While Bennifer seems to be back on, Ben Affleck is no stranger to heart breaks or breaking hearts. Over the years, the Oscar winner has had his own slew of relationships which have lasted from a few months to a few years. Here’s a look at some of the more high profile relationships that the Hollywood star has been in.

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Cheyenne Rothman

Rothman and Affleck met while the two were still in high school. Before making a name for himself in Hollywood, Affleck attended Cambridge Rindge and Latin High School in Cambridge, Massachusetts. Rothman now works as a film director.

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Gwyneth Paltrow

Soon after his split from Rothman in 1997, Affleck began dating Paltrow the same year. The two had an on and off relationship over the course of their three-year courtship from 1997 to 2000. The two had met while they were filming ‘Bounce’ and ‘Shakespeare in Love.’

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Jennifer Lopez

Between 2002 and 2004 the two superstars had a very public relationship only exacerbated by the paparazzi at the time. The duo met while filming ‘Gigli’ a film that was critically panned and was seen as a disaster. While the two had planned to get married, Jennifer Lopez called off the marriage because of the media attention on the wedding. The duo reunited in 2021, and got married the following year.

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Jennifer Garner

Affleck has a penchant for dating those he does films with. The Pearl Harbour star met Jennifer Garner began dating in 2004 and married in 2005. The two’s marriage lasted till 2015 and the couple had three children – Seraphina, Samuel and Violet. Affleck’s gambling addiction and extramarital affairs led to the two splitting but they have remained on good terms with each other.

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Lindsay Shookus

The duo had an on and off relationship although the two were reportedly engaged in an affair while he was still married to Jennifer Garner. Their relationship was only made public in 2017. The two’s relationship lasted until 2019. The two split citing hectic schedules.

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Ana De Armas

Keeping in with his pattern of dating co-stars, the two met on the set of Deep Water and began dating in 2020. The two dated until 2021 when Ana De Armas called it quits.