In movies, most of the time, finding true love is presented as an easy task. 2 people meet for the first time and instantly fall in love. But believe it or not, more than 172 divorces occur in the time it takes to watch an average romantic comedy movie, and reality has never hit us harder.

People who give love 2, 3, or even 10 chances have real courage. We believe that while it can be difficult to find “the right person”, it is always worth fighting for.

Celebrities Who Have Been Married Multiple Times

Jennifer Lopez

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Jennifer Lopez tried to get married 3 times and canceled 2 engagements that almost ended in marriage for her. Her first 2 marriages to Ojani Noa and Cris Judd were short-lived, lasting no more than a year. She said “yes” for the third time to Marc Anthony 5 months after breaking off her engagement to Ben Affleck, but the marriage ended 7 years later.

Jennifer has not given up on love and has once again opened her heart to baseball player Alex Rodríguez. They got engaged and although their relationship seemed strong, they broke up 2 years later.

After splitting from Alex, Jennifer got back together with Ben Affleck, 17 years after their split. We hope that this time Ben is “the one” for her.

Billy Bob Thorton

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So far, Billy has been married 6 times and almost all of his marriages have been short 2-4 years. He was married to Melissa Lee Gatlin, Toni Lawrence, Cynda Williams, Pietra Dawn Cherniak, and Angelina Jolie. He was also engaged to actress Laura Dern for 2 years.

After many failed marriages, Billy tried again and started dating Connie Angland in 2002. And while he once said that marriage isn’t working out for him, he still said “yes” to Connie in 2014 and they are still married.

Pamela Anderson


Pamela first married Tommy Lee when she was 28 years old, but the marriage only lasted 3 years. After the divorce, Pamela got engaged to Marcus Schenkenberg, but they didn’t make it down the aisle. Her second marriage was to Kid Rock, and this one didn’t have a happily ever after either.

Pamela’s third and fourth marriages were to the same man: Rick Salomon. Although he tried 2 times and had the opportunity to correct their mistakes, their second attempt had the same result as the first. Anderson decided to try again and married Jon Peters. However, after the split, she claimed that they were never legally married.

Anderson was legally married for the fifth time to her bodyguard Dan Hayhurst, but sadly they separated after a year or so on January 21, 2022.

Frank Sinatra

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Frank’s first marriage was to Nancy Barbato, with whom he had 3 children. The union lasted 12 years, but in the same year as the divorce, Sinatra married Ava Gardner. However, their marriage turned out to be very turbulent and 3 years later, Ava filed for divorce.

After that, Sinatra had 2 canceled dates as well, but he still didn’t give up hope. In 1966 he married Mia Farrow, with whom he had the shortest marriage. Turns out the third time wasn’t a charm for Frank.

After 3 marriages that ended in divorce, Frank finally married someone for life, Barbara Marx, with whom he remained close until his last days.

Demi Moore

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Demi Moore has given marriage a chance 3 times so far, but all 3 ended in divorce. Her first husband was the singer Freddy Moore, 12 years older than her. The duo broke up 2 years after saying “yes” and after a while, Demi got engaged to actor Emilio Estevez. They planned to marry in 1986 but called off their engagement.

A year later, Demi married Bruce Willis, with whom she had 3 daughters. They divorced 13 years later, and Moore tried to marry Ashton Kutcher once again, who was 15 years younger than her. Their marriage did not work out and after 6 years they divorced.

Elizabeth Taylor

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Elizabeth has been married 8 times to 7 different husbands. Almost all of their marriages were short, from 8 months to 6 years. Her longest marriage of 10 years was to Richard Burton and 16 months after their first divorce, they remarried. Unfortunately, their second attempt didn’t last a year.

Isabel never gave up love, and even wrote that she was destined to give love, to be a wife, mother, and friend.

What do you think, why do some people have to get married several times before they find “the right person”? If you were lucky with your first marriage, what is your secret?

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