Jennifer Lopez and Ben Affleck had a fairy-tale romance. J.Lo was unavailable when they were filming Gigli, but the two still managed to form a fantastic foundation. When there was no denying the flame, Jennifer filed for divorce, citing irreconcilable differences between her and Cris Judd. During the filming of Jersey Girl, Kevin Smith deemed the name Bennifer, making the rest history. Once Gigli hit theaters, it flopped, hitting the newly engaged couple hard with the media attention surrounding the wedding and movie, which made them postpone their marriage in 2003. In January 2004, the couple officially announced the split. By mid-2004, Marc Anthony and J.Lo had wed in a small ceremony. And Affleck moved on with Jennifer Garner. That was the end of Bennifer. Until 2021! When Jennifer Lopez and Alex Rodriguez officially split after four years together and an engagement. Soon the Hustlers star found her way back into the arms of Affleck. The two just celebrated their second wedding ceremony with their blended family at Affleck’s Georgia estate in August 2022. The couple welcomed twins Monroe and Moroccan in 2011. Things seemed to be going well until the two announced they were divorcing after six years together in 2014. Since then, Nick Cannon has welcomed several children into his life and reminisced on his past relationship with Carey. The Masked Singer host said, “I will never have a love like I had with Mariah,” on a podcast in 2022. She clearly will always be the one that got away. Despite an ugly divorce that was very costly, Cannon and Carey remain on good terms. He recently dedicated a Valentine’s anthem to his “dream girl” Mariah, titled “Alone.” The two met in 1994 but didn’t begin dating until 1998, then married in 2000. The romance was quick, and the couple even had babies on the brain. But once Mr. and Mrs. Smith started production, Brad Pitt fell for someone else… Angelina Jolie. The new budding relationship between Angelina Jolie and Brad Pitt made headlines in May 2004, ultimately leading to the separation between Pitt and Aniston. Once the two were officially separated, Pitt ran, not walked, to be in a relationship with Jolie, which was very telling due to timelines. Fast-forward to 2020, the famous picture of Pitt and Aniston reuniting on the red carpet at the Screen Actors Guild, making it an epic reunion for both. When it was a bunch of back and forth, and Bieber juggled multiple women, reports surfaced that things were not perfect between the two. In 2016, it was reported they were dating openly; later in the year, Bieber unfollowed the model. However, 2016 also saw Bieber in a GQ interview questioning if Hailey was his wife. He didn’t want to rush. But by 2018, Bieber popped the question to Hailey, squashing all rumors of trouble in paradise, and married later in the year. If this wasn’t the most epic reunion, then what is? After the two sparked dating rumors on High School Musical: The Musical: The Series, the relationship was never confirmed. However, Rodrigo posted a TikTok about failed relationships at the time Bassett was spotted out on a lunch date with Sabrina Carpenter. After the TikTok, Rodrigo turned to her music in “Driver’s License” and described a love triangle, referencing Carpenter as older. Nevertheless, fans got the message in 2021 that something was off. And now, the former couple is offering fans some hope of a reconciliation. Rodrigo and Bassett appeared on the red carpet for the Season 3 premiere of HSMTMTS. Justin Timberlake sparked cheating rumors in 2021 after tabloid pictures surfaced of the Palmer star getting a little too cozy with co-star Alisha Wainwright. His “strong lapse in judgment” caused trouble in paradise for the married couple. He did follow with a public apology on Instagram, which was only suitable, since Biel was publicly embarrassed. The two have remained pretty low-key since. The singer and Hart met in 2001, making an instant flame. It all made sense with Pink’s “bad girl” reputation and the Motorcross racer’s “bad boy” reputation.However, in 2003, the couple split because she grew old of his “bad boy” persona. She was ready to break the barriers but found it hard with him. Eventually, the two would reconcile in 2005 and then get engaged. And get this, Pink proposed to him at one of his races. How romantic! Their relationship saw one more uphill battle after getting married in Costa Rica in 2006. In 2008, Pink announced the end of their two-year marriage before finally reconciling the same year with her husband. The separation was brief due to how close they were. One of the most epic reunions after laying low was baby Willow’s debut on the red carpet via Pink’s belly. The couple welcomed another child, Jameson, in 2016. (Can I just say how much I love their children’s names?) The couple welcomed their first child together, Kulture, shortly after the drama. In 2018, Cardi B filed for divorce, saying things haven’t been good between the two. Soon after, Offset’s alleged mistress apologized to the “I Like It” singer, saying she never wanted to break up a happy home. Though Cardi B stood her ground, she’s always been a firm believer in working things out with her man and staying true to the relationship for the benefit of her children despite the drama. After months apart, the couple found themselves back together in 2019, announcing their second pregnancy and showering each other with gifts. After the two were subtweeting each other about being in a relationship, it was just giving very high school. It was finally confirmed they were in a relationship, then a blowout happened where Addison referred to Bryce as her ex, and he wished her and her future man the best of luck. Besides cryptic tweets, what really happened? Though the content-creating pair haven’t been linked together in a while, Hall did admit out of all of his exes, he would reunite with Addison. After meeting in 2010, the two began their fiery romance. In 2011, the former NFL player proposed to the Uncommon James founder, but they split shortly after. It seemed as if Cavallari always felt something wasn’t right, as she wrote in her book, Balancing Heels. Once the NFL player saw she was serious, he got serious and locked it down. The two tied the knot in 2013 after welcoming their first child together in 2012. When Very Cavallari was on E!, it gave viewers an insight into the transitioning relationship as Cutler was retiring from the sport he loved dearly and Cavallari was building her brand, Uncommon James. Ultimately the show did the couple no good, and the two took to Instagram to announce the news. In the first round of divorce, the two struggled to agree on custody and property. Cutler even tried coming for Cavallari’s pocket regarding her brand. Cavallari revealed that the two tried rekindling after finally calling it quits, but it just didn’t work out. Cavallari called the marriage toxic and said, “I called off the engagement [for] the same reason I got a divorce — same reasons, I should say.” The couple dated on and off for over a decade, meeting at the Grammys in 2003. Though we assume what happened, ahem, cheating, Ashanti did mention in several interviews that she was “betrayed.” Anyway, the former couple’s most recent reunion has me hoping a reconciliation is in the works. Nelly just ended his last long-term relationship in 2021 with Chantel Jackson, which shocked many fans since they dated for seven years, maybe this means there’s hope for him and Ashanti. In early August 2022, Ashanti made a surprise cameo during Nelly’s set to perform “Body on Me.” Let’s just say their bodies looked very cozy. The two have maintained a good relationship while dating and filming Netflix’s Outer Banks, and now the two have moved in different directions. After confirming their relationship in 2020, the two went official after winning MTV’s Best Kiss onscreen and went total PDA ham at the award ceremony. The couple was in la la land, from dropping L bombs to returning to the second season of Outer Banks. However, there was a period when fans noticed the two rarely made appearances, fueling rumors they were broken up. By late November 2021, it was confirmed the actors had called it quits. Though by December, it seemed they were back on. Since summer 2022, the couple confirmed they have broken up, again. However, their characters are holding hands in a shoot for the upcoming season of Outer Banks — the only hope fans have is for the onscreen romance to continue.