was kidding anymore. The couple had another ceremony a month later with their family and friends in attendance.

During their union, Moore and Bruce welcomed three children, with the first one being conceived on their wedding night. In August 1988, Rumer Willis was born, and in 1991, Scout followed.

The couple's last daughter, Tallulah, was welcomed in 1994. Amid their marriage, the pair had to juggle their careers and be parents while traveling regularly to Hollywood from Idaho.



Bruce Willis and Demi Moore seen together on October 25, 2000. | Source: Getty Images

Things between Moore and Bruce eventually started falling apart in 1998. According to the producer who worked with the actress and appeared to have insider information, "they have had problems for at least two years."


Reports revealed that the couple had been leading independent lives for some time. The producer claimed that Bruce never visited his wife during the four-month shoot of the movie "G.I. Jane."

Bruce Willis and Demi Moore at the "Deconstructing Harry" Century City premiere on December 5, 1997, in California. | Source: Getty Images


When the duo finally appeared together in 1997 for the film's premiere, the producer said they were "more like comrades" and supported each other at public events. In 1998, a friend of Bruces' also said the couple spent too much time away from one another.

The pal shared how they lived separate lives. Friends claimed that work pressures and filming for long periods on opposite ends of the world eventually took a toll on the couple's 10-year marriage.

Demi Moore, Jack Nicholson, and Bruce Willis share a table at the China Club, on February 10, 1998. | Source: Getty Images


Bruce and Moore announced that summer school vacation, that they were splitting and waited until then to avoid their children being teased. In March 1998, the couple had gotten an Australian magazine to apologize for claiming their marriage was in danger.

The year before, they sued The Star for reporting a similar story. That same year, the former couple revealed that they were divorcing, and it was finalized in 2000, but they continued to co-parent and remained good friends.

Bruce Willis during the Miss Italy pageant in Salsomaggiore, Italy, on September 19, 2005. | Source: Getty Images


Despite their marriage concluding after they were together for thirteen years, the "Die Hard" actor had a confession. The same year of the divorce, Bruce admitted, "I love Demi, and I know she loves me," before adding in 2005:

“I still love Demi. We’re very close.”


In 2005, the star shared with Rolling Stone that he and Moore were "probably as close now as we ever were." He explained that they realized they had a lifelong commitment to their children, and that's why their friendship continued.

Bruce said they'd settled for putting the institution of marriage aside. The actor shared that all other personal things were a private matter between him and his ex-wife and that ending any relationship was painful.

He acknowledged that time was the only thing that healed all pain. When asked what qualities he still loved about Moore, Bruce refused to respond, saying that was between the two of them.



Ashton Kutcher and Demi Moore seen in New York City on October 28, 2003. | Source: Getty Images

In 2003, Moore, then-40, moved on relationship-wise by starting to see Ashton Kutcher, then-25. The duo met that same year at a mutual friend's New York City and had an instant connection.


The actor returned to Moore's, where they spoke all night until they fell asleep. The actress revealed that she couldn't feel the age difference because they were "totally in sync" from their first conversation.

Ashton Kutcher and Demi Moore during the "Charlie's Angels: Full Throttle" New York City premiere in New York City on June 25, 2003. | Source: Getty Images


In June that same year, the pair made their red carpet debut, and in the September 2005 Harper's Bazaar issue, the actress said she'd met her "soulmate" in Kutcher. The star shared how she felt she was given a gift in Kutcher but that they had no intention of getting married.

Moore noted how being with her new boyfriend felt like a do-over, where she experienced what it was like to be young. The focus of their relationship was on their 15-year age gap, which the actress dismissed as "silly."

Demi Moore and Ashton Kutcher during Stella McCartney's Los Angeles Store Opening in California on September 28, 2003. | Source: Getty Images


Eventually, Kutcher and Moore married on September 24, 2005, even though it hadn't been the original plan. The union ceremony was a Kabbalah one held at their Beverly Hills home with over 100 guests in attendance.

Ironically, Moore also invited her ex-husband, Bruce, who also attended! On the other hand, Kutcher also built a relationship with the actress's daughters, who called him "MOD" or "My Other Dad."


Bruce Willis and Will Smith during Nickelodeon's 19th Annual Kids' Choice Awards in Westwood, California, in April 2006. | Source: Getty Images


In the 2007 Stabroek edition, it was revealed that Bruce was jealous when his ex-wife married her "toyboy lover." The action star allegedly credited his close friend, Will Smith, for helping him overcome "some very dark hours."

Smith reportedly advised him to show his children that things were okay. Bruce built a friendship with Kutcher over time, although people struggled to come to terms that he could be close to his ex-wife's new husband.

Bruce Willis, Demi Moore, their children, and Ashton Kutcher at the "Charlie's Angels 2 - Full Throttle" premiere on June 18, 2003. | Source: Getty Images


The blended family once attended 2003's "Charlie's Angels 2: Full Throttle" premiere, with Moore, Bruce, her then-boyfriend, Kutcher, and the Willis children. In 2004, the actress brought her new man to Bruce's 49th birthday celebration.

That same year, The Robesonian shared how Bruce planned on spending Memorial Day in Hailey, Idaho, with his ex-wife, Kutcher, and their children. The couple was photographed with Bruce three years later at a Superbowl game.

Ashton Kutcher, Demi Moore, and Bruce Willis at The Spider Club for Willis' 49th Birthday Party in Hollywood, California, on March 12, 2004. | Source: Getty Images


That year, the blended family appeared together again at the premiere of Bruce's film "Live Free or Die Hard." In 2010, the action star allegedly gave Kutcher samples of his own brand of cologne as a joke.

In 2019, [Demi] Moore shared how she and [Ashton] Kutcher still had things that overlapped, like the organization they co-founded to fight sex trafficking.

Ashton Kutcher and Demi Moore at the "Valentines Day" Premiere at Leicester Square on February 11, 2010, in London. | Source: Getty Images


However, Kutcher and Moore liked it, with the actress happy that it smelt nothing like her ex-husband used to. On the other hand, Kutcher also ended up warming to his wife's ex-husband.

He said he and Bruce were able to build a friendship once he got over his jealousy of the action star who had previously slept with his wife. The pair could not hang out and go scuba diving or skiing together.


Demi Moore and Ashton Kutcher at the "Margin Call" premiere during the Sundance Film Festival on January 25, 2011, in Park City, Utah. | Source: Getty Images


​​​​​​For their 2011 wedding anniversary, reports revealed that Kutcher celebrated at the San Diego Hard Rock Hotel without his wife. A source claimed the star ended up having a sexual encounter with a local blonde named Sara Lea and her friends in a hot tub in his suite.

In November 2011, Moore released a statement revealing that she planned on divorcing her husband. Kutcher filed for divorce the following year in 2012, and by November 2013, their divorce was finalized.

In 2019, Moore shared how she and Kutcher still had things that overlapped, like the organization they co-founded to fight sex trafficking. However, she added, "It's friendly. But we're not... hanging out."