Jennifer Lopez’s high-profile romances, from first loves to forever maybes

Jennifer Lopez once sang, Love Don’t Cost a Thing. But when it comes to her own relationships, J.Lo’s love life has been anything but ordinary.

From A-list actors to superstar athletes, the globbaly renowned actress, singer, and entertainer has won hearts and headlines with her high profile relationships.

Here is a sneak peak into the love-life of Lopez over the years

Sean “Diddy” Combs:

Jennifer and Sean “Diddy” Combs were one of the hottest couples of the late ’90s. But the relationship wasn’t without turmoil.

The iconic singer shared challenges in her relationship, "It was the first time I was with someone who wasn't faithful," Lopez told Vibe in 2003. " "I was in this relationship with Puff where I was totally crying, crazy and going nuts, it really took my whole life in a tailspin ... I never caught him, but I just knew. He'd say he was going to a club for a couple of hours and then never come back that night."

Cris Judd:

Lopez met backup dancer Cris Judd while filming her hit music video Love Don’t Cost a Thing. The pair tied the knot in September 2001 but divorced less than a year later.

"Marriage is not just about love," she told Vibe Magazine. "I loved Cris, still love him, he's one of the best people. This wasn't an easy thing to walk away from, but we didn't have what it takes to make a marriage work."

Ben Affleck:

Bennifer love story began on the set of Gigli in 2003, and the media got crazy about this union.

They postponed wedding in 2003 due to 'excessive media attention' and then got separated in 2004.

When the iconic couple rekindled their romance in 2021, Lopez gushed, "I feel so lucky and happy and proud to be with him. It's a beautiful love story that we got a second chance."

The two got married in Las Vegas in July 2022 and celebrated with a grand Georgia ceremony a month later. Sadly, Lopez filed for divorce in August 2024. "She tried really hard to make things work, and is heartbroken," a source revealed.

Marc Anthony:

Jennifer Lopez married singer Marc Anthony just months after ending things with Affleck. Together, they welcomed twins Max and Emme in 2008.

However, things did not last long, and they announced their separation in 2011. “Marc and I are good how we are right now,” she told Watch What Happens Live with Andy Cohen of their friendship in 2017.

“There’s a reason we’re not together. But we’re great friends, and we’re parents together. That has been even better for us. We met working, and that’s where we’re really magical. When we’re on stage together, and so we leave it there. That’s it.”.

Their enduring friendship and co-parenting bond remain one of Lopez’s most cherished relationships.

Casper Smart:

After her divorce from Anthony, Lopez found comfort in dancer Casper Smart. "I just got out of a big, heavy, devastating thing, and he's helped me heal. He's been there for me."," she told PEOPLE.

But this union did not last long and their relationship unraveled amid infidelity rumours. "She kicked him out because he cheated on her," a source claimed in 2016. Despite their ups and downs, the two shared a significant chapter in Lopez’s love life.

Drake:

The relationship between Lopez and Drake was short and sweet. In late 2016, the duo sparked rumours with a cozy Instagram photo and a few flirty date nights.

But by early 2017, it was over. An insider revealed that "it was never very serious.”

Lopez clarified on The Daily Show, “Let me clear this up. I am not with Drake.”

Alex Rodriguez:

Jennifer’s romance with baseball star Alex Rodriguez had fans convinced she’d found her forever love.

The couple blended families and shared sweet social media moments. A source revealed to PEOPLE, "He has been around her family, and she really likes that he is a dad."

The two got engaged in 2019 during a Bahamas getaway.

But the pandemic put wedding plans on pause, and by April 2021, they confirmed their breakup. "This has been a long time coming," a source told the same outlet. " They are tied in their business worlds, so it's not a cut-and-dry breakup. It's taken a while for them to even think about untangling it all."