They didn't start dating until 2017, though Jennifer Lopez has poked a little fun at rumors her fiancé Alex Rodriguez had an affair with Madonna. For Halloween 2020, the star dressed up as the pop star and rocked a lace wedding dress to look like her in her music video for "Like A Virgin" and performance at the 1984 MTV Video Music Awards. Lopez posted the proof to Instagram and the choice raised a few eyebrows thanks to A-Rod and Madonna's history, though J.Lo made it clear in a December 2020 interview that she wasn't too bothered.

"I dressed as Madonna and Alex, he went as Bruce Springsteen," Lopez said during an appearance on SiriusXM's Radio Andy while speaking to Andy Cohen. Cohen asked if things felt "odd" because Rodriguez "dated Madonna for two seconds," but Lopez said she didn't care about her man's romantic history, replying, "No. I mean, it was so long ago... No, it wasn't weird at all. I loved it."

Lopez and Rodriguez actually met years before the Madonna rumors, as she explained in a June 2019 interview with Sports Illustrated. She recalled their first interaction at a May 2005 baseball game, which Lopez attended with her then husband Marc Anthony, the father of her twins, Max and Emme. "We shook hands, and it was this weird electricity for, like, three seconds... Three to five seconds of looking at somebody right in their eyes, and getting stuck," she said.

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