19 Celebrity Couples Who Love to Break Up & Make Up

Stephanie Elliot | Jun 21, 2016 Celebrities
19 Celebrity Couples Who Love to Break Up & Make Up

All relationships have their ups and downs, and being a celebrity doesn't make a person exempt from the roller coaster of romance. From the Kardashian clan to professional athletes, trouble in paradise can hit anytime. It's up to the couple to make things work if they want to have a healthy relationship. 

Here are 19 celebrity couples who have done their fair share of making up and breaking up! Which celeb couple is your favorite?



Image via Helga Esteb / Shutterstock.com

  • Jennifer Garner & Ben Affleck

    Image via s_bukley / Shutterstock

    After 10 years of marriage, Jennifer Garner and Ben Affleck announced their split, then proceeded to continue living together. They're frequently spotted out and about together, even vacationing together, and seem to be working things out. Jennifer even took the kids to London to join Ben as he films Justice League. However, sources say Garner and Affleck are still divorcing. We shall see!

  • Tyga & Kylie Jenner


    Image via Splash News

    In the celebrity world of break-ups and make-ups, it comes as no surprise to us that, at the time of this writing, Tyga and Kylie have broken up! In a world where anything can happen, like giving your girlfriend a Ferrari for her 18th birthday, who knows if the youngest Jenner girl and her rapper boyfriend will be back together by tomorrow?

  • Miley Cyrus & Liam Hemsworth

    Image via Helga Esteb / Shutterstock.com

    An on-again, off-again, couple since 2010, Miley Cyrus and Liam Hemsworth really have confused us. Recent Internet rumors indicate that the couple are engaged again, after having broken off an engagement four years ago. We guess in this case, only time will tell. 

  • Patrick Dempsey & Jillian Dempsey


    Image via Richie Buxo/Splash News

    In 2015, the Grey's Anatomy star and his makeup artist wife filed for divorce after 15 years of marriage. But Patrick Dempsey and Jillian Dempsey called off divorce proceedings and have been working on their marriage.

    More from The Stir: 17 Male Celebrities Who've Been Divorced Three or More Times

  • Scott Disick & Kourtney Kardashian


    Image via XactpiX/Splash News

    On reality television it appears that there's always been turmoil between Scott Disick and Kourtney Kardashian, who recently ended their nine-year relationship due to his addictions and depression. Although they'll never be too far from one another as they share three children, it does seem that the two are currently getting along.

  • Selena Gomez & Justin Bieber


    Image via Brock Miller/Splash

    Justin Bieber and Selena Gomez have had an on-again, off-again relationship since they were in their teens, and have expressed their love and emotions for one another in their music. At least three of the songs on Bieber's latest album Purpose reportedly were written specifically about Selena. We think they'll always be friends, but it's anyone's guess if they'll get back together someday.

  • Megan Fox & Brian Austin Green


    Image via Rudy Torres/Celebrity Monitor/Splash

    Follow along closely, as this one is complicated. Actress Megan Fox and actor Brian Austin Green got engaged in 2006, broke it off in 2009, got re-engaged in 2010, then married less than a month later. After five years of marriage and two boys together, Megan filed for divorce in August 2015, citing irreconcilable differences. While the divorce is "still on," Megan Fox is pregnant with their third child and they are are "continuing to work on their marriage and are living together again." 

  • Jennifer Lopez & Casper Smart

    Image via Helga Esteb / Shutterstock

    The actress and singer met the backup dancer at work, but the two were on-again, off-again for several years before breaking up in 2014. They continued to be spotted together in 2015, even vacationing together, and in 2016 things seemed to be officially back on between them. In June 2016 Jennifer Lopez and Casper Smart were even seen shopping in the Hamptons with Lopez's twins. 

    More from The Stir16 Friendliest Celebrity Divorces

  • Justin Timberlake & Jessica Biel


    Image via Splash News

    Sure they've been married for almost four years and they have a 1-year-old son, Silas, but there was a time when these two loved to break up and make up. After a four-year relationship, Timberlake and Biel broke up amid rumors that he was cheating. A couple of months later, they were back together and engaged. 

  • Khloe Kardashian & Lamar Odom


    Image via Splash News

    A divorce was in the works when Lamar Odom overdosed and went into a coma last year. Khloe stopped the divorce and supported Lamar as he got well. Recent reports indicate he may be drinking again, and Khloe's not-so-subtle tweets indicate she is disappointed. Maybe she'll continue with the divorce proceedings? 

  • Adam Levine & Behati Prinsloo


    Image via Splash News

    At the onset of their relationship, Adam Levine broke things off and dated a Sports Illustrated model before deciding Behati was the one. The Maroon Five frontman and his Victoria's Secret Angel will celebrate two years of marriage this summer. They're expecting a child together.

  • Prince William & Kate Middleton


    Image via Allpix/Splash News

    While they're now living "happily ever after" with a beautiful son and daughter, the prince and princess had a rocky start to their romance. After dating for four years, they split while Prince William was training in the Royal Air Force. Of the breakup, Prince William said, "We were both very young ... We were both finding ourselves." Once Kate was seen out and about in London on her own, the two eventually got back together, and the rest is royal history.

    More from The Stir20 Celebrity Couples Whose Divorce Got Downright Ugly

  • Michael Douglas & Catherine Zeta-Jones


    Image via @Parisa/Splash

    Michael Douglas and Catherine Zeta-Jones were married in 2000, separated in 2013, then got back together. Douglas was quoted as saying, "... you just gotta remember not to take for granted that person that's closest to you." 

  • John Mayer & Katy Perry


    Image via Jackson Lee/Splash News

    The couple, who even recorded a duet together, has been known to break up and make up and break up and make up. Currently, Katy Perry is said to be dating Orlando Bloom, and John Mayer is single, but that could all change in a moment's notice!

  • Vanessa & Kobe Bryant


    Image via London Ent/Splash News

    Vanessa Bryant filed for divorce from Kobe amid rumors of cheating and a sexual assault scandal, where charges were later dropped when the accuser wouldn't testify. Separated for more than a year, Vanessa Bryant called off the divorce proceedings.

  • Kristin Cavallari & Jay Cutler


    Image via Jen Lowery/Splash News

    The Hills star Kristin Cavallari wasn't sure about marriage to Bears quarterback Jay Cutler after dating just eight months, so they broke up three months after their engagement. Two months later they got back together, discovered they were pregnant, and got married. Today, they are the parents to three children.

    More from The Stir17 Female Celebrities Who've Been Divorced Three or More Times

  • Pink & Carey Hart


    Image via Johns PKI/Splash News

    Singer Pink and motocross racer Carey Hart met in 2001 and had their first breakup in 2003. In 2005, Pink asked Carey to marry her and they were wed in 2006. After a separation in 2008, the couple got back together once again in 2010 and Pink gave birth to her daughter, Willow Sage, in 2011. It appears that the couple is still together and they are a happy little family!

  • Nick Lachey & Vanessa Minnillo


    Image via Richie Buxo/Splash News

    98 Degrees singer and reality star Nick Lachey and wife Vanessa Minnillo had their share of romance woes. After dating for three years, the couple took a break but remained friends. They soon reunited, got engaged, and were married in 2011. They are now the happy parents to a son, Camden, and a daughter, Brooklyn.

  • Gabrielle Union & Dwyane Wade


    Image via Ouzounova/Splash News

    NBA star Dwyane Wade and actress Gabrielle Union began dating in 2009 and split in 2013 because of career demands. During their breakup, Dwyane got another woman pregnant. When Dwyane and Gabrielle got back together, he shared the news about the pregnancy with Gabrielle. At the end of 2013, the two got engaged, and they have been married since 2014.

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