5 Ex Girlfriends of Ben Affleck

Fri Feb 23 2024
By   vickey

Ben Affleck has seen many relationships over the years he has been in showbiz. Affleck has dated many ex-girlfriends and has been linked to many rumors. Justice League's famed actor finally found the one to settle down. Ben and Jennifer Lopez exchanged wedding vows two decades after their first break up.

Technically, Ben's now-wife, Jennifer, is an ex-girlfriend as well. While Bennifer finally came together, the same can't be said for his other relationship. Affleck has dated his co-stars and SNL producer, Lindsay Shookus! The talented actor celebrated many successes in his career, but his love life wasn't one of his victories. And here are five of Affleck's ex-girlfriends he dated.

Cheyenne Rothman

Before becoming an iconic actor, Ben Affleck was linked to Cheyenne Rothman. Moreover, Ben and Cheyenne go way back. Fun Fact: Rothman and Affleck were in the same high school.

Ben Affleck and Cheyenne Rothman dated during their high school days.
Ben Affleck and Cheyenne Rothman dated during their high school days.
Source: Pinterest

Ben and Cheyenne started their dating soon after meeting in their high school. The ex-couple attended the Cambridge Rindge and Latin High School. Likewise, the former lovers, Affleck and Rothman, first locked eyes in 1990.

Throughout the 1990s, Ben and Cheyenne became high school sweethearts. However, things for the couple ended as their school life ended. While Rothman eventually became a director, she remained hidden from the limelight.

Gwyneth Paltrow

Soon after his break up with Rothman, Ben would find love with Gwyneth Paltrow. Likewise, the ex-lovers were linked together back in 1997. Yes, right after Affleck and Cheyenne were said to have split.

Ben Affleck and Gwyneth Paltrow dated from 1997 to 2000.
Ben Affleck and Gwyneth Paltrow dated from 1997 to 2000.
Source: Pinterest

Gwyneth and the talented actor would share a couple of years as boyfriend and girlfriend. Yes, sadly, things for the ex-couples didn't evolve more. Paltrow and Affleck dated for three years and broke things off by 2000.

Two decades later, Gwyneth and Ben have berried the hatched. Paltrow further stated that she adores Affleck even today. Even her parents found Ben appealing when they dated. Paltrow herself went through a slew of relationships after her breakup.

Jennifer Lopez

Ben Affleck would find his soulmate after his fling with Gwyneth. Jennifer Lopez entered Ben's life shortly after his break up with Paltrow. While things for Lopez and Affleck wouldn't work in their first relationship, they eventually came together.

Ben Affleck and Jennifer Lopez were photographed during their date in the early 2000s.
Ben Affleck and Jennifer Lopez were photographed during their date in the early 2000s.
Source: Instagram

Ben and Jennifer or Bennifer first met in 2002. Jlo and Affleck locked eyes while working together on the movie Gigli. Lopez considered ending her wedlock with her second husband when she started dating Affleck. Jennifer finalized her divorce with Cris Judd in 2003.

Bennifer became official before Lopez was divorced. Amidst the talk of separation, Jennifer began dating Ben. Things for the duo ran very deep by the end of 2003 when Ben and Jlo were engaged. Affleck and Lopez ended their relationship in 2004, only to rekindle their romance and eventually get married on July 16, 2022.

Jennifer Garner

After ending his relationship with Lopez, Ben found another Jennifer. Ben Affleck married Jennifer Garner in 2005 after dating her for a whole year. Moreover, Ben started dating Garner in 2004! Yes, the duo became official shortly after his breakup with Lopez.

Jennifer Garner and Ben Affleck were photographed together when they were married.
Jennifer Garner and Ben Affleck were photographed together when they were married.
Source: Pinterest

Garner and Ben shared an intimate relationship for years. But going back to their origins, the ex-married couple first met in 2001 on the set of Pear Harber. Four years after they met, Jennifer and Ben married in June 2005.

Garner and Affleck remained married for over a decade. Among the many relationships, Ben shares the longest with his first wife. Speaking of marriage, the co-stars turned married couple welcomed three kids. Ben and his ex-wife gave birth to Violet, Seraphina, and Samuel. Sadly, Jennifer and Ben finalized their divorce in 2015.

Ana de Armas 

Garner wasn't the only one Ben Affleck would date after meeting in the set. Ben started dating Ana de Armas after his divorce from Jennifer Garner and a brief fling with SNL producer Lindsay Shookus. 

Ana de Armas and Ben Affleck were photographed on their date.
Source: Pinterest

Affleck and Armas shared a great chemistry as they filmed their movie together. Likewise, the couple was first spotted during the COVID-19 pandemic. Ben and Ana found love in each other. But things for the duo didn't last for long.

By 2021, Ben and Ana had decided to end their relationship. One of the critical reasons for their breakup was their age. When Ana and Ben began dating, Affleck was 47, and Armas was 31. Likewise, an insider claimed they broke up because they wanted different things in life.

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