Ben Affleck girlfriend list: From JLo to Ana De Armas

BEN Affleck has had a string of high-profile romances over the past two decades.

The actor and director has dated his fair share of A-Listers – including the JLo and even Gwyneth Paltrow.

Who has Ben Affleck dated?

Gwyneth Paltrow

They've both had their fair share of A list romances in the past, but Gwyneth Paltrow was Ben's first celeb romance.

The pair met at a dinner party thrown by Harvey Weinstein in 1997, when Paltrow had just split from Brad Pitt.

The famous couple starred together in Shakespeare in Love in 1998 and rom-com Bounce in 2000.

Ben and Gwyn romance was long-lasting – they dated for three years before splitting.

Speaking about their break up in 2003, Paltrow said: “I just think we have a very different sort of value system,”

Gwyn added about her ex: "He's got a lot of complication, and you know, he really is a great guy. So I hope he sorts himself out."


JLo and Ben Affleck, nicknamed "Bennifer", quickly became a prominent supercouple when they started dating in 2002.

Lopez became engaged to the actor and filmmaker in November 2002.

The pair were due to get married in September 2003 – Ben proposed with a 6.1-carat rare pink diamond.

They postponed the wedding indefinitely just a day before the ceremony, citing "excessive media attention."

Following this, the pair joint-starred in comedy drama Jersey Girl together, but split before the film was actually released in 2004.

Jennifer Garner

From one Jennifer to another.

Ben Affleck first met his future wife Jennifer Garner met on the set of Pearl Harbor in 2000.

At the time, the pair were in relationships with other people.

The two reunited on screen in superhero movie Daredevil in 2002 – whilst Ben had embarked on a new relationship with JLo, and Jen was married to Scott Foley.

But it seems the pair kept in touch, because nine months after his high-profile break up with JLo, Affleck and Garner were spotted out and about together.

After a year of dating, Affleck proposed during Jen's 33rd birthday party – with yet another pricy diamond. This time, it was a a 4.5 carat Harry Winston ring.

They married in 2005 in a private ceremony in Turks and Caicos.

They welcomed their first child, a daughter named Violet, in December 2005.

Their second daughter Seraphina was born in 2009 and their son Samuel was born in 2012.

But sadly in 2015, the pair released a joint statement announcing that they were ending their decade-long marriage.

Ben later told The New York Times that his alcoholism contributed to the split.

He said: “I drank relatively normally for a long time. What happened was that I started drinking more and more when my marriage was falling apart.

"This was 2015, 2016. My drinking, of course, created more marital problems.”

Lindsay Shookus

After his split from Jennifer, Ben was spotted with Saturday Night Live writer Lindsay Shookus.

They were first photographed together in July 2017, in London.

They remained relatively private about their relationship, but seem to have split briefly, during which time Ben had a fling with model Shauna Sexton.

Although the pair reconciled after this, they ended things for good in 2019.

At the time, a source told People: “She has a kid and an ex-husband and a job in New York and Ben has his family and a job in L.A. and while they love and respect each other they just realized it wasn’t going to work. They really gave it another solid try.”

Ana de Armas

Ana and Ben Affleck met while shooting the erotic thriller Deep Water in New Orleans in 2019.

They were linked to each other early in 2020 when they were spotted visiting her native Cuba.

A source told Entertainment Tonight that the couple "instantly had a connection".

The source added that de Armas has supported Affleck's battle against addiction.

Following rumors that the couple were drifting apart, a source told People on January 18, 2021, that they had gone their separate ways after being together for almost a year.

The source revealed: "Ben is no longer dating Ana.

"She broke it off. Their relationship was complicated. Ana doesn't want to be Los Angeles based and Ben obviously has to since his kids live in Los Angeles."

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