Jennifer Lopez, 54, proudly introduces her new boyfriend…

Bennifer surprised fans across the world when they rekindled their romance in April 2021, nearly two decades after calling off their initial engagement. Things quickly got serious, with Affleck and Lopez getting engaged for a second time the following year.

“Did you ever imagine your biggest dream could come true?” Lopez asked in a special edition of her fan newsletter, On the JLo. “Saturday night while at my favorite place on earth (in the bubble bath), my beautiful love got on one knee and proposed. I was taken totally off guard and just looked in his eyes smiling and crying at the same time trying hard to get my head around the fact that after 20 years this was happening all over again, I was quite literally speechless and he said, ‘is that a yes?’ I said YES of course that’s a YES.”

The two officially tied the knot in a surprise Las Vegas ceremony in July 2022. They celebrated the nuptials with a second, more extravagant wedding in Georgia the following month.

At the tail end of that year, Lopez announced the forthcoming release of This Is Me … Now, which was heavily inspired by her renewed romance with Affleck. “When he came back into my life, again the same thing happened, where I felt so inspired and so overtaken with emotion that it was just pouring out of me,” she told Zane Lowe in an interview for Apple Music. “When I feel good, I write music. And I wrote music, and I got in the studio in I think May, and by August when we got married, it was done.”

Affleck has similarly been open about his adoration for his wife since their unexpected reunion.

“She is incredibly knowledgeable about the way fashion evolves through the culture as a confluence of music, sports, entertainment and dance,” he told The Hollywood Reporter in March 2023.

And during a red carpet event, he told Entertainment Tonight, “She’s brilliant and [she] helps me in every conceivable way.”

Unfortunately, their second chance quickly soured into a second break-up. In August 2024, Lopez filed for divorce from Affleck, citing April 26, 2024 as the date of separation. The news followed months of speculation over their marital status, with the two reportedly living under separate roofs and spending much of the summer apart from each other.

Alex Rodriguez (2017—2021)

In a 2019 interview with Sports Illustrated, Lopez reflected on meeting MLB player Alex Rodriguez for the first time at a 2005 Yankees game in New York City: “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.”

But it would be over 10 years before the two eventually reconnected and started dating. “I was having lunch somewhere and I saw him as he passed by. Afterwards, I went outside, and for some reason I felt like tapping him on the shoulder,” Lopez recalled in 2017, during a guest appearance on The Ellen DeGeneres Show. “He texted me, said, ‘Let’s go out to dinner,’ and I said, ‘Okay.’ We had a nice dinner.”

Throughout their yearslong romance, J.Lo and A-Rod made multiple high-profile appearances together at events like the Met Gala, the Golden Globes, the Oscars, and the Grammys. Rodriguez also accompanied Lopez to her performance at Joe Biden’s presidential inauguration in January 2021.

They announced their engagement in 2019, but plans for their wedding were postponed due to the outbreak of the COVID-19 pandemic in 2020. Then, in April 2021, the couple announced their split. “We have realized we are better as friends and look forward to remaining so,” they said in a joint statement at the time. “We will continue to work together and support each other on our shared businesses and projects. We wish the best for each other and one another’s children. Out of respect for them, the only other comment we have to say is thank you to everyone who has sent kind words and support.”

At the time, a source for E! News elaborated on Lopez’s reasoning for ending the engagement. “After months of questioning things and fighting, Jennifer felt like she could no longer trust Alex anymore,” the insider said.

Drake (2016)

Lopez was rumored to be dating Drake after the rapper was spotted cheering her on at her “All I Have” Las Vegas residency in December 2016. What followed was a streak of now-deleted cuddly Instagram posts, which included a photo of Lopez lying across Drake’s lap and another snap of the two embracing at a party. “She’s having fun,” a source told E! News at the time.

Lopez finally put the rumors to rest during a 2017 interview on The Daily Show. “Let me clear this up,” she said. “I am not with Drake.”

Drake seemed to reference the end of their fling in a 2018 track titled “Diplomatic Immunity,” on which he raps: “2010 was when I lost my halo / 2017 I lost a J.Lo.”

Casper Smart (2011—2016)

Lopez began dating Casper Smart, who worked for her as a backup dancer, shortly after her split from Anthony in 2011. A source told People that the romance with Smart, who is 18 years her junior, was “a fun fling” and “not meant to turn into anything more.” The two developed an on-again, off-again relationship before ultimately calling it quits in 2016.

Although initial reports claimed that the breakup was amicable, an insider later told People that Smart had cheated on Lopez. “She kicked him out because he cheated on her and he got caught,” the source said. “It happened two years ago, and he promised he would never do it again, and once he did, she was done.”