Gwyneth Paltrow Dating History: Her Boyfriends And Exes!

By Rahul Gupta On May 7, 2023

Acutely aware coupling was the step that came before acutely aware uncoupling. Gwyneth Paltrow has been with a lot of famous people, like Brad Pitt, Ben Affleck, and Chris Martin.

The mother of two, who has been married twice, recently made news by saying some NSFW things about Affleck and Pitt in bed.

“Ben was, like, technically excellent,” the Goop founder said of the “Gone Girl” star. On the other hand, she said, Brad was a “major chemistry, love of your life kind” of hookup.

Read on to learn more about all of Paltrow’s ex-boyfriends.

Table of Contents

Gwyneth Paltrow Dating History

Robert Sean Leonard

Paltrow dated Robert Sean Leonard for a short time in the mid-1990s. Getty Images has a collection of photos by Ron Galella.

In the early 1990s, Paltrow dated “Dead Poets Society” star Robert Sean Leonard for a short time.

A few years after they broke up, Leonard told The Post that it was “the funniest breakup I’ve ever had.”

“We were in her room and thought we shouldn’t see each other anymore. Within five minutes, she said, ‘You know who you’d like? In 1998, he told us, “I have this friend.

“Gwyneth is a little bit of a yenta, but she’s a wonderful, wonderful friend.”

Donovan Leitch

Donovan Leitch was the first person Gwyneth Paltrow was seen with in public.

The actress worked with Donovan Leitch until 1995.

Twenty years later, in September 2013, the two people who used to be together were seen kissing on the lips at a Los Angeles Dodgers game.

The next year, the star told the Daily Mail that the kiss was just friendly.

“I was just telling her goodbye. It wasn’t wrong at all. We were in the owner’s box, right next to her two kids, in front of 30,000 people. “That’s not exactly the place for a secret relationship,” he said, adding that they had “always been close” even though their relationship had ended “eons ago.”

Brad Pitt

The star of “Iron Man” got engaged to Brad Pitt in 1996, but they broke up the next year. WireImage

After she was with Leitch, Paltrow went on to date Brad Pitt.

The star of “Shakespeare in Love” met the Hollywood heavyweight on the set of their movie “Se7en,” which came out in 1995. They got engaged in 1996.

But by 1997, they had decided to stop.

“I think I wasn’t ready when I was young. “He was too good for me,” Paltrow said during an interview on “The Howard Stern Show” in January 2015. “I honestly think I was too young and didn’t know what I was doing.”

They got back together in June 2022 when Paltrow interviewed the “Fight Club” star for her website, Goop. It looks like there’s no bad blood between them.

Pitt told his ex-girlfriend that he was happy to have her “as a friend now.”

He told her, “I do love you,” and she told him, “I love you so much.”

In an interview for “Call Her Daddy” in 2023, Paltrow talked about her relationship with Pitt. She said, “It was like major chemistry, love of your life kind of hookup.”

Ben Affleck

She was on and off with Ben Affleck from 1997 to 2000.WireImage

Paltrow moved on with Affleck after she broke up with Pitt.

From 1997 to 2000, she was on and off with the “Air” star.

In 2015, when Paltrow was on Howard Stern, she talked about her relationship with Affleck.

“[Ben] was not in a good place in his life to have a girlfriend,” she said at the time.

Since then, both of them have moved on, and Paltrow even praised Pitt for finding love with Jennifer Lopez.

“LOVE!!! SO ROMANTIC!!! After they got married in July 2022, she wrote on her Instagram Story, “VERY HAPPY FOR THEM.”

In the same “Call Her Daddy” interview from 2023, she said that Affleck was “technically excellent” in bed.

Chris Martin

Paltrow and Chris Martin said “I do” in 2003, but a decade later, they broke up. Instagram/Gwyneth Paltrow

Paltrow married artist Chris Martin for the first time in 2003, after dating him for less than a year.

After the death of her father, the actor reluctantly agreed to go to a Coldplay concert with some friends. There, she met the rocker and they hit it off right away.

In 2004, they had a daughter named Apple. In 2006, they had a boy named Moses. Paltrow has said that her children are the “loves of [her] life.”

The family of four spends time in London, New York, and Los Angeles, and they usually keep their private lives out of the public eye.