He’s Got Game! See Ben Affleck’s Dating History From Jennifer Garner to Jennifer Lopez

Ben Affleck is quite the hot commodity! The iconic Good Will Hunting alum has been involved in many high-profile romances with ladies like Jennifer Garner, Jennifer Lopez and more.

The Gone Girl star hit the dating scene in showbiz as soon as he started rising in the ranks in the mid-1990s. Ben was romantically involved with Gwyneth Paltrow and the “Jenny From the Block” singer before falling in love with the 13 Going on 30 actress and seemingly reigniting his romance with J. Lo in April 2021. 

The handsome stud’s relationship with the Yes Day actress was one of his longest. The former couple, who married in 2005, were together for more than 10 years and became the proud parents of their three kids, Violet, Seraphina and Samuel.

However, Ben and the Peppermint star called it quits, and their divorce was eventually finalized in 2018. Fortunately, they still share a fantastic relationship in order to amicably coparent their children.

After dating Lindsay Shookus and then Shauna Sexton around 2018, he got romantically involved with his Deep Water costar Ana de Armas, who he met on the set of the thriller movie in late 2019.

“They’re playing a couple on the film, a husband and wife with some very dark secrets, and their chemistry is off the charts. They’ve become very close,” a source exclusively told In Touch in March 2020. “Ben loves that she’s originally from Cuba, he can’t get enough of her culture, and he loves her accent.”

Ben and Ana were spotted on many outings together throughout 2020. The actor’s kiddos often accompanied the two as they made trips to the grocery store amid the coronavirus pandemic

Just as things seemed to be going well, though, a separate source revealed the “dynamic [of their relationship] changed” when Ben and Ana “moved in together.”

In January 2021, another source confirmed the couple called it quits after nearly one year of dating. “Ana ended the relationship,” the insider exclusively divulged. “Ana still cares for Ben, but she can’t see a future with him. It wasn’t working and they weren’t on the same page.” While the former flames are “on amicable terms and still talk,” their relationship “is over.”

Since then, Bennifer has been a hot topic. The Way Back actor and “On the Floor” songstress jetted off to Montana for a week-long getaway in May, following her split from ex-fiancé Alex Rodriguez.

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