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TAKE TWO?

Ben Affleck looks contemplative amid rumors he's happy Ana de Armas is single again


Ben famously gave love a second chance with Jennifer Lopez


LOS ANGELES, CA - JULY 01: Ben Affleck and Ana de Armas are seen on July 01, 2020 in Los Angeles, California.  (Photo by BG004/Bauer-Griffin/GC Images) © Getty
Jovita TrujilloSenior Writer
NOVEMBER 6, 2025 7:27 PM EST

Ben Affleck was recently spotted pulling up to his Brentwood home in his black Cadillac Escalade, looking quiet and contemplative. Rumors are swirling that the 53-year-old actor might be reconsidering a second chance with his ex, Ana de Armas, following her recent split from Tom Cruise

Ben Affleck© The Grosby Group
Ben Affleck

Affleck and de Armas first met on the set of Deep Water in 2020, where their chemistry was immediate, but the timing was off. Since the split, an insider claimed he "hasn’t been able to forget" de Armas.  

Ben Affleck© The Grosby Group
Ben Affleck

Given Affleck's reconciliation with his now ex-wife Jennifer Lopez, it's clear he's open to second chances. “Ben’s happy as can be that she’s back on the market,” a source told Globe. “He’s planning to test the waters and see what his chances are for a reunion.” 

Ben was reportedly going through a hard time when they dated © Getty
Ben was reportedly going through a hard time when they dated

The insider said, “Their chemistry was off the charts, but back then, life for Ben was still very chaotic. He’d battled addiction, relapsed in 2019, and everything was a little unstable.” “Ben is much more grounded these days,” they added. 

Could we see another reunion?© Getty
Could we see another reunion?

When de Armas and Cruise's relationship began making headlines, rumors started to swirl that the Air star and director was feeling a little jealous. An insider told Daily Mail in May, “Ben is kind of [a] jealous [type]." "He really liked Ana a lot, and then she walked away and left him sad. So to see her happy with his friend is kind of weird for him.”

Ben Affleck and Ana de Armas kiss during a break filming on November 19, 2020© MEGA
Ben Affleck and Ana de Armas kiss during a break filming on November 19, 2020

It all comes as de Armas and Cruise's whirlwind romance has ended. The couple first sparked rumors on Valentine’s Day, and eight months later, they’ve quietly called it quits. 

According to sources, it was mostly Ana’s decision. “Things were moving fast, and she started to feel a little uncomfortable,” one source told US Weekly. “She still likes him a lot, but needed to take a step back.”



Tom Cruise and Ana de Armas appear to confirm romantic relationship on weekend get-a-way in Vermont. The 63 year old actor and the 37 year old actress held hands while strolling the picturesque downtown to visit a few shops and attractions. Tom has kept a low profile with his dating life since his high-profile split from Katie Holmes in 2012****

Tom Cruise y Ana de Armas parecen confirmar su relación romántica durante una escapada de fin de semana en Vermont. El actor de 63 años y la actriz de 37 fueron vistos tomados de la mano mientras paseaban por el pintoresco centro del pueblo, visitando algunas tiendas y atracciones. Tom ha mantenido un perfil bajo en su vida amorosa desde su sonada separación de Katie Holmes en 2012.© The Image Direct/The Grosby Group
Tom and Ana never publicly confirmed their relationship, but were spotted holding hands in July

The breakup has also put a pause on their project Deeper, which was set to feature intense underwater sequences. “They spent every day together preparing and training,” a source revealed. 

As for when the split happened, a source told People the Ballerina star has been single "for a while." They also categorized Cruise as a "dear friend and mentor" and not an ex. 

Cruise and de Armas were seen arriving at a London helipad aboard a private helicopter, accompanied by her dogs and carrying light luggage. The couple had flown in from Farnborough Airport, where Cruise’s HondaJet had landed earlier after a trip from Madrid.© Backgrid UK/The Grosby Group
They first sparked rumors on Valentine's Day

Since they never confirmed their relationship, there is some discourse about whether they were actually officially a couple. But mentors don't usually hold hands, attend after parties together, and enjoy secret romantic Spanish vacations.

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