Ben Affleck, Jennifer Lopez Relationship Timeline – .

The gorgeous duo met in 2002 on the set of the box office bomb Gigli while Lopez was still married to her second ex-husband Cris Judd. The following year, the latin superstar finalized her divorce from Judd and made her relationship official with the Boston native.

Later on that year, the Good Will Hunting actor starred alongside Lopez in her iconic music video for the chart topping hit “Jenny From The Block.” The video shows the two relaxing on a yacht, having an intimate moment at a fancy restaurant and pumping gas, all while being stalked by the paparazzi. 

Later on in November of that year, the Argo star popped the question to Lopez with the infamous custom-made Harry Winston pink-diamond solitaire ring. At the time, the glowing star told Diane Sawyer that she believed that her handsome fiancée was “brilliantly smart … Loving. Charming. Affectionate,” and that she “admired him in every way.”

As their popularity and the popularity of tabloid media ascended, the personal and private aspect of their relationship diminished. The duo were constantly being chased and hounded by paparazzi. Lopez recalled in a 2016 interview, “We didn’t try to have a public relationship. We just happened to be together at the birth of the tabloids, and it was like ‘Oh my God.’ It was just a lot of pressure.”

Even with the scrutiny of the media and the craziness around them, they planned their wedding day in Santa Barbara for September 2003. One day before the romantic ceremony was about to take place, the superstars called the event off, releasing a statement saying, “Due to the excessive media attention surrounding our wedding, we have decided to postpone the date.” 

After the cancelation of what was meant to be the happiest day of their lives, the two broke up briefly, but then reconciled for a short period of time. 

The fractured couple tried to repair their relationship towards the end of 2003, even spending New Years Eve together (pictured here) that year. 

By 2004, the couple known as “Bennifer” was no more and they officially ended their engagement of more than a year. The two blamed the media and public attention being thrust upon them as the reason for going their separate ways. Later down the line in 2016, the Selena actress said that there was “genuine love” between herself and Affleck and that “in a different time, different thing, who knows what could’ve happened.”

The same year as their breakup, Lopez quickly married latin singer Marc Anthony with whom she had twins Max and Emme in 2008. The two divorced in 2014 but remain close as co-parents. Affleck wed actress Jennifer Garner in 2005 and they had daughters Seraphina, 15 and Violet, 12, as well as son Samuel, 9. They split up in 2018 but remain close.

After the musician’s 2021 breakup with Rodriguez, OK! exclusively reported that Lopez and Affleck were “talking in private” and the hunky actor was spotted leaving the triple threat’s L.A. home on April 30. The two had always remained close throughout the years with a source saying “When things started to get bad with Alex, Jen turned to Ben for advice.”  

The following week, reports were emerging that the two were spotted together at the ultra-exclusive and “romantic” Yellowstone Club in Montana where Affleck is a member. The two reportedly had a private chef, took walks together and dipped in the hot tub. A source told PEOPLE that “[Jennifer] spent several days with Ben out of town. They have a strong connection. It’s all been quick and intense, but Jennifer is happy,”