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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.Jennifer Lopez's daring, curve-baring dresses on the red carpet since she stepped into the spotlight in the '90s haven't just proved JLo likes to keep it glitzy; they've also put the various boy toys that have appeared alongside her throughout the decades to shame.Long before JLo's first husband Ojani Noa threatened to release a sex tape of her last year, the pair met in a Cuban restaurant where he was a waiter, making for a year-long marriage that saw JLo in body con dresses and blue eye shadow while he opted for hot pink button-ups.Fresh from divorcing Noa, JLo broke out the thigh-skimming dresses and started straightening her hair for her fling with music executive Tommy Mottola—also a recent divorcé, who was rebounding from Mariah Carey.Cris Judd was the first of several back-up dancers JLo ended up having flings with, and definitely the first she married, marking a two-year relationship full of early aughts style and hairdos like a mop of floppy curls.in 2002 and dated for the next two years, until calling off their engagement in 2004—a time full of plenty of t-shirts and off-color ties for Affleck, and fur and floor-length, high slitted gowns for JLo. With all the broken engagements and high-profile splits, the chances for lasting romance between two superstars seems slim—yet we can’t help but root for the latest rumored pair: Jennifer Lopez and Drake. ) The multi-talented duo seems to be spending a great deal of time together; photographed smiling backstage after one of Lopez’s performances at The Axis in Las Vegas; sharing an intimate dinner at West Hollywood hotspot, Delilah; and collaborating on a forthcoming musical project, they certainly seem to be enjoying each other’s company.Plus, both stars are currently single (Lopez ditched former backup dancer Casper Smart earlier this year, and Drake remains a perma-bachelor despite persistent speculation about his relationship with Rihanna).

It sounds like things between the two are getting very serious, and very quickly!

They had dinner and cocktails before hitting the club together at 1 a.m. The DJ started to play the former couple’s 2016 hit song “Work,” but Drake stopped the track halfway through and told fans he was ready to play some newer songs.

where the “Love Don’t Cost a Thing” hitmaker sat in a V. Afterwards, the Grammy winner left the club with Jennifer through a back door.

"I was in this relationship with Puff where I was totally crying, crazy and going nuts, and it really took my life in a whole tailspin," she told in 2013. She began seeing singer Marc Anthony and the pair went on to wed in June of the same year.

Jennifer Lopez and Drake continued to fuel dating rumors on New Year's Eve after the bootylicious singer was spotted at Hakkasan night club in Las Vegas, the same venue where the rapper was scheduled to perform. She arrived with the 30-year-old in a group of about 40 people. MORE: Marc Anthony's Father Just Dropped a Bombshell About His Relationship With Jennifer Lopez Drake performed for about 40 minutes, and he even threw shade at his former girlfriend, , during the set.