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30 Celebrity Couples Who Got Married Or Engaged After On-Again, Off-Again Dating

Justin Timberlake and Jessica Biel Triple threat Justin Timberlake and actress Jessica Biel met and started dating in 2007, but the couple hit a speed bump in 2011. After confirming their split , Justin still spoke very highly of his then-ex-girlfriend. In my 30 years, she is the most special person, okay?" he told Vanity Fair . "I dont want to say much more, because I have to protect things that are dear to mefor instance, her. By mid-2011, the couple was back together and engaged by December of that year. They got married in Italy in 2012 and welcomed their son, Silas, three years later. Frazer Harrison - Getty Images

Justin Bieber and Hailey Baldwin JB and HB's relationship is extensive . It dates all the way back to their first meeting in 2009 . Justin and Hailey sparked dating rumors in 2014, but they didn't get together until late 2015. They split up in July 2016 and didn't have contact for two years while Justin was on-and-off with Selena Gomez. The Biebers got married on September 13, 2018. James Devaney - Getty Images

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Miley Cyrus and Liam Hemsworth Miley Cyrus and Liam Hemsworth became an off-screen couple after portraying on-screen love interests in the movie adaptation of Nicholas Sparks' The Last Song. After a short breakup in 2011, the couple announces their (first) engagement in 2012 . When Miley and Liam got back together in 2016, she whipped out her old engagement ring, but they didn't wed until December 2018 . Less than a year later, the couple split . Taylor Hill - Getty Images

Audrina Patridge and Corey Bohan The Hills star Audrina Patridge and BMXer Corey Bohan were on and off more times than anyone could count . The pair started dating in 2008 and called it quits at least three times before getting engaged in November 2015. They welcomed their first child in June 2016 and tied the knot that November. In September 2017, Audrina filed for a domestic violence restraining order and filed for divorce two days later. Kevin Winter - Getty Images

Katy Perry and Orlando Bloom Katy Perry and Orlando Bloom have always kept it cool. They started dating in 2016 , but called it off after 10 months. Despite their breakup, the two remained friends and refused to speak ill of each other. (I mean, Katy did say Orlando was second best in bed behind John Mayer.) After reconnecting romantically in early 2018, the duo announced their engagement around Valentine's Day. The couple planned to wed in December, but were having some venue difficulties . Celebs have the same problems too, people. Phillip Faraone - Getty Images

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Marie Osmond and Steve Craig This on-againg, off-again relationship started after a wedding. Marie Osmond and her husband Steve Craig married in 1982. The couple remained together for three years before divorcing. In 2011, the couple remarried, only after keeping their relationship a secret for two years . Phillip Faraone - Getty Images

Richard Burton and Elizabeth Taylor Actors Richard Burton and Elizabeth Taylor were the OG on-again, off-again tabloid couple . The two met on the set of Cleopatra in 1962, when both of them were already married. (Elizabeth was married to Eddie Fisher, whom she stole from her BFF Debbie Reynolds, but that's another story .) The couple's affair led to marriage in 1964, but they divorced in June 1974. That didn't last long, as they remarried in October 1975 only to divorce less than a year later. API - Getty Images

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Prince William and Kate Middleton Prince William and Kate Middleton met at university in 2001. The pair sparked many dating rumors throughout their tenure there, but it became evident they were a couple when attending a family wedding in 2006 . In spring 2007, the pair took a two-month break, which Kate says was good for their relationship . Prince William proposed with Princess Diana's sapphire engagement ring in October 2010. Then on April 29, 2011, 72 million people worldwide watched the royal wedding that took place in Westminster Abbey. The pair has three children. Chris Jackson - Getty Images

Rachel Bilson and Hayden Christensen Actors Rachel Bilson and Hayden Christensen met on the set of the 2007 film Jumper . By December 2008, the couple was engaged . That lasted for nearly two years when the pair called off the engagement in August 2010. They got back together a few months later, and welcomed their daughter in 2014. They officially called it quits in 2017 after 10 years. Michael Buckner - Getty Images

Pamela Anderson and Rick Salomon Baywatch actress Pamela Anderson filed for divorce from pro poker player Rick Salomon not once, not twice but three times . The two got married in 2007, but annulled it a few months later. After rekindling their relationship in 2014, the pair secretly remarried . She filed for divorce soon after, only to change her mind and continue the marriagethat is, until September 2015. Denise Truscello - Getty Images

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Pink and Carey Hart Pop star Pink started dating Carey Hart in 2001 after meeting at the Summer X Games, according to Us Weekly . After a brief split in 2003, the duo got engaged in 2005 and walked down the aisle in 2006. The couple was married for two years when they split. They had divorce papers ready, but reconciled before it was finalized. Pink and Carey went to couples' counseling and welcomed their first child in 2011 and their second in 2016. Since then, they have been a tight-knit family. Stuart Wilson/BFC - Getty Images

Robert Wagner and Natalie Wood Actress Natalie Wood lived a fascinating life, and she shared some of it with Robert Wagner. The two wed for the first time in 1957, only to divorce in 1962, according to E! News . After each of them had other relationships, the two realized they still had feelings for one another. They remarried on July 16, 1972. Robert and Natalie remained together until her unexpected death in 1981. Roger Jackson - Getty Images

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Courteney Cox and Johnny McDaid Friends star Courteney Cox and Snow Patrol musician Johnny McDaid started dating in late 2013. By June 2014, the couple was engaged but called it off a year later . The pair spent six months apart before rekindling their romance. We broke off our engagement and he moved to England, then we got back together, and it's actually better than it was before, Courteney told ET Online in January 2019. Everything's better. Charley Gallay - Getty Images

Patrick Dempsey and Jillian Fink Patrick Dempsey, better known as Grey's Anatomy's McDreamy, married celebrity hairstylist Jillian Fink in 1999. The couple had three children before Jillian filed for divorce in 2015 , citing irreconcilable differences. They called off the divorce in November 2016, and theyve been going strong ever since. Axelle/Bauer-Griffin - Getty Images

Megan Fox and Brian Austin Green Actors Megan Fox and Brian Austin Green started dating in 2004 when she was 18 and he was 30. Two years later, they were engaged and living together . Nearly four years later, they called off their first engagement . But it didnt last long, as they got back together and re-engaged in 2010. The couple had two children together before Megan filed for divorce in 2015, but that was interrupted when Megan found out she was pregnant with baby No. 3 . Jason Merritt - Getty Images

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Gabrielle Union and Dwyane Wade Gabrielle Union and Dwyane Wade are killing the parenting game, but their love story has had its obstacles. The pair made their debut in July 2010 . They dated for nearly three years before taking a break in January 2013. "It was because of distance and scheduling," Gabrielle told Glamour . "I finished filming the show, then I flew to Vegas right away to start shooting Think Like A Man Too. I couldn't take time off, and I missed some quality togetherness we desperately needed." By April of that year, the couple was back together and married in August 2014 . Rich Fury - Getty Images

Behati Prinsloo and Adam Levine This is an IRL You've Got Mail situation, but without the catfishing. Yes, Maroon 5 frontman Adam Levine and Victoria's Secret model Behati Prinsloo met in 2012 and fell in love over email . Before settling down, the couple split up for a number of months, only to resurface in July 2013 an engaged couple . They got married in 2014 and now have two children. Jason Merritt/TERM - Getty Images

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Nick and Vanessa Lachey Nick and Vanessa Lachey were first romantically connected when she starred in his music video for "What's Left Of Me" in 2006, though they weren't confirmed as a couple until months later. They broke things off in June 2009, but remained very close. "We're trying to figure things out," Nick told Us Weekly at the time . "I don't pretend to know what the future holds, but everything's good. Vanessa's a good girl, and I care about her a lot." By October, the couple was back together. They got engaged in 2010 and married that following year . David Livingston - Getty Images

Evan Peters and Emma Roberts Controversial couple Evan Peters and Emma Roberts met in 2012 on the set of Adult World and started dating shortly after. The American Horror Story alums hit their first public speed bump when Emma was arrested for domestic violence . After their engagement in 2015, the pair broke up . They got back together, broke up, then got back together and broke up again. Today, rumors still continue to resurface as to whether or not they're still together. Presley Ann - Getty Images

Rose Leslie and Kit Harington Game Of Thrones co-stars Rose Leslie and Kit Harington took their on-screen chemistry off-screen. The two sparked dating rumors for years, and technically broke up before their relationship was confirmed, according to Business Insider . After reports of being back together, Kit revealed he was single in a GQ interview . Kit started opening up about Rose after getting back together in 2016."Because the country is beautiful, because the Northern Lights are magical, and because it was there that I fell in love," he said . "If you're already attracted to someone, and then they play your love interest in the show, it's becomes very easy to fall in love." The couple announced their engagement in the ~newspaper~ and wed in June 2018 . Jon Snow does know something: How to pick a good woman. Mark Milan - Getty Images

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Ashley Iaconetti and Jared Haibon Bachelor Nation icons Ashley Iaconetti and Jared Haibon met on season two of Bachelor In Paradise, but their relationship ended before Fantasy Suites . They went on a couple dates before season three of Paradise, where Ashley pined over him even though he had his sights set on Caila . Each of them went on another Bachelor spin-off before finally making it official in May 2018. They got engaged where it all started and married on Aug. 11, 2019 . Jon Kopaloff - Getty Images

Katharine McPhee and David Foster Singer and actress Katharine McPhee met music producer David Foster on American Idol in 2006 . The two sparked on-and-off dating rumors up until their official debut as a couple in 2018 . David proposed to Katharine with a massive ring in July of that year , and the couple got married in June 2019 . Theo Wargo - Getty Images

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Nico Tortorella and Bethany C. Meyers Younger star Nico Tortorella documented their love story with fitness guru Bethany C. Meyers in their memoir Space Between . The couple dated on and off for the better half of a decade before marrying March 9, 2018 . Mike Coppola - Getty Images

Maksim Chmerkovskiy and Peta Murgatroyd Dancers Maksim Chmerkovskiy and Peta Murgatroyd didn't meet on Dancing With The Stars. Their professional relationship began on Broadway's Burn The Floor in 2009 . After years of just being friends, they started dating in 2012, but Maksim broke up with Peta out of nowhere. I realized right away that Id made a mistake, Maksim told People . So I would take every opportunity to hover around. Well it worked: The couple reunited and got engaged in 2015. They got married less than two years later in July 2017. Monica Schipper - Getty Images

Ed Sheeran and Cherry Seaborn Not too much is known about pop star Ed Sheeran's private relationship with wife Cherry Seaborn, but the two met in high school . They reunited on his tour in 2015 and got engaged in 2018. They tied the knot that December. Stephen Pond - Getty Images

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Michael Phelps and Nicole Johnson Olympic swimmer Michael Phelps and Miss California Nicole Johnson started dating in 2007, but the couple split in 2011. The hiatus lasted three years, and the pair reconnected in 2014. "I never wanted to have a, 'What if?' I just told her exactly how I felt," Phelps told USA Today . "I was like, as long as I can tell her that, I can go through my life and be happy. Whatever happens, happens. Obviously we worked through some things. There's nobody in the world I would rather be with." Michael and Nicole wed in 2016 and have two kids. Matt Winkelmeyer - Getty Images

Kristen Bell and Dax Shepard Kristen Bell and Dax Shepard make up one of the most beloved celebrity couples, but they weren't always serious. Kristen revealed to PopSugar that before they became exclusive, they broke up some time in 2007. "He sat me down and said, 'I can't have this right now. I think you're wonderful, but I am still dating other people.' And then I, like, liquefied and fell to the ground, but I felt incredibly respected that he had the balls to tell me we weren't in the same place." The breakup only lasted four days, but it's so hard to imagine the couple not together. Dax and Kristen got married in 2013 and have two children together. Cindy Ord - Getty Images

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Kourtney Kardashian and Scott Disick Though they've never gotten married, Kourtney Kardashian and Scott Disick were partners for the better part of six years. When cheating rumors surfaced in July 2015 , Kourtney didn't waste any time and dumped the father of her three children. The couple reunited in late 2016 , only to call it quits for a second time in February 2017 . Chris Weeks - Getty Images

Carrie Underwood and Mike Fisher Country singer Carrie Underwood and hockey player Mike Fisher went on their first date in 2008, but they didn't go out again until three months later. "I mean, can I make dating more difficult?" Carrie said on VH1's Behind the Music . "Let's get a hockey guy who lives in another country, awesome." The pair didn't connect again until they had their first kiss on New Year's Eve in 2008. The pair tied the knot on July 10, 2010. They have two children, Isaiah, 4, and Jacob, 11 months. Jeff Kravitz - Getty Images

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