Demi Moore: A Tale of Love And Triumph


Her First Love

As a 16-year-old model, Demi Guynes met singer Freddy Moore. Once his divorce was finalized, Demi and Freddy married. She would take his name legally and professionally. She has gone by Demi Moore ever since.


The Young Lovers

Demi and Freddy met at a party and became infatuated with each other, even though he was 13 years older than her. In 1980, Freddy’s band, the Nu-Kats, released their biggest hit, It’s Not A Rumour. Demi co-wrote the song with her husband. The song did not chart well. However, it received plenty of airtime on MTV. In addition to co-writing the song, Demi also played a big part in the music video. While she kept his name, they divorced in 1985.

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Brat Pack Canoodling

Joel Schumacher’s St. Elmo’s Fire not only helped Demi Moore become an internationally recognized star but it also helped her scoop up her next boyfriend. Demi became quite close with co-star Emilio Estevez while shooting the classic coming-of-age Brat Pack film. They began dating during filming and continued with their relationship for three years. Moore and Estevez were even engaged for a period. Unfortunately, no wedding bells would ring, and they called off the wedding in 1987.

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Falling Hard For Die Hard

With her career on the cusp of exploding, Demi Moore met Bruce Willis at the premiere for Stakeout (which starred her ex-boyfriend, Emilio Estevez). Both were still at least a year from their career-defining roles, but they began a courtship and the two fell in love. Only a few months after their introduction, Bruce and Demi made it official and married in November.  They would soon become one of the biggest “it couples” in Hollywood.


A Wedding Without Stars

Looking back on Demi and Bruce’s wedding, it is shocking to hear that it did not include a massive list of Hollywood royalty. In fact, their wedding ceremony only had a few guests in attendance. The Reverend that officiated the wedding had no idea who they were until his coworker filled him in.The wedding took place on November 21, 1987, at the Golden Nugget, one of the oldest casinos in Downtown Las Vegas. They renewed their vows a month later with a more extravagant party in L.A.


Starting A Family

Although she had been married before, Demi’s marriage to Bruce was her first real attempt at a family. The couple has three children: Rumer was born in 1988, Scout in 1991, and Tallulah was born in 1994. Moore received some flack in 1991 for a Vanity Fair photo shoot. Moore appeared on the cover without clothes while pregnant with Scout. The shoot helped challenge societal attitudes towards pregnancy and pregnant bodies. At the time, other media outlets referred to it as “grotesque and obscene.”

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Living In Idaho

For a couple of such stature, they chose to forgo life in Los Angeles and set up shop in Hailey, Idaho. Over the course of their 11-year marriage, they contributed over $7 million into building up the small town. First, they opened a diner called Shorty’s. They followed that with Mint, a nightclub, as well as providing funds for renovations to buildings on the town’s Main Street. Willis and Moore had hoped to open a brand new $50 million marina project which died with their marriage.


Fulfilling Their Celebrity Status

After Bruce starred in Die Hard and Demi earned a Golden Globes nomination for Ghost, the two truly began living the celebrity life. Both Bruce and Demi began receiving massive movie contracts and spent accordingly. Demi earned a then-record $12.5 million for Striptease (a massive flop), and Willis was taking in near $20 million per film. They hired an army of personal assistants, nannies, trainers, bodyguards, and housekeepers to keep their life in order and look after their kids.


Their Careers And Marriage Take A Turn

The start of their marriage came at a time of great success for both Demi and Bruce. Her performances in Ghost, A Few Good Men, and Indecent Proposal put her near the top of the female actress earnings list. However, a few box office flops eventually led to a break from acting, as Bruce entered a period of great success in films such as Armageddon and The Fifth Element. Their marriage would begin to deviate as well.


The End Of An Era

After 11 years of marriage, Demi and Bruce separated in 1998. Willis had a reputation for having a wandering eye, and the couple had reportedly been living apart for months. The divorce, filed in 2000, took two years to finalize due to the amount of real estate they owned together. It had been reported that Bruce’s infidelity was too much for Moore to handle after he brought actress Liv Tyler to their home in Hailey.

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The Nanny Strikes

Not long before Demi and Bruce split, one of their nannies sued them. Kim Tannahill claimed that she had been “shamelessly exploited and abused through fraud, deceit, oppression, intimidation, threats, and force.” She claimed that Bruce and Demi were so abusive as employers that they forced her to work 24/7 without overtime. Tannahill said that Demi locked her in a room for an hour when the marriage began to crumble. The suit was eventually thrown out.

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Rebounding From Bruce

As their marriage was all but finished, Demi began seeing other guys. Not long before their divorce was finalized, Demi began dating Oliver Whitcomb. He was a martial arts instructor whom she could not resist. Age never affected their four-year relationship even though Moore was seven years older than Whitcomb. This would not be her last relationship with a man her junior. Her next marriage would see Demi more than double that age gap.


A Red Hot Romance

After breaking things off with Whitcomb, Demi Moore was caught sneaking around Los Angeles with Red Hot Chili Pepper’s lead singer Anthony Kiedis. Like Moore, Kiedis has had plenty of high-profile relationships of varying lengths. Moore and Kiedis have plenty in common due to their histories with substance abuse treatment, as well as their shared interest in PETA. One could only imagine the combined partying pedigree of these two late-night LA legends.

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Ashton Enters The Picture

In 2003, Demi Moore was introduced to Ashton Kutcher at a dinner with mutual friends. They instantly hit it off, paying no regard to the 16 year age difference between them. Demi and Ashton talked all throughout the night even after the meal concluded. She claims that she was wearing her “dress that gets results,” and clearly Ashton got the message. Demi broke the public seal by bringing Kutcher along to the premiere of her new film, Charlie’s Angels: Full Throttle.


A Religious Reformation

Not long into the relationship, Kutcher converted to Kabbalah, a spiritual form of Judaism which Demi practiced. “It is one of the essential ingredients in the success of our marriage. Every time we come up against a challenge, we turn to the tools we have learned, and a solution follows. Imagine waking up every day knowing with certainty that whatever obstacle you come up against, you will be able to navigate through it to the best possible outcome. That’s what our spiritual foundation provides.”

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Another Marriage For Moore

Demi prepared for the church bells one more time in 2005. She and Kutcher were married on September 24, 2005. They had around 150 guests at their wedding consisting of friends and family (including Demi’s three children and Bruce Willis). This was Kutcher’s first marriage. The Kabbalah-based ceremony took place at their home in Beverly Hills. With two failed marriages already under her belt, Demi hoped that this would be the right guy for her to live happily ever after with.


Getting Along With The Ex

After her divorce from Bruce, Demi and Willis remained friends and worked together to take care of their kids. Bruce was around plenty, and although no one would blame Ashton for initially being intimidated by John McClane, Ashton and Bruce became friends.  He was never shy to invite them on vacation with him, including a trip to his home in Turks and Caicos. Demi’s girls also loved Ashton. They called him MOD, short for “my other dad.”

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More Children In The Picture?

As their relationship grew from an instant-yet-new romance to a full-blown marriage, they had difficult questions to answer about their future. Demi told Elle UK about their thoughts on children. “We talk about it, and it’s something that we would like. He’s an amazing father to my daughters already, so I have no doubt that if it’s in our future, it would be another incredible part of our journey together.” In the end, they would not have children together.


Keeping Note

To show off his romantic side, Ashton would leave post-it notes to Demi all over their house. Demi loved the simple gesture. She said, “If you go to our house, I have post-it notes placed in various locations all with messages of encouragement or love or just thought. Some have been there seven years.”  Perhaps Demi would have liked to receive a diamond neckless or two along the way, but she will settle for the caring notes.

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The Demi and Ashton Foundation

As a high-profile couple, Demi and Ashton made sure to put their celebrity to good use. In 2010 they opened the Demi and Ashton Foundation. The foundation’s goal is to eliminate child trafficking worldwide. Its first campaign slogan was “Real Men Don’t Buy Girls.” Today, the foundation is called THORN: Digital Defenders of Children. The organization’s mission has shifted towards combating the technology which traffickers use to conduct their illegal and immoral business.


Another Unfaithful Husband

Demi experienced some deja vu in 2010. Kutcher found himself in the middle of multiple allegations of infidelity. One witness claimed to see him locking lips with a blonde woman at a Hollywood restaurant, while another girl claimed to visit his home when Demi was out shooting a film. Actor Scott Eastwood, son of Clint Eastwood, accused Kutcher of sleeping with his girlfriend and that she was an attendee at Kutcher’s infamous hot tub hook up on their anniversary.


Enough Is Enough

A couple of months later after Sarah Leal’s allegations of the anniversary hookup, Demi announced the end of their marriage. In a statement from her representative, she said, “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.”


Ashton’s Response

In a heartfelt Twitter post, Ashton responded to Demi’s statement. 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.” Although they had separated, their divorce would not be finalized until November 2013. Finalization reportedly took so long because Demi and Ashton bickered over the splitting of assets. Ashton was in the middle of a huge paycheck from Two and A Half Men which held up a settlement.

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Infidelity Alone Did Not Kill The Marriage

While it played a major role, Ashton’s cheating was not the only factor at the end of their marriage. Demi was rumored to have had another brief battle with substance abuse. Ashton reportedly wanted her to get some help and get control of her life after she ended up in the hospital from various substances while at a party with her daughter Rumer. Even Bruce tried to talk to Demi about getting some help.


The Fighting Was Too Much

Before Demi had decided enough was enough, she and Ashton were known to have fought over everything. His cheating had put weight on their relationship, and it led to arguments over everything. They tried to solve their issues through counseling, but it never amounted to anything more than a quick bandage on a deep wound. In addition, Demi reportedly believed that Ashton had withheld some of his financial interests from, leading to a longer divorce process.

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An Awkward First Day Of Work

When Ashton joined the cast of Two and a Half Men in 2011, he probably did not realize the big elephant in the room when he met his co-star Jon Cryer. Cryer revealed in his memoir that he had dated Moore for a time in the 80s. He was another Brat Pack associate and had starred with Demi in No Small Affair in 1984. He told ET, “It was awkward in that I’m not sure she even told him that we dated.”

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Getting Over The Hump

Cryer said that they were eventually able to move past his relationship from 25 years earlier. That doesn’t mean he couldn’t feel the intensity. “In our first meeting, we’re trying to have that let’s-create-that-chemistry meeting and the whole time I’m looking at him, waiting for him to drop the bomb,” Cryer said. Moore has not commented on her old fling’s comments, but Cryer and Kutcher continued to work together for four years, including after Kutcher’s divorce.

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Ashton Recovers Post-Divorce

With Demi moving on, Ashton had a long road to recovery ahead. He eventually married his former That 70’s Show co-star Milas Kunis. He spoke to an audience in Iowa about how divorce changed him when receiving an award for character. He said, “Character comes when those magazines tear you apart for something you may or may not have done, and you gotta go out and perform tomorrow with everyone looking at you like you might be an adulterer.”


Spiderman Swoops In

Towards the end of 2016, Demi was rumored to be back with an old flame that never really burned. Demi and Tobey Maguire had had a short fling in 2002 right before Ashton swept her away. When Maguire’s marriage ended, Demi reached out, and they began reminiscing about old times. One thing led to another, and they rekindled their relationship. In line with her modus operandi, Tobey is 13 years younger than Demi. A source claimed that Demi sparked the relationship with persuasive texts.

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Demi In 2017

Outside of her reported romance re-up with Tobey Maguire, Demi Moore has kept herself out of the headlines and the tabloids. After only working on and off for a few years, Demi has gotten back into the acting game appearing in Rough Night with Scarlett Johansson. When the press has been able to snap a shot of her, Demi has started to show her age a bit. Grey hairs have started highlighting her once only-dark hair.