Jennifer Lopez

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Maggie Ekberg

By Maggie Ekberg

Contributing Entertainment Writer

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Who says lightning doesn't strike twice? Or, in the case of Jennifer Lopez, six times! From sparkling diamonds to heartfelt proposals, here's a deep dive into the whirlwind romance saga that captures the 55-year-old "Jenny From the Block" singer's love life.

Starting off her engagement journey, J.Lo first said "yes" to Ojani Noa in 1997. Their marriage was as brief as it was passionate, lasting just a year. Noa popped the question with a pear-shaped diamond that screamed luxury, reportedly worth six figures.

Jennifer Lopez

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Fast forward to 2001, and Lopez found love again on the dance floor with Cris Judd, her former backup dancer. Their connection was undeniable, but the marriage danced its last dance within a year. Judd had sealed their engagement with a dazzling emerald-cut diamond, keeping up with the tradition of impressive bling.

Then came the blockbuster romance with Ben Affleck in 2002, marking her third engagement with a stunning 6.1-carat pink diamond from Harry Winston. Though their initial romance famously fizzled out amidst excessive media frenzy, this engagement set a trend for colored diamonds that Hollywood hadn't seen before.

Ben Affleck and Jennifer Lopez

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Marc Anthony was next in line, sweeping Lopez off her feet and eventually marrying her in 2004. He went all out with an 8.5-carat blue diamond, proving that when it comes to love, the "You Sang To Me" vocalist was ready to play in the big leagues. Their marriage brought twins — Emme Maribel Muñiz and Maximilian David Muñiz — into the world in 2008, before ending amicably in 2011, with the divorce finalizing in 2014.

Marc Anthony and Jennifer Lopez

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Entering the sports world with Alex Rodriguez, who proposed to the former American Idol judge in 2019 against the romantic backdrop of a Bahamas beach. A-Rod chose a massive 15-carat emerald-cut diamond, estimated to be worth between $1 million and $5 million, solidifying their engagement with a rock as grand as their combined star power. However, this engagement, too, would see its end in 2021, calling off the wedding bells before they could chime.

Jennifer Lopez and Alex Rodriguez

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Bringing us full circle, Affleck reappeared in Lopez's life in 2021, reigniting the old flame. This time, he proposed with a rare green diamond. "I always say the color green is my lucky color," the soon-to-be-Mrs. wrote in her newsletter, On The JLo, after revealing she was hitching herself once again to the 52-year-old Daredevil actor. Despite the fairytale Las Vegas elopement and a Georgia wedding in 2022, their relationship together took another turn as Lopez filed for divorce two years later on Tuesday, August 20.

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But don't be fooled by the rocks that she got — diamonds are forever, yet J.Lo keeps things as real as anyone else. Who knows? Maybe engagement number 7 will be the charm.

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