From P Diddy to Ben Affleck: Look at the relationship history of Jennifer Lopez

Jennifer Lopez¡¯s love life? Let¡¯s just say it¡¯s juicier than any Netflix binge-watch! The actress, singer, and timeless diva has had her share of iconic, whirlwind romances¡ªseriously, they could turn each one into a separate series. She¡¯s been with music moguls, backup dancers, and even a baseball superstar, but only a few have managed to score the title of "Mr. Lopez." Spoiler alert: They rarely last. But look at this rundown of J.Lo¡¯s legendary love life, packed with drama, heartbreak, and a side of nostalgia.

P Diddy

Let¡¯s kick it off with the legend himself¡ªSean ¡°Diddy¡± Combs. When J.Lo and Diddy were a thing from 1999 to 2001, they ruled the red carpets and the tabloids. But the glitz wasn¡¯t meant to last. Lopez opened up about the heartbreak in Vibe, saying it was her first relationship with someone who wasn¡¯t exactly the faithful type. She once said she was ¡°totally crying, crazy, and going nuts¡± during this era. Ouch, Puff! The two eventually went their separate ways but crossed paths again in 2018, and Diddy still calls her ¡°my friend.¡±

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Cris Judd

Next up, Cris Judd, J.Lo¡¯s backup dancer turned hubby No. 2. She met him while filming her Love Don¡¯t Cost a Thing music video (ironic title in hindsight), and they married in 2001. The marriage didn¡¯t even last two years, though. ¡°I loved Cris, still love him,¡± she once said. "But marriage isn¡¯t just about love." Deep thoughts from the Queen. Despite their split, Judd has remained one of her besties, showing the real ones don¡¯t fade away.

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Ben Affleck

Who can forget ¡°Bennifer¡±? Lopez and Ben Affleck met on the set of their infamously bad rom-com Gigli in 2003, but the movie was the least dramatic part of their love story. They became one of the first true ¡°it¡± couples of the tabloid era. They got engaged in 2002, then postponed their wedding just four days before, citing ¡°excessive media attention.¡± They broke up officially in 2004, and Bennifer was no more. ¡°It was a lot of pressure,¡± Lopez later admitted.

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But here¡¯s the plot twist: Bennifer¡¯s story wasn¡¯t over. Fast-forward nearly two decades, and they¡¯re back! After her breakup with Alex Rodriguez in 2021, Bennifer 2.0 took flight with a Vegas wedding in 2022. By then, J.Lo was describing their romance as ¡°a beautiful love story that we got a second chance at.¡± Just when we thought we had our happy ending, though, Lopez filed for divorce in August 2024 after just two years of marriage. Sorry, guys, Bennifer¡¯s sequel has officially ended.

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Marc Anthony

Just months after splitting with Affleck (for the first time), Lopez had a secret wedding with Latin superstar Marc Anthony in 2004. The two share twins, Max and Emme, and were married for ten years¡ªJ.Lo¡¯s longest marriage! While their romance couldn¡¯t last forever, they¡¯re still friends and co-parents. Lopez once said that they¡¯re "magical" when they¡¯re on stage together, proving that sometimes love just transforms.

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Casper Smart

Casper Smart was the dancer who helped J.Lo heal post-Anthony, but their on-and-off romance ended for good in 2016 after rumours of infidelity. Then came the Drake fling¡ªa quick blip on the romance radar in 2016. J.Lo shut it down herself in a hilarious Daily Show interview: "Let me clear this up. I am not with Drake." Message received!

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Alex Rodriguez

The J.Lo-Alex Rodriguez romance had major ¡°power couple¡± energy. They got engaged in the Bahamas in 2019, and we all thought, ¡°this is it!¡± But the wedding plans were derailed by COVID, and by 2021, they officially split, blaming it on ¡°entangled business¡± and other complications. We¡¯d say ¡°better luck next time,¡± but that doesn¡¯t quite fit here, does it?

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Will we ever see J.Lo settle down?

So, what¡¯s next for Jenny from the Block? Her love life has had more twists than a soap opera, and we wouldn¡¯t want it any other way. Whether it¡¯s another shot at love or some well-deserved single queen energy, one thing¡¯s for sure¡ªJ.Lo keeps us hooked. Keep shining, Jennifer.