Jennifer Lopez & Matt Damon Have ‘Deep Conversation’ Amid Her Divorce From Ben Affleck

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Jennifer Lopez and Matt Damon were spotted having an intense heart-to-heart at the Unstoppable afterparty following the film’s premiere at the Toronto International Film Festival (TIFF). A source close to the situation told People that the two friends engaged in a “deep conversation” during the event, with the pair chatting for over 20 minutes.

Lopez, 55, and Damon, 53, have been long-time friends, and their connection was clear at the afterparty, held at EPOCH Bar & Kitchen Terrace at The Ritz-Carlton on Friday, September 6. After posing for group photos at the premiere earlier in the evening, the two found a quiet moment to themselves amidst the celebratory chaos.

The source revealed that Lopez was seated outside at a table with Damon’s wife, Luciana Damon, and co-star Don Cheadle when Matt joined them. As the night progressed, Lopez and Damon’s conversation turned into something more meaningful. “Jen and Matt began talking and had a long, deep conversation,” the insider shared, adding that the pair shared laughter as well as more serious moments. At one point, the two clasped hands as they spoke, which only deepened the intimate nature of their interaction.

While the afterparty was buzzing with excitement following the successful premiere of Unstoppable, one notable person was absent—Ben Affleck. As co-producer on the film alongside Damon, Affleck’s absence was felt, particularly given his and Lopez’s recent history. Unstoppable tells the inspiring real-life story of wrestler Anthony Robles, who was born with one leg and went on to win a national NCAA championship in 2011. Lopez stars as Robles’ mother, Judy Robles, in the biopic, which earned a standing ovation from the TIFF crowd as the credits rolled.

The film was produced under Affleck and Damon’s production company, Artists Equity. It marked a big moment for both Lopez and Damon professionally, but for Lopez, the night carried even more emotional weight. It was her first major public appearance since filing for divorce from Ben Affleck just weeks earlier.

On August 20, Lopez officially filed for divorce, marking the end of her two-year marriage to Affleck. The couple had rekindled their relationship and tied the knot in Las Vegas on July 17, 2022. A month later, they celebrated with a larger wedding in Georgia, surrounded by family and friends. However, two years to the day of their Georgia wedding, Lopez filed for divorce, citing irreconcilable differences.

“She tried really hard to make things work, and is heartbroken,” a source told People at the time of the split. Lopez has always been someone who values commitment, and her friends and family know how much effort she put into making the relationship succeed. Despite her best efforts, the pressures of their high-profile lives and differing priorities appeared to have taken a toll on their marriage.

Damon, who has been a close friend and frequent collaborator of Affleck’s for decades, was a steady presence during the TIFF event. His friendship with Lopez also runs deep, and their candid conversation at the afterparty hints at the strong bond they share. With Affleck not in attendance, it seems Damon’s support for Lopez during this tough period is unwavering.

Affleck, meanwhile, was photographed in Los Angeles on the same day as the Unstoppable premiere. Dressed in a navy suit and sunglasses, he was seen stepping out amid the news of his split from Lopez. While the film they co-produced is receiving glowing praise, it’s clear that their personal lives have taken a different turn.

The Unstoppable premiere marked a major milestone for Lopez’s career, and despite her personal challenges, she has continued to push forward professionally. The biopic is slated for release in select theatres this December and will soon be available for streaming on Prime Video. With its powerful storyline and impressive cast, the film is already generating buzz for award season.