Though their relationship could be strictly professional—after all, Drake spent plenty of time with Taylor Swift in the weeks leading up to their Apple Music commercial—there would be plenty to enjoy about a Lopez and Drake pairing.It’s safe to say the stars are each other’s respective “types”: With his confident swagger, Drake calls to mind J.Your California Privacy Rights The material on this site may not be reproduced, distributed, transmitted, cached, or otherwise used, except with the prior written permission of Condé Nast.
Sure we might want to leave the 90’s behind — things like dark lipliner, Day Glo, and a single unhooked strap of our overalls never really worked in the first place. She took her top off everywhere like it was Spring Break Cancun.
But we learned from those mistakes (and burned the tiny, sticky Polaroids), which is why it’s as good a time as any to take a look at celebrity couples of the 90’s you probably forgot about. They dated in the late 90’s but broke off their engagement by the time of the early 2000’s.
The Toronto rapper recently posted a photo of him snuggling with J. He's also been attending multiple shows for her Las Vegas residency.
World Star Hip Hop even shared a clip of Drizzy attempting to do a trust fall into Lopez's arms.
They welcome twins Max and Emme in 2008 and even go on tour together.
They split in 2011 and a few months later J-Lo starts dating dancer Casper Smart, who is 18 years younger than her.Yep, since finding fame in the 1990s J-Lo has racked up a star-studded dating history which has included three marriages, a high-profile engagement and some toyboy dalliances along the way too.SEE MORE CELEB PICS Need reminding of the men she’s dated?As her star rises, Jennifer hooks up with rapper P Diddy – aka Sean Combs, Puff Daddy, etc.– and is with him when she wears THAT famous low-cut Versace dress at the 2000 Grammys.CLICK TO VIEW FULL GALLERY Jennifer and Diddy reunited in November Rapper P Diddy, whose real name is Sean Combs, was photographed chatting and laughing with former girlfriend Jennifer Lopez at her private after party for the 2015 American Music Awards.