Ben Affleck and Ana de Armas’ Whirlwind Romance: A Timeline of Their Relationship

Credit: Courtesy Ana de Armas/Instagram

Ben Affleck and Ana de Armas’ Whirlwind Romance: A Timeline of Their Relationship

Falling in love! Ben Affleck’s relationship with Ana de Armas quickly flourished before the general public — and it’s definitely one Hollywood romance worth exploring.

Affleck and de Armas worked together on the 2020 psychological thriller Deep Water, which they filmed the year before. The duo sparked dating rumors when they were spotted abroad in Cuba together in March 2020. During their Caribbean getaway, the Gone Girl actor and Knives Out actress posed for photos with a chef and fans at a restaurant.

In the days that followed, an onlooker caught the costars “making out” while waiting in line at an airport in Costa Rica.

On March 13, 2020, Us Weekly broke the news that Affleck and de Armas were “happy together and officially dating.” From there on, things continued to progress between the duo when they quarantined together amid the novel coronavirus pandemic starting in March 2020.

While isolating together, they often stepped out to get fresh air or walk their dogs together. The couple even spent Easter morning together in April 2020. They “love spending time with each other by themselves,” a source told Us at the time.

Us exclusively reported that Affleck and de Armas were “so in love” shortly after going public with their relationship. “Ben is very supportive of Ana and tells her how amazing she is,” a source told Us exclusively. “Ana’s friends are constantly telling her how lucky she is to have Ben and think he is so charming, cool and fun. They’re so happy for her.”

Before dating Affleck, the Knock Knock actress was married to Marc Clotet from 2011 to 2013. Meanwhile, the Pearl Harbor actor has been linked to several high-profile women over the course of his career, including Gwyneth Paltrow off-and-on from 1997 to 2000 and Jennifer Lopez, whom he was engaged to from 2002 to 2004.

Affleck went on to have a ten-year marriage with Jennifer Garner. The Daredevil costars tied the knot in June 2005, but they announced their separation in June 2015. They share daughters Violet and Seraphina, and son Samuel.

In a February 2020 profile with The New York Times, Affleck regarded his divorce from the Alias alum as the “biggest regret of my life.” However, a source told Us in April 2020 that Garner has had “very friendly” interactions with de Armas, who the actress met with Affleck present.

Scroll down to see Affleck and de Armas’ whirlwind romance.

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November 2019

Affleck and de Armas were spotted on the set of their film, Deep Water, in good spirits.

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March 6, 2020

Affleck and de Armas sparked romance rumors during Cuban getaway.

Credit: MEGA

March 7, 2020

Days after their time together in Cuba, the duo were seen “making out” while at an airport in Costa Rica.

Credit: MEGA

March 13, 2020

Us broke the news that the two actors were an item.

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March 17, 2020

The Blade Runner 2049 actress shared photos of herself via Instagram that Affleck took of her during their time together in Cuba.

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April 2, 2020

An insider told Us that Affleck “would love” to have a baby with de Armas.

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April 7, 2020

In her April/May 2020 cover story for American Way, de Armas opened up about the famous men she’s gotten to work with in her acting career. “I’ve been very lucky — because these men are all very handsome — but the best part of it is who they are as people,” she said. “I’ve had the best partners.”

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April 12, 2020

The pair were spotted taking a morning stroll on Easter Day along with their dogs.

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April 15, 2020

Affleck and de Armas take adorable PDA-filled stroll while decked out in protective gear amid the coronavirus pandemic.

Credit: Courtesy of Ana de Armas/Instagram

April 30, 2020

The Way Back star and his new flame made their relationship Instagram official as they celebrated her 32nd birthday. "Cheers to another great year. 🎉🌈💕🙏🏻🌸🌹✨🎈," de Armas wrote in a series of sweet photos with Affleck, who lovingly wrapped his arms around her waist.

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May 6, 2020

The couple took their dogs out for a stroll in Los Angeles while wearing masks to protect themselves amid the coronavirus pandemic. Affleck wore a shirt representing his girlfriend's native Cuba as they walked with their arms wrapped around each other.  

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May 8, 2020

The Knives Out actress was spotted wearing a half-heart necklace in April and one month later, Affleck was seen wearing a matching pendant. 

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May 14, 2020

The pair put their love on display by appearing in Residente’s music video for “Antes Que El Mundo Se Acabe,” which means, “Before the World Ends.” In the clip, the actors are seen sharing a kiss while on their trip to Joshua Tree, California, earlier in the year.

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May 24, 2020

The Batman actor and Cuban actress spend time with Affleck’s three children over Memorial Day weekend, with a source telling Us that he wants them to all get better acquainted. “He wants the kids to spend time with her so they can get to know her,” the insider added, noting that Affleck is “very serious” about his girlfriend.

Credit: Sara Mahir and Matt Fisher

June 2, 2020

The couple attended a Black Lives Matter rally in Venice, California, on June 2, as a part of the effort to save the First Baptist Church of Venice. The lovebirds walked side by side and Affleck carried two signs in support.

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June 5, 2020

Affleck’s kids seemingly gave their stamp of approval for de Armas, by leaving a cardboard cutout of the actress on their dad’s lawn in L.A. They were also seen playing with the prop and the Knock Knock star earlier in the week.

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July 1, 2020

The pair shared a laugh while taking a walk in Venice, California, with their dogs.

Credit: Courtesy Ana de Armas/Instagram

August 16, 2020

Affleck grinned in a cute selfie de Armas posted on Instagram a day after he celebrated his 48th birthday. The Knives Out actress reportedly surprised her boyfriend with a new BMW motorbike and matching helmets for two on his special day.

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September 16, 2020

While Affleck films a new movie in Ireland, de Armas has been keeping him company off set. An insider told Us exclusively that the pair "basically live together" as their romance continues to flourish. "Ben is very into Ana and so sweet to her," the source added. "They are like any couple and sometimes she picks dumb and immature fights with him, but he doesn't get flustered and they're never about big issues [or] dealbreakers for either of them."

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January 18, 2021

Armas ended things with Affleck, a source confirmed to Us. "The breakup was amicable," an insider said. "Ben and Ana were moving in different directions in their lives and stopped seeing eye to eye. The two couldn’t work through their differences and have decided to end their relationship."

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July 13, 2022

The Blonde actress reflected on the "horrible" attention she and Affleck faced before their breakup. "It became a little bit too much," de Armas told Elle in the magazine's August 2022 cover story. "There's no escape. There's no way out."

She continued, "That's one of the reasons why I left L.A. ... It's always the feeling of something that you don't have, something missing. It's a city that keeps you anxious."