Jennifer Lopez’s Dating History: Who Is She Currently Dating?

A collective sigh of relief has been heard worldwide since Jennifer Lopez and Ben Affleck announced their reunion. From 2001 through 2004, the two were romantically linked and appeared in a number of films together, including Gigli and Jersey Girl. In 2016, Jen said to People magazine, “I suppose different time, different thing, who knows what could’ve happened, but there was a true love there.”

Jennifer Lopez, it seems, can predict the future. Before we get too enthusiastic about Bennifer’s reunion, let’s look back at some of J. Lo’s more memorable relationships.

Ojani Noa 

In 1997, J.Lo got married to produce Ojani Noa, but she and her husband divorced barely 11 months later. Ojani was ordered by the court in 2007 to refrain from speaking negatively about his ex-lover or portraying her in an unfavorable light in any context.

Dating History

Sean Combs

After meeting each other on a music video shoot, Jennifer Lopez and Puff Daddy began a romantic relationship. Isn’t this how all Hollywood romances begin? The following year, however, in 2001, the band officially disbanded.

In an interview, Lopez claimed that he cheated on her throughout their relationship. However, the rapper instead refers to Lopez as one of his greatest loves. The rapper’s statements contradict Lopez’s claims.

Dating History

Cris Judd

The fact that J.Lo and Criss Judd first became acquainted while filming the music video for “Love Don’t Cost a Thing” is mostly forgotten by the public. They were married by September 2001, but like most of Jennifer’s romances, which only lasted for two years, their divorce was finalized in 2003 after only two years of marriage.

Ben Affleck 

This is where our most important player comes into action. By November 2002, these two were already engaged, and Ben had popped the question with the now-famous pink diamond at his mother’s house in Boston.

Dating History

After that, Ben and Jen Garner began dating, while Jennifer Lopez continued her relationship with Marc Anthony and Alex Rodriguez. A year later, Ben was busted at a strip club in Vancouver, and afterward, gossip spread that he had cheated on her during their vacation in Vancouver. Ben has never stopped denying it, even up until this day.

Fast-Forward To The Future

On April 30, 2021, seventeen years after anything Bennifer-related occurred, sources reported seeing Affleck traveling back and forth from Jen Lopez’s house in Los Angeles.

The infamous photographs of the couple while they were in flight to Montana were first published by the paparazzi in May. According to one of our sources, they “started right back up where they left off.”

Most recently, on May 24, 2021, the two were seen working together at a Miami Beach gym. Between their workout sessions, they shared a kiss described as having “strong chemistry.” A source claims they are “fully dating” each other and are excited to see where things go. Neither can both of us!

Marc Anthony 

This was Lopez’s longest-lasting romantic partnership. She had twins with Marc, and even though they were together from 2004 to 2011, J.Lo has said that she recognized “very soon” that their marriage wasn’t meant to be.

Although they stayed together during that time, J, Lo also has twins with Marc. However, Lopez told W magazine in 2016 that once her marriage ended, she felt “resentment, disappointment, and rage.” This is because the two have children together, which requires them to learn how to co-parent.

Beau ‘Casper’ Smart

Everyone knows that Smart essentially served as J.Lo’s rebound after their breakup. The singer began dating Casper, one of her backup dancers, in 2011, only four months after ending her relationship with her last partner.

Dating History

Everything was going well between them; she engaged him to serve as the creative director of her residency in Las Vegas. But in 2014, everything came crumbling down when a gossip website claimed to have evidence that Smart had exchanged racy images and texts with a transgender model. In 2016, they decided to end their relationship.

Drake

This was a brief relationship, yet it was shrouded in mystery. The connection between the two major stars was made toward the end of the year 2016. Drake performed several of his signature antics, like changing a cathedral in Los Angeles into a makeshift prom with a winter wonderland-themed setting.

Dating History

Alex Rodriguez, AKA, A-Rod

This stunning woman has been engaged a staggering number of times, with A-Rod being the most recent. Following a courtship lasting two years, Lopez and the baseball player made the happy announcement that they were engaged. In 2018, on the occasion of the athlete’s birthday, a former member of the Fly Girls wrote a sweet tribute to her boyfriend and “getting to know the real” Alex Rodriguez.

In 2018, everything appeared to be going smoothly; US Weekly published an article stating that the couple was planning to move in together and had successfully combined their families.

Dating History

Following the outbreak of COVID-19, the celebrity couple decided to postpone their relationship, reported that they were “working through some things,” and eventually split up, calling off the engagement and writing in a joint statement saying that the two “work better as friends” and will “continue to work together and support each other on our shared businesses and projects.”

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Frequently Asked Questions

How Many Times Has Jennifer Lopez Been Engaged or Married?

Before their marriage, Lopez had tried to make it work with various ex-girlfriends. She has been married four times, including her recent marriage to Ben Affleck, but she has been engaged significantly more frequently.

How Many Times Has Jennifer Lopez Been Proposed to?

Lopez has been engaged four times. On April 8, 2022, a rep for JLo confirmed to PEOPLE that she was engaged to Ben Affleck for a second time. Jennifer, 52, also revealed her engagement in her On the JLo newsletter after being photographed sporting her new ring.

Did Jennifer Lopez Keep All Her Engagement Rings?

According to Shuter, Jen has never returned the ring. The most stunning engagement ring I’ve ever seen is waiting for her if things work out between these two.”
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