Celebrities That Have Been Married An Unthinkable Amount Of Times

By molly atherton 4 months ago
In the dazzling realm of Hollywood, where fairy tales often intertwine with the glittering lights of fame, some celebrities seem to have mastered the art of love with an unprecedented frequency. In our pursuit of understanding fame and matrimony, we delve into the lives of those individuals who have embarked on an astonishing number of walks down the aisle. Welcome to a world where wedding vows are not a once-in-a-lifetime commitment, but a recurring theme in the narrative of romance.

1. Pamela Anderson - 6ish times

Starting the list off with everyone's favorite Blonde, Pamela Anderson. The former Baywatch star is a self confessed sucker for love. She married Tommy lee in 1995 after 95 hours of knowing him, then Kid Rock, followed by Rick Salomon, secretly wed Jon Peters before marrying Dan Hayhurst.Original content sourced from Femanin.comPhotos from Pamela Anderson's 9 Wedding Ceremonies - E! Online
imagesource: E!online
She's of course known for her electrifying presence on Baywatch and captivating audiences with her undeniable charm, Anderson has proven to be a self-professed romantic, fearlessly (and often unsuccessfully) diving into the depths of love time and again.

2. Elizabeth Taylor - 8 times

Known for her impressive amount of marriages, Taylor married seven men and had eight weddings. Conrad Hilton Jr, Michael Wilding, Mike Todd, Eddie Fisher and Richard Burton, before remarrying Richard Burton in 1975, then John Warner and Larry Fortensky.See 8 Of Elizabeth Taylor's Wedding Dresses In Closer Detail | British Vogue
imagesource: britishvogue
It was the magnetic connection with Richard Burton that truly defined Taylor's romantic narrative. The pair, who met on the set of "Cleopatra," engaged in a passionate love affair that resulted in not one but two weddings. After divorcing Burton in 1974, Taylor couldn't resist the allure of rekindling their love.

3. Zsa Zsa Gabor - 9 times

Zsa Zsa Gabor married nine different men throughout her lifetime, including Conrad Hilton, Elizabeth Taylor's 1st beau. Luckily, she finally found love with Frédéric Prinz von Anhalt in 1986 - the pair were married until her death in 2016. She lived happily ever after!Pin on * BABY BOOMER Group Board
imagesource: pinterest
Despite the tumultuous romantic history that preceded it, Gabor's marriage to von Anhalt stood as a testament to the enduring power of love, proving that sometimes, the heart finds its true match when least expected. It took 9 marriages to find the one!

4. Jennifer Lopez - 4 times

Singer and actress, Jennifer Lopez has walked down the aisle four times. She married waiter Ojani Noa in 1997, dancer Chris Judd in in 2001, singer Marc Anthony in 2004 and she was engaged to Alex Rodriguez before the pair split and she rekindled her love with Ben Affleck.Jennifer Lopez's Wedding To Ben Affleck Was 'Hard-Earned' & Her Dating History Is Messy - Narcity
imagesource: narcity
However, love's symphony had another movement yet to play. In a surprise twist, Lopez rekindled a romance with actor Ben Affleck, her former flame from the early 2000s. The grand finale of Lopez's matrimonial journey unfolded when she and Ben Affleck exchanged vows.

5. Tom Cruise - 3 times

Actor Tom Cruise has been married three, his first wife was Mimi Rogers, second was actress Nicole Kidman and his third and final marriage was to another actress, Katie Holmes in 2006 before they divorced in 2012. The pair share daughter Suri together.10 Years Later: Revisiting Tom Cruise & Katie Holmes' Wedding - E! Online
imagesource: E!online
The Cruise-Holmes union was a whirlwind romance that made headlines around the globe. Their marriage, however, faced its share of public scrutiny, and the couple eventually divorced in 2012. Despite the end of their romantic journey, Cruise and Holmes share the lasting bond of parenthood.

6. Nicholas Cage - 4 times

Nicholas Cage isn't just famous for his films and owning a giant dinosaur skull. He's also known for being married four times. Patricia Arquette was his first wife, before married Lisa Marie Presley a year after divorcing Patricia. Actress Alice Kim became his third wife.
imagesource: thetodayshow
Shortly after he married makeup artist Erika Koike in 2019 - but the marriage was annulled. His marriage to makeup artist Erika Koike was as short-lived as it was dramatic, resulting in a swift annulment. This unexpected turn only added another layer to Cage's reputation!

7. David Foster - 5 times

Composer and musician, David Foster has been married five times. He's currently married to singer and actress Katharine McPhee and the pair share a child together. But before that, he was married to ex-RHOBH star and model, Yolanda Hadid - the pair actually appeared on the show quite a bit together.Inside David Foster's marriage to Yolanda Hadid as he prepares for new baby at 71 - Mirror Online
imagesource: themirror
It was his marriage to singer and actress Katharine McPhee that became a headline-worthy serenade. Despite the age difference that sparked public interest, Foster and McPhee's love defied societal expectations, resulting in a harmonious union and a child!

8. Kate Winslet - 3 times

Actress Kate Winslet holds a special place in her heart from businessmen and movie directors. Her first husband was movie director Jim Threapleton, then director Sam Mendes then finally married the one in 2012 when she met businessman Ned Rocknroll.Kate Winslet's surprise Reading primary school wedding relived in amazing pics - Berkshire Live
imagesource: berkshirelive
In 2012, Winslet's heart found solace in the arms of Ned Rocknroll, a businessman with a name as unique as their love story. Their union added a chapter of stability and bliss to Winslet's romantic narrative, showcasing that love can transcend the confines of the entertainment industry.

9. Halle Berry - 3 times

Actress and beauty Halle Berry married David Justice in 1992 to 1997, followed by musician Eric Benét. Eric broke her heart when he was caught having an affair in 2005. Berry didn't remarry for another 8 years until she met Olivier Martinez who she was married to for three years between 2013 to 2016.Halle Berry shares 'wedding photo' with boyfriend Van Hunt during romantic getaway | The US Sun
imagesource: thesun
The actor and Berry exchanged vows, marking the beginning of a new chapter in her romantic journey. Yet, like the transient nature of cinematic tales, Berry's marriage to Martinez concluded in 2016. Halle Berry's love story consists of a narrative marked by resilience and heartbreak.

10. Gary Oldman - 5 times

British actor Gary Oldman is currently married to writer Gisele Schmidt, but before he found love with her he had a rocky road to happiness when it came to the 'love' department. He was married four times between the years of 1987 to 2015 when he found Gisele.
imagesource: closerweekly.com
His journey began with actress Lesley Manville in 1987, followed by a brief marriage to Uma Thurman from 1990 to 1992. Then he wed Donya Fiorentino in 1997, concluding their marriage in 2001 when he found companionship with jazz singer Alexandra Edenborough.

11. Jennifer O'Neill - 9 times

Another actress who was remarried one of her exes was Jennifer O'Neill. She remarried her 6th husband in 1993, but the pair divorced three years later and fortunately, her 9th and final marriage worked out. She and Mervin Disney Louque Jr are still married to this day.Jennifer O'Neill - IMDb
imagesource: IMDb
Her journey began with Joseph Koster, marking her first venture into matrimony from 1965 to 1971. Subsequent chapters included unions with Nick De Noia, a choreographer, lasting from 1975 to 1976, and a brief marriage to songwriter Jeff Barry in 1978.

12. Charlie Sheen - 3 times

The one and only Charlie Sheen has been married three times. His first marriage to model Donna Peele in 1995 then to actress and cast member of RHOBH, Denise Richards and then finally to actress Brooke Mueller. All of which failed miserably due to his addiction to drugs, alcohol and hookers.Denise Richards and Charlie Sheen's Relationship Timeline
imagesource: people
These relationships, too, ultimately ended in divorce. The public unraveling of Charlie Sheen's personal life during these marriages became a media spectacle, shedding light on the huge impact of addiction and personal struggles have on relationships.

13. Liza Minnelli - 4 times

Broadway legend and actress, Liza Minnelli was married four times, the first to musician Peter Allen, then to director Jack Haley Jr, sculptor Mark Gero and then finally to producer David Gest whom she divorced in 2007. Liza has stayed unmarried since then.Liza Minnelli and David Gest's wild wedding with Martine McCutcheon as bridesmaid - Mirror Online
imagesource: themirror
The fourth and final marriage for Liza Minnelli was to producer David Gest in 2002. Their high-profile union, marked by a lavish celebrity-studded ceremony, unfortunately ended in a highly publicized divorce in 2007. The dissolution of this marriage was a dramatic twist!

14. Drew Barrymore - 3 times

Drew Barrymore has lived pretty much all of her life in front of the cameras, meaning the whole world has seen how her love life has played out. She married bartender Jeremy Thomas for a year in 1994 then married actor and comedian Tom Green, yet again for a year.Drew Barrymore says her wedding day was perfect
imagesource: NDTV.com
Then, she entered her third marriage with art consultant Will Kopelman in June 2012, and the couple welcomed two daughters, Olive and Frankie, into their lives. Unfortunately, their journey together took a turn, and the couple announced their separation in 2016.

15. Angelina Jolie - 3 times

Another actress who has been in the limelight for most of her life, is Angelina Jolie. She has been married three times to Jonny Lee Miller, Billy Bob Thornton and of course, her most high-profile marriage - to Brad Pitt. The pair famously had an affair behind Jennifer Aniston's back.Did Brad Pitt Pressure Angelina Jolie Into Getting Married? | MEAWW - YouTube
imagesource: youtube
Subsequent unions followed with actor Billy Bob Thornton and, perhaps her most high-profile marriage, with fellow actor Brad Pitt. The latter union, born from a controversial affair that captured the media's attention, ultimately then ended in divorce.

16. Eva Longoria - 3 times

Actress Eva Longoria hasn't had the easiest time when it comes to marriages. Her first marriage to Tyler Christopher lasted two years before they divorced and she remarried NBA player Tony Parker who cheated on her. She finally found love in her current hubby, businessman, José Bastón.Eva Longoria and husband José glow with happiness as first wedding photos are revealed - Irish Mirror Online
imagesource: irishmirror
Despite the hardships of her earlier marriages, Eva Longoria found lasting love in her current husband, businessman José Bastón. Their union represents a chapter of happiness and stability in the actress's romantic narrative. Longoria's journey serves as a testament to her resilience.

17. Lana Turner - 8 times

Another Hollywood beauty who loved getting married was Lana Turner who like Taylor, was married 8 times. All within the space of 32 years, Lana had married Artie Shaw, Joseph Crane (who cheated on her and got someone else pregnant), Henry J. Topping, Lex Barker, Fred May, Robert Eaton and Ronald Dante.Lana Turner & Stephen Crane - WEDDING DAY | Celebrity weddings, Lana turner, Hollywood icons
imagesource: pinterest
Despite the challenges, Turner's resilience remained evident as she continued to embrace the institution of marriage, marrying and divorcing once again with Ronald Dante. Remarkably, Turner chose to remain unmarried in the later years of her life until her death in 1995.

18. Mickey Rooney - 8 times

Rooney's eight marriages have all ended up in divorce, and even his finally marriage to Jan Chamberlain ended in separation. The pair were still legally married until his death in 2014. And he also almost gave Kim K a run for her money with his 100 day marriage to Marge Lane.The Not So Merry Wives of Mickey Rooney: A Look at the 8 Women He Married - Closer Weekly
imagesource: closerweekly
Beginning with the legendary Ava Gardner in 1942, Rooney's marriages included unions with Betty Jane Phillips, Martha Vickers, Elaine Devry, and Barbara Ann Thomason, the latter ending tragically. His 100-day marriage to Marge Lane added a brief yet attention-grabbing chapter.

19. Kim Kardashian - 3 times

Queen of reality TV and businesswoman, Kim Kardashian has actually been married three times. Not many people know about her first marriage to producer Damon Thomas in 2000 which actually lasted for four years - but not many people seem to remember this!How Kim Kardashian's Weddings to Kanye West and Kris Humphries Compare - ABC News
imagesource: ABCnews
It's really her subsequent marriages that have become more widely known. The brief, highly publicized 72-day union with Kris Humphries and of course, the high-profile marriage to rapper Kanye West are the marriages that remain etched in popular memory.

20. Billy Bob Thornton - 6 times

Billy Bob Thornton appeared on this list earlier. He was married to Melissa Lee Gatlin, then married Toni Lawrence, Cynda Williams and Pietra Thornton before marrying Angelina Jolie in 2000. The pair lasted three years until he finally married Connie Angland.Billy Bob Thornton Reveals Why His Marriage to Angelina Jolie Was Doom | Vanity Fair
imagesource: vanityfair
After the dissolution of his marriage with Jolie, Thornton found lasting love with Connie Angland. The couple, who had been dating for 12 years, eventually married in 2014. This union with Angland marked a more enduring chapter in Thornton's romantic journey.

21. Rue McClanahan - 6 times

The Golden Girls actress was married enough times to write a book on it...quite literally, that's what she did! The book 'First Five Husbands And the Ones Who Got Away'...She finally married the one in 1997 when she wed Morrow Wilson - they remained together until her death in 2010.McClanahan's ability to weave her personal experiences into a captivating narrative showcased not only her talent as an actress but also her willingness to share the highs and lows of her life, creating a connection with her audience that extended beyond the roles she portrayed on-screen.

22. Rita Hayworth - 5 times

Hollywood beauty, Rita Hayworth had her pick of men from Orson Welles to Prince Aly Khan to actor Dick Haymes, she was never too far from male attention. Unfortunately for Hayworth, she never found 'the one' but after 5 failed marriages, she was probably done with men anyway!File:Hayworth-Aly-Khan-Wedding.jpg - Wikimedia Commons
imagesource: wikimediacommons
Hayworth's first marriage was to the legendary filmmaker Orson Welles in 1943. Despite their magnetic connection, the marriage ended in divorce in 1948. Her second marriage was to Prince Aly Khan in 1949, adding a touch of royalty to her romantic history. The union, however, ended in divorce in 1953.

23. Shannen Doherty - 3 times

90210 actress Shannen Doherty has had her fair share of troubles throughout the years, with her cancer diagnosis, she's battled hard to get to where she is now! After two failed marriages, Doherty finally found love in photographer Kurt Iswarienko in 2011.Shannen Doherty posts emotional Instagram wedding photo | HELLO!
imagesource: hellomagazine
In 2011, Shannen Doherty found love and stability in her marriage to photographer Kurt Iswarienko. Their union marked a turning point for Doherty, providing her with support during her cancer diagnosis and treatment. The actress has openly shared her journey.

24. Larry King - 8 times

TV host and legend, Larry King has been married a whopping eight times. His first marriage to Freda Miller in 1952 was annulled the following year so technically he's only had seven wives. Each marriage only lasted a couple of years, before finally marrying actress Shawn Southwick in 2019.Larry King's Wife Shawn Contests His Amended Will | Entertainment Tonight
imagesource: entertainment tonight
Their union, which began in 1997, continued until 2019, showcasing a more enduring chapter in King's romantic journey. Despite the challenges and complexities of his earlier marriages, Larry King's legacy in the realm of television remains unparalleled.

25. Harrison Ford - 3 times

70s heartthrob actor, Harrison Ford has been married three times - the first to his college girlfriend Mary Marquardt, then to screenwriter Melissa Mathison from 1983 to 2004 before marrying the beautiful Calista Flockhart in 2010. The pair remain married to this day.
imagesource: glamouruk
It was his marriage to the talented actress Calista Flockhart in 2010 that became a lasting chapter in Ford's love story. Despite their age difference, Ford and Flockhart have maintained a strong and enduring marriage, showcasing a deeper connection that has stood the test of time.

26. Christie Brinkley - 4 times

It probably comes as no surprise that supermodel and actress Christie Brinkley has been snapped up four times. Her previous spouses were Peter Cook, an architect, real estate developer Richard Taubman, singer Billy Joel and then architect Jean-François Allaux.Christie Brinkley's ex-husband Peter Cook: Burn that wedding dress
imagesource: newyorkdailytimes
Brinkley's first marriage was to French artist Jean-François Allaux and Her second marriage was to legendary singer and songwriter Billy Joel. Their union brought together two prominent figures in the entertainment industry and lasted from 1985 to 1994.

27. Richard Pryor - 7 times

The funnyman walked down the altar seven times, marrying and remarrying a few of his ex lovers. Pryor re-married his third wife Flynn Belaine and his second wife Jennifer Lee as well, whom he was with from 2001 to 2005 until his death. It all worked out in the end, I guess.Pam Grier recalls rocky relationship with Richard Pryor
imagesource: newyorkpost
Pryor first married Flynn Belaine in 1986, and they divorced in 1987, only to rekindle their relationship later. After their reconciliation, Pryor and Flynn Belaine married for the second time in 1990. Pryor's sixth marriage was to Jennifer Lee for the second time, from 1991 to 1992.

28. Demi Moore - 3 times

Demi married Freddy Moore in 1980 for five years before she married Bruce Willis in 1987. The pair share children together and have stayed great friends throughout the years. After getting a divorce in 2000, she married Ashton Kutcher before divorcing him in 2013.
imagesource: pinterest
Moore entered into a highly publicized relationship with actor Ashton Kutcher, who was significantly younger than her. They got married in 2005, and their relationship garnered attention for the age difference. But, the marriage ended in 2013, leading to a well-publicized divorce.

29. Janet Jackson - 3 times

After marrying singer James DeBarge in 1984, Janet divorced him the year after. In 1991, she married dancer René Elizondo Jr. before separating nine years later. Unfortunately, she never found the one after marrying billionaire businessman Wissam Al Mana in 2012.Why Janet Jackson's marriage to a Qatari Muslim businessman was doomed from day one! | Al Bawaba
imagesource: albawaba
Janet's third marriage was to billionaire businessman Wissam Al Mana in 2012. The couple welcomed a son, Eissa, in 2017. Unfortunately, their marriage faced challenges, leading to their separation the same year. While they are separated, they remain officially married.

30. Kenny Rogers - 5 times

Country singer Kenny Rogers was married five times to Janice Gordon, Jean Rogers, Margo Anderson, Marianne Gordon and fifth and finally, to Wanda Miller whom he was with from 1997 until his death in 2020. His final marriage to Wanda lasted longer than any of his others.It started with a chance meeting and became the marriage they'd both hoped for--- meet Kenny … | Country music singers, Celebrity families, Celebrity wedding photos
imagesource: pintrest
Following his first marriage, Rogers entered into a second marriage with Jean Rogers. This relationship was part of the singer's early romantic experiences. Rogers's third marriage was to Margo Anderson, contributing to the diverse chapters of his personal life.

31. Madonna - 2 times

For the amount of fashion and music phases Madonna has gone through - and remained an icon through - you might actually be surprised it's not more than 2! But the pop legend was first married to actor Sean Penn, when they tied the knot back in 1985, but they later divorced.
image source: oystermagazine.com
Madonna's second marriage was to British movie director Guy Ritchie. They tied the knot in 2000, and their relationship was closely followed by the media. However, the marriage ended in divorce in 2008. Madonna's resilience kept her at the forefront of the music and fashion industries.

32. Reese Witherspoon - 2 times

Actress Reese Witherspoon and her first husband, actor Ryan Philippe, were the epitome of 'two of the prettiest people getting married and having kids'! They starred together in the movie Cruel Intentions, which allowed the spark to ignite, but alas, it wasn't to be.
image source: journal des femmes
Reese Witherspoon's second and current marriage is to talent agent Jim Toth. They tied the knot in 2011, and together they welcomed a son, Tennessee. Her second husband was Jim Toth, who she married in 2011, but the pair of them have recently announced news of their divorce.

33. Britney Spears - 2 times

Although she's officially been married twice, Britney has actually been engaged 3 times. The pop legend was first married to Jason Alexander, with the pair sharing a very, very brief period in married bliss - because it only lasted two days which must be a record!
image source: instyle.com
Her second marriage then went on to be with her partner Kevin Federline, who she married the same year she'd annulled her first marriage! Spears was engaged to talent agent Jason Trawick from 2011 to 2013, and he also served as Spears's co-conservator during that time.

34. Ryan Reynolds - 2 times

With so, SO much focus on Ryan Reynold's marriage to actress Blake Lively, not least because of their famous social media posts to each other, as well as his support for Lively's Met Gala looks, it's tough to imagine that he was ever married to anyone else!
image source: eonline.com
Despite their shared success in the entertainment industry, their marriage faced its challenges, and they eventually divorced in 2010. The split was amicable, and both Reynolds and Johansson have since moved on to new chapters in their personal and professional lives.

35. Jennifer Aniston - 2 times

Luckily, Jennifer hasn't had as many failed marriages as her most famous on-screen partner, Ross Gellar! Jennifer Aniston has been married two times, and we remember her most famous marriage was to actor Brad Pitt before their split shocked the world.
image source: brides.com
Aniston's second marriage was to actor and screenwriter Justin Theroux. The couple tied the knot in 2015, and their relationship seemed to provide a more private chapter for Aniston. However, they announced their separation in 2018, and the divorce was finalized in 2019.

36. Russell Brand - 2 times

Comedian and actor Russell Brand was famously married to Katy Perry back in the day, and the pair definitely made a cool couple! You could have imagined the quirky pair being together for life, but sadly not, because they separated in 2011, both citing irreconcilable differences.
image source: thesun.co.uk
Russell Brand found love again when he married Laura Gallacher in 2017. Gallacher is an author and illustrator, and the couple shares a daughter named Mabel, born in 2016, before they officially tied the knot. He kept this marriage very much under wraps!

37. Scarlett Johansson - 3 times

As we mentioned, Hollywood beauty Johansson was once married to Ryan Reynolds before he hooked up with Blake Lively. After this, Scarlett married her second husband, Romain Dauriac in 2014, but that wasn't to be either - because they later divorced.
image source: stylecaster.com
Scarlett Johansson married American comedian and "Saturday Night Live" writer Colin Jost in 2020. The relationship has been marked by a more private approach compared to Johansson's previous marriages. They welcomed their first child together, a son named Cosmo, in 2021.

38. Ashton Kutcher - 2 times

Ashton Kutcher's first marriage was to Hollywood actress Demi Moore. The couple, known for their significant age difference, got married in 2005. Their relationship garnered attention from the media, but they eventually divorced in 2013 after eight years of marriage.
image source: elle.com
Ashton Kutcher found love again when he started dating his former "That '70s Show" co-star Mila Kunis. The couple, who shared an on-screen romance in their teenage years, got married in 2015. They have since become one of Hollywood's beloved couples, known for their chemistry both on and off-screen.

39. Nicole Kidman - 2 times

Nicole Kidman probably has one of the most famous and successful marriages in the world because we always see them laughing together and enjoying each other's company - we're talking of course about her marriage to country singer Keith Urban! With them being so happy, it's easy to forget she was married before - to none other than fellow actor Tom Cruise!
image source: people.com
The couple tied the knot in 2006, and they have since become one of Hollywood's most beloved pairs. They share two daughters, Sunday Rose and Faith Margaret. Kidman and Urban's relationship is often celebrated for its longevity, happiness, and their shared commitment to family.

40. George Clooney - 2 times

George Clooney was once famous for being the most eligible bachelor in Hollywood, but that reputation soon changed when he was married not once, but twice! You might not know much about his first wife after his most recent marriage to Amal Alamuddin - a match made in heaven.
image source: instyle.com
After his divorce from Talia Balsam, George Clooney remained a prominent bachelor in Hollywood for many years. However, his reputation as the eternal bachelor changed when he married human rights lawyer Amal Alamuddin in 2014 and remained together since.

41. Johnny Depp - 2 times

Johnny Depp has been a heartthrob since a young age, so it's no surprise he's been in a fair few relationships. His most famous marriage, of course, is the controversial and highly publicised one to Amber Heard, while his first wife was actually Lori Anne Allison, who he was married to for 2 years in the 80s!
image source: koimoi.com
They got married in 2015 in a private ceremony, but their relationship ended in a highly publicized and controversial divorce in 2016. The legal battles and accusations between Depp and Heard made headlines, and their divorce proceedings were marked by intense media scrutiny.

42. Kris Kardashian - 2 times

She may not have had as many marriages as her daughter, Kim, but Kris has definitely had two of the most famous marriages in Hollywood! Her controverisal first marriage was to Robert Kardashian, the lawyer we know responsible for that famous celebrity surname.
image source: pagesix.com
Kris Jenner's second marriage was to Olympic gold medalist Bruce Jenner, who later transitioned to Caitlyn Jenner. They got married in 1991 and have two children together, Kendall and Kylie Jenner. Kris and Bruce became known for their appearances on reality TV show.

43. Mariah Carey - 2 times

Famous songstress Mariah Carey has also been married more than once, and she first tied the knot with Tommy Mottola, a music executive, who she married in 1993. The pair later separated in 1998, and her second marriage was lined up for Nick Cannon, who she met in 2008 during filming for her music video.
image source: people.com
The couple has twins, Monroe and Moroccan, born in 2011. Despite the public image of a happy couple, Carey and Cannon faced challenges in their marriage, and Cannon filed for divorce in 2014. The divorce was finalized in 2016 and they both went separate ways.

44. Ashlee Simpson - 2 times

Singer Ashlee Simpson, and sister of Jessica Simpson, has been married twice, first with her famous relationship and marriage to musician Pete Wentz of Fall Out Boy. The pair were married for 3 years and even had a child together before the divorce hit.
image source: koimoi.com
Ashlee Simpson's second and current marriage is to successful actor and musician Evan Ross, the son of the iconic singer Diana Ross. They tied the knot in 2014, and the couple has since welcomed two children together, a daughter named Jagger and a son named Ziggy.

45. Will Arnett - 2 times

Will Arnett's first marriage was to actress Penelope Ann Miller. They got married in 1994, but their union was short-lived, lasting only a year before they divorced in 1995. This marriage, while brief, marked one of Arnett's early experiences in the realm of relationships.
image source: insider.com
Will Arnett's second and more high-profile marriage was to fellow actor and comedian Amy Poehler. The couple tied the knot in 2003 and had two sons together. Unfortunately, the couple announced their separation in 2012, and their divorce was finalized in 2016.

46. Blake Shelton - 3 times

American singer Blake Shelton has been lucky in love 3 times - or maybe unlucky in love twice, we should say - because he's had three wives! Shelton's first wife was Kaynette Williams, who had been his longtime girlfriend before then, before the pair divorced.
image source: usatoday.com
Blake Shelton's third and current marriage is to pop singer Gwen Stefani. The couple, who initially met on the set of "The Voice," started dating in 2015 and got engaged in 2020. They tied the knot in a private ceremony in 2021 and have been together since.

47.  Heidi Klum - 3 times

Heidi Klum's first marriage was to Ric Pipino, a hairstylist. They got married in 1997 but eventually divorced in 2002 after five years of marriage. This then marked the end of Klum's first marriage and set the stage for her subsequent relationships.
image source: goodhousekeeping.com
Supermodel Heidi Klum's most famous marriage was to singer Seal, who separated in 2014 and share four children together, but Seal was actually only her second husband. Her first was Ric Pipino, a stylist who she married in 1997, and most recently, Heidi Klum married Tom Kaulitz in 2019.

48. Alec Baldwin - 2 times

Actor Alec Baldwin of the Baldwin clan has been married twice, with his first marriage being rather famous due to the fact he was married to Hollywood starlet Kim Basinger. The pair married back in 1993, and they had a daughter together before their divorce.
image source: dailymail
Alec Baldwin's second and current marriage is to Hilaria Baldwin, a yoga instructor and television personality. They got married in 2012 and have since welcomed several children together. Despite occasional controversies, including discussions about Hilaria's heritage, the couple remains married.

49. Nick Lachey - 2 times

You might have had your doubts about Nick and his wife presenting a show about finding true love when you find out he already had a failed marriage before appearing on the show! TV presenter Nick Lachey of Love Is Blind fame (as well as being a singer) was first married to Jessica Simpson.
image source: people.com
Lachey's second and current marriage is to television personality Vanessa Lachey (née Minnillo). They got married in 2011 and have since become known for their family-oriented lifestyle. The couple shares three children and often posts about their adventures on social media.

50. Uma Thurman - 2 times

Hollywood actress Uma Thurman was actually one of the many wives of actor Gary Oldman back in the early 90s, but her second marriage was her most famous, not least because it gave us actress Maya Hawke, when she tied the knot with fellow actor Ethan Hawke in 1998.
image source: mamamia.com
Thurman and Hawke's marriage faced challenges, and they divorced in 2005. In addition to her marriages, Uma Thurman was engaged to French financier Arpad Busson. Although they never married, they were involved in an on-and-off relationship and havea daughter together.