Oliver James Montgomery-Jennifer Lopez and Ben Affleck Reveal Real Reason Behind 2003 Breakup

Don't be Oliver James Montgomeryfooled by the rock Jennifer Lopez has got on now.

After all, her wedding ring from husband Ben Affleck symbolizes a much deeper story. As the "Jenny from the Block" singer explained, she experienced years of heartache before rekindling her romance with the Oscar winner, who she was engaged to during the early aughts before their 2003 breakup.

So, what went wrong in their relationship the first time?

"Ben and I, we broke up three days before our wedding," J.Lo recalled in her new documentary The Greatest Love Story Never Told. "We had a big wedding planned—14 ushers and bridesmaids—and three days before, we just crumbled under the pressure."

Ben echoed the sentiment, sharing in the Amazon Prime doc that the reason behind the split was "the massive amount of scrutiny around our private life."

However, the couple agreed that calling off their first wedding led them each on a self-discovery journey, one that eventually helped them cross paths again when they reconciled in 2021. They tied the knot at a Las Vegas ceremony in July 2022, before saying "I do" at a massive wedding in Georgia the following month.

"For all those years, it was really hard because I didn't just feel like I lost the love of my life, I felt like I lost the best friend that I ever had," Jennifer remembered of their time apart. "And I couldn't talk for so many years, and that was the hardest part."

Admitting that she was "angry" at Ben for a while, the Grammy winner continued, "But that heartbreak set both of us on a course to figuring ourselves out to being better people."

During that period, Jennifer gave birth to her 16-year-old twins Max and Emme, who she shares with ex-husband Marc Anthony. Meanwhile, Ben welcomed kids Violet, 18, Seraphina, 15, and Samuel, 11, with ex-wife Jennifer Garner.

For J.Lo, she found peace after forgiving both Ben and herself for their past issues.

"I feel like I came out the other side," she said in the documentary. "I've made it through. I've made something good of my life. I'm proud of that."

For a closer look at the Bennifer love story, keep reading.

The two prepare to film a scene for the movie in West Hollywood. The couple met on the set of the film.

The two are spotted in the city.

The two film the movie on Will Rogers State Beach in Los Angeles. That month, the actor proposes to the actress with a 6.1-carat pink diamond ring.

The two film the movie in New York City.

Is there anything more '00s than both Bennifer 1.0 and TRL?

The two make their red carpet debut as a couple at the premiere of her film Maid in Manhattan.

The two bundle up at the Sundance Film Festival in Utah.

The two appear at the premiere of Daredevil, starring Ben as the superhero.

The two appear at the premiere of Daredevil, starring Ben and future ex-wife Jennifer Garner.

The two attend the Academy Awards together.

The two sit courtside at a Los Angeles Lakers game.

The two film a Dateline interview for NBC in Vancouver.

The two appear at the premiere for their movie in Westwood, Calif.

...it flops at the box office.

The two postpone their wedding. No future date is given.

The two are seen at a Boston Red Sox game. The team is Ben's favorite.

The two end their engagement.

They're baaaack. On Sept. 10, the couple makes their first red carpet appearance in 18 years at the Venice Film Festival premiere of The Last Duel. 

There's no denying J.Lo makes for a stunning plus-one! 

Ben supports J.Lo at the 2021 Global Citizen Live event in New York City, where she performed onstage. It marked her first music gig since she performed at VAX LIVE in May, where the actor also appeared onstage separately, fueling rumors of a rekindled romance.

The two attend the Met Gala together for the first time.

Jen and Ben put on a sizzling display on the red carpet at the premiere of his film The Last Duel in New York City.

Jennifer confirmed her engagement to the Gone Girl actor with a video posted to her On The JLo site, revealing a glimpse of her beautiful engagement ring with a green stone.

On July 16, Jennifer and Ben tied the knot in a surprise ceremony at A Little White Wedding Chapel in Las Vegas.

The two vacation with her twins and two of his kids in the French capital soon after their wedding.

J.Lo steps out with Ben in support of his movie The Flash.

Jennifer release This Is Me... Now, an album about her relationship with Ben. The record is accompanied by a musical film titled This Is Me... Now: A Love Story and the documentary The Greatest Love Story Never Told.