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—seriously, 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—Sean “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—J.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—a 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—J.Lo keeps us hooked. Keep shining, Jennifer.