Ana de Armas’ Full Dating History (Including Her Rumored Romance With Beto Montenegro)

No one in Hollywood is moving quite like Ana de Armas, whose list of A-list exes just keeps getting more impressive/random by the day. From a Tinder VP to the stepson of Cuba’s president to Tom Cruise (remember that??), the actor loves to keep fans guessing—especially with her latest (rumored) romance with Venezuelan musician Beto Montenegro.

Ahead, dive into her complete dating history, co-starring Ben Affleck and the forever iconic Ana de Armas cutout.

Ana and actor/model Marc Clotet got together in 2010, got married one year later in 2011, and split up two years after that in 2013. In other words, it was a whirlwind. And while the relationship didn't last, we'll always have a buncha pics you probably haven't seen before:

^ Franklin and Ana were never photographed together, but here he is with Glenn Close?

Ana and talent agent Franklin Latt seemingly dated for about a year-ish, but the vibe was suuuper low-key. Though, Ana did speak about assumptions regarding their relationship to Vanity Fair, saying, “For anyone who ever questions or how did I get to do this or that, fuck them. They will not get to spend their New Year’s with me. They are not the people whose opinion I should care about. They are not the people I share my happiness with.”

Ana briefly dated photographer Alejandro Piñeiro Bello—at least based on pics of them looking cozy at events like that ^ one ^. Either way, they were extremely private, so not much is known about their relationship, sorry.

Ben and Ana met during production on their film Deep Water in November 2019, and instantly vibed on set. A People source said the pair had “great chemistry right from the start," though initially "there were no signs of romance." Clearly things changed, because by March 2020 they were spotted vacationing in Cuba together.

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Eventually they went Instagram official, Ana moved into Ben's house, and things chugged along until January 2021, when they split.

“They have had numerous discussions about their future and they decided together to break up,” a source told People, while another insider mentioned to Page Six that “[Ben] would not commit to having more kids. She is in her 30s. It was a deal-breaker.”

Meanwhile, the life-size Ana de Armas cutout Ben Affleck had on his lawn was rudely thrown out in the garbage. RIP, legend.

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Ana started dating Tinder VP Paul Boukadakis in September 2021 after meeting through mutual friends during the pandemic. They attended a few events together, and even lived in an apartment in NYC before parting ways in November 2024. At least, that's when People reported on their split...things were pretty low-key so it's possible they broke things off earlier.

Ana was photographed kissing Manuel Anido Cuesta, the stepson of Cuba's president Miguel Díaz-Canel Bermúdez, back in November 2024. They were spotted again in December, but the rumors eventually fizzled out, mostly because...

Tom and Ana were first spotted together in February 2025, when they were photographed together sharing what appeared to be a casual dinner in London...on Valentine's Day. After several more sightings, their ’ship was finally confirmed in July, when paps caught the two holding hands. The photographs (obtained by TMZ) speak for themselves!!

But like all good things, the romance eventually came to an end, with a source telling Us Weekly in October 2025 that “Tom and Ana are done for now. It was more Ana’s decision because things were moving fast and she started to get a little uncomfortable with how fast it was going.” They add, in part, “She still likes him a lot, and they have a connection. They will see how things go in the future.”

Ana first sparked dating rumors with Beto earlier this summer when a video emerged of her looking cozy with the Venezuelan singer at a concert.

Not long after, the maybe-couple was photographed holding hands and smooching during a getaway to Spain’s Formentera island so...it seems things are heating up!

That said, neither Ana nor Beto has confirmed the relationship yet, so stay tuned for updates.