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A Look Back At Ben Affleck & Jennifer Lopez’s Broken Engagement in Photos

Ben Affleck and Jennifer Lopez first met on the set of Gigli in 2002 — a big and complicated year for Lopez romantically after she married second husband Cris Judd in Sept. 2001. (Affleck, at that time, was off-and-on dating Gwyneth Paltrow.) Lopez filed for divorce from Judd in 2002 and made her couple debut with Affleck soon thereafter. In November 2002, they got engaged and released the famous “Jenny on the Block” music video in which they co-starred, and for nearly a full year, the world belonged to Bennifer. Like the cicadas, Bennifer can only emerge but once every 17 years. And in 2003, disaster struck.

Things still seemed hot and heavy for Affleck and Lopez up until days before their Sept. 2003 nuptials, when they released a last-minute announcement that the big day was off — sadly, not the last hotly-anticipated wedding Lopez would call off in the public eye. In January 2004, the couple confirmed that they were going their separate ways. And six months later, Lopez married Marc Anthony in a secret ceremony, to whom she stayed married until 2011.

Star-crossed lovers Affleck and Lopez maintained nothing but admiration for one another throughout all these years apart, and in 2021, amid Lopez’s sad split from ex-fiancé Alex Rodriguez, they’ve once again crossed paths, first spotted hanging out around Los Angeles, then reportedly leaving the Vax Live filming together to vacation at a resort in Big Sky, Montana. There’s friendly, and then there’s this — and it’s safe to say the public’s hopes are up for a Bennifer round 2.

As we hold our breaths and wait for more news, join us in revisiting our favorite photos of the couple’s brief time in the sun below.

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