Jennifer Lopez and her estranged husband Ben Affleck’s best friend, Matt Damon, reportedly had a “long, deep conversation” after the Toronto International Film Festival (TIFF) premiere of their film “Unstoppable” on Friday.

An eyewitness told People they posed together at the premiere and then chatted for more than 20 minutes at the afterparty, which was hosted at The Ritz-Carlton’s EPOCH Bar & Kitchen Terrace.

The source said the pair “began talking and had a long, deep conversation” — and at one point even clasped each others hands.

Matt Damon posed at the 2024 Toronto International Film Festival premiere of his new film “Unstoppable” on Friday. Getty Images
Jennifer Lopez made her first major public appearance after she filed for divorce from Ben Affleck at the 2024 Toronto International Film Festival on Friday. FilmMagic

Their conversation wasn’t all serious, though, as the insider also claimed they laughed at one point as well.

Reps for both stars did not immediately respond to ’s request for comment.

The conversation reportedly began after Damon, 53, joined Lopez, 55, and his wife, Luciana Damon, 48, at an outdoor table. They were also sitting with Don Cheadle.

Cheadle stars in “Unstoppable” alongside Lopez. The movie is a true sports story about the life of three-time all-American wrestler Anthony Robles.

Lopez posed on the red carpet for “Unstoppable,” in which she had a supporting role. Getty Images
Damon smiled at the “Unstoppable” premiere on Friday. His and Ben Affleck’s production company, Artists Equity, supported the film. Getty Images

The film was produced by Affleck, 52, and Damon’s production company, Artists Equity.

Though Affleck helped support the movie, he was not expected to attend TIFF.

The film festival marked the “On the Floor” singer’s first major public appearance since she filed for divorce from Affleck on Aug. 20.

Want more celebrity and pop culture news?

Start your day with Daily.

Thanks for signing up!

Please provide a valid email address.

By clicking above you agree to the Terms of Use and Privacy Policy.

Want celebrity news as it breaks? Hooked on Housewives?

Check out more newsletters
Damon, who laughed with his wife Luciana Damon, on the red carpet on Friday at TIFF reportedly had a “long, deep conversation” with Lopez at the premiere’s afterparty. FilmMagic
An eyewitness told People the pair even held hands as they spoke in a serious manner. AFP via Getty Images

She shined as she walked the red carpet in a silver Tamara Ralph dress that appeared to take inspiration from a disco ball. The gown featured high slits up both sides that showed off her side profile.

The exaggerated slits were held together with oversized black velvet bows.

Lopez appeared to be in great spirits on the red carpet and even joked that she is a “bad picker” during a lively chat with her co-star Bobby Cannavale.

Affleck did not attend the TIFF premiere despite producing the film with Damon. CBS via Getty Images
Lopez filed for divorce from Affleck on Aug. 20. Getty Images for The Recording Academy

While her comment could certainly have been shade directed at Affleck, Lopez has a rich history of relationships.

She has been married four times: to Ojani Noa from 1997 to 1998, Cris Judd from 2001 to 2003, Marc Anthony, from 2004 to 2014 and to Ben Affleck from 2022 to 2024.

She has been engaged a total of six times.

Disclaimer: The copyright of this article belongs to the original author. Reposting this article is solely for the purpose of information dissemination and does not constitute any investment advice. If there is any infringement, please contact us immediately. We will make corrections or deletions as necessary. Thank you.