Jennifer Lopez and Ben Affleck are kind of America's It-couple. He's got his paparazzi disgust face down to a science, and well, she's J.Lo. While the couple is now shutting down red carpets and acting as the honorary face of Dunkin' Donuts, their love story had a few twists and turns along the way.

In fact, Ben isn't J.Lo's first headline-worthy husband, or boyfriend. The Mother actress has been linked to several high-profile romances. She's tied the knot four times and has been engaged twice before settling down with her Boston Prince Charming. In a 2019 interview with Harper’s Bazaar, J.Lo got candid about her dating history.

“For me, the relationship journey has been very up and down. But it didn’t have to do with anybody else but me—it was about me figuring out me," said Jennifer. "Until you learn to love yourself, you can’t completely love [someone else] in a way that is pure and true."

Here's a look back at J.Lo's relationships—from round-one Ben to a certain "Passionfruit" rapper.

Alex Rodriguez

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J.Lo and A-Rod attend the 26th Annual Screen Actors Guild Awards in 2020.
Jeff Kravitz//Getty Images

J-Rod not only seemed like the ultimate power couple—but each other's biggest cheerleaders. The pair dated for four years, dating back to 2017. On March 10, 2019, the couple announced their engagement news on Instagram. The couple planned to get married during the summer of 2020—but they pushed back their wedding date twice due to COVID-19 before calling the whole thing off.

There were also rumors that Alex had cheated on Jennifer with Southern Charm star Madison LeCroy, but it's unclear if that had anything to do with the breakup.

J-Lo and A-Rod released a joint statement to TODAY that they had ended their engagement. "We have realized we are better as friends and look forward to remaining so,” the statement read. “We will continue to work together and support each other on our shared businesses and projects.” And that they “wish the best for each other and one another’s children."

When things went south, A-Rod definitely didn't handle the breakup well. He posted several mopey (now-deleted) Instagram posts that relayed how broken he was without J.Lo, including posting a video of a shrine to her on his Instagram story in 2021, per Harper's Bazaar.

Drake

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Both J.Lo and Drake posted photos of the pair cuddling on a couch in 2016.
J.Lo via Instagram

In late 2016, J.Lo was rumored to be dating the "In My Feelings" hitmaker. She denied the rumors on Ellen in February 2017, saying the duo just worked on a song together and that the photos published on Instagram just showed them "hanging out."

On the contrary, Drake seemingly hinted at their relationship in his song “Diplomatic Immunity.” “2017 I lost a J. Lo / A Rotterdam trip had me on front page, though,” he rapped. Sounds like a solid J. Lo and A. Rod reference to me, but hey, you never know.

Casper Smart

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Jennifer Lopez poses with Casper Smart.
Getty Images

Jennifer dated Casper Smart for two and a half years. At the time, J.Lo was 42, while Smart was 24. They met while he worked as a backup dancer for the "On The Floor" singer.

“It was really professional for a very long time before anything even happened,” Smart said in 2012, per Page Six. “It just really spontaneously happened, I guess. The chemistry was there. You can’t fight it.”

They split in 2014 amid reports that Smart had been allegedly sexting with two models, per Page Six. They briefly rekindled their romance in 2015 before breaking things off for good in 2016.

Marc Anthony

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Dave M. Benett/VF1//Getty Images

J.Lo started dating Marc Anthony in 2003, shortly after she broke off her first engagement with Ben Affleck. The couple got married in 2004, and was together for seven years, until the couple split in 2011.

They have two children together, twins Maximilian and Emme, 15. While it ultimately didn't work out, J.Lo told Sunday TODAY that Marc was always supportive of her career.

"While I was married to Marc, he really helped me with my confidence, and he saw where I suffered," she said, adding that Marc often told her she was "a great singer" and encouraged her not to let anyone make her think otherwise.

Ben Affleck

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J.Lo and Ben Affleck attend the 75th Academy Awards in 2003.
Kevin Winter//Getty Images

J.Lo and actor Ben Affleck hit it off on the set of Gigli in 2002, and the pair became engaged less than a year later. The couple, affectionately called "Bennifer," called off the wedding in 2003.

Still, Ben told The Hollywood Reporter in 2012 that they still kept in touch. "We don't have the kind of relationship where she relies on me for advice," he said. "But we do have the kind of relationship where there'll be an e-mail saying, 'Oh, your movie looks great.' I remember when she got American Idol. I said: 'This was really smart. Good luck.'"

'Gigli' California Premiere
Chris Weeks//Getty Images

In 2020, Ben notably told the New York Times that J.Lo should've gotten Oscar recognition for her performance in Hustlers. "I keep in touch periodically with her and have a lot of respect for her," he said, per US Weekly. "How awesome is it that she had her biggest hit movie at 50? That's f--king baller."

Then, in April 2021, J.Lo and Ben were spotted in an SUV together, and the rumors started flying that they rekindled their romance. They were photographed together constantly throughout the summer of 2021. In April 2022, Jennifer formally announced their engagement in her newsletter, On The J.Lo.

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"We're older now, we're smarter, we have more experience, we're at different places in our lives, we have kids now, and we have to be very conscious of those things," Jennifer told People. "It's a beautiful outcome that this has happened in this way at this time in our lives where we can really appreciate and celebrate each other and respect each other."

And on July 17, 2022, Jennifer confirmed via her newsletter, On The J. Lo, that she had married Ben in a private ceremony in Las Vegas. Bennifer stood in line for a marriage license with four other couples. She wore a dress from an old movie and they kept things simple.

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Jennifer Lopez shares photos of her Las Vegas wedding to Ben Affleck in her newsletter.
Jennifer Lopez / On The J. Lo

"We read our own vows in the little chapel and gave one another the rings we'll wear for the rest of our lives," she wrote in her newsletter, adding, "in the end it was the best possible wedding we could have imagined...at very, very long last."

The newlyweds kept the festivities going with a romantic Paris getaway and a big shindig at Ben's big property in Georgia. Jen and Ben brought their friends and fam together for a Friday night rehearsal dinner, a Saturday ceremony, and a barbecue and picnic on Sunday. J. Lo wore a custom Ralph Lauren dress made in Italy, Page Six reported.

Now, the pair is back to being everyone's favorite celebrity couple.

Cris Judd

Ron Galella Archive - File Photos 2010
Ron Galella, Ltd.//Getty Images

J.Lo's second husband was dancer and choreographer Cris Judd, to whom she was married for just nine months from 2001 to 2002. They met on the set of her music video, "Love Don't Cost a Thing," which Judd directed.

It was love at first sight... for him, at least. "So, when Jennifer walks in, I shake her hand and we kinda look at each other—and in my head, I’m like, 'Oh my God, I’m going to marry this woman,'" Judd told Oprah on an episode of "Where Are They Now?" Ultimately, Judd couldn't handle the fame.

"Your privacy is breached. You're no longer a normal person," he told US Weekly in 2014. "Unfortunately, it just didn't work out."

Sean 'P. Diddy' Combs

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Jennifer Lopez and P. Diddy.
Getty Images

Could this couple be any more '90s? Jenny from the Block dated fellow music artist Puffy Daddy/Sean John Combs (now known as Diddy) from 1999 to 2001. They began dating around the release of J.Lo's debut album On The 6 and–get this—once got arrested together.

Unfortunately, this relationship was reportedly turbulent and full of infidelity, which eventually led to the couple's breakup.

"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," J.Lo told Vibe in 2003. "I never caught him [cheating], 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." Ouch.

Ojani Noa

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Steve Granitz//Getty Images

J.Lo connected with her first husband, Ojani Noa, an aspiring performer, when he was a waiter at a Miami restaurant in the late '90s.

They divorced in January 1998 after 11 months of marriage. Then August 2007, Ojani was issued a permanent injunction that forbid him from “criticizing, denigrating, casting in a negative light or otherwise disparaging,” per US. In 2009, J.Lo filed a $10 million lawsuit against Noa for allegedly attempting to sell footage the couple's honeymoon sex tape, and potentially make it into a film, per The New York Post and The Hollywood Reporter.

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Korin Miller
Korin Miller is a freelance writer specializing in general wellness, sexual health and relationships, and lifestyle trends, with work appearing in Men’s Health, Women’s Health, Self, Glamour, and more. She has a master’s degree from American University, lives by the beach, and hopes to own a teacup pig and taco truck one day.
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Olivia Evans (she/her) is an editorial assistant at Women’s Health. Her work has previously appeared in The Cut and Teen Vogue. She loves covering topics where culture and wellness intersect. In her free time, she enjoys cooking, running, and watching rom-coms.