As Brad Pitt embarks on new romance with Ines de Ramon, we look at how he has stayed friends with Jennifer Aniston and Gwyneth Paltrow

Brad has miraculously remained on good terms with several of his ex’s, including his first wife Jennifer Aniston and former fiancée Gwyneth Paltrow
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Brad Pitt has been seen loved-up with his new girlfriend, Ines de Ramon, at his 59th birthday. The actor and producer has managed to remain on good terms with several of his ex partners.

We look at how Brad Pitt stood up to Harvey Weinstein and why some of his ex's have only good things to say about him.

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Brad and Gwyneth Paltrow were together from 1994 until 1997 and then they called off their engagement.

They were, as Paltrow told Vogue, "a very '90s couple." The pair were the subject of constant media attention, from matching moments to romantic Parisian getaways.

The actors met while filming the movie Seven in 1994 and started dating shortly afterward. "I knew immediately," Pitt later told Rolling Stone, of falling for Paltrow on set.

They dated for two years before Pitt popped the question in December 1996. But the pair never made it down the aisle — just six months later, they called it quits.

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Pitt and Paltrow have both long since moved on with other high-profile relationships: Paltrow wed (and later famously 'consciously uncoupled' from) Coldplay singer Chris Martin before tying the knot with writer Brad Falchuck in 2018; Pitt was married to Jennifer Aniston from 2000 to 2005 and started a family with Angelina Jolie, whom he dated for nine years before marrying in 2014 and splitting up in 2016.

Actor Brad Pitt (L), nominee for best supporting actor for his role as " Jeffrey Goines" in "12 Monkeys" and his companion Gwyneph Paltrow (R) arrives at the Dorothy Chandler Pavillion in Los Angeles 25 March 1996 for the 68th annual Academy awards. This was Pitt's first nomination for an Oscar. AFP PHOTO Vince Bucci (Photo credit should read KIM KULISH/AFP via Getty Images)Actor Brad Pitt (L), nominee for best supporting actor for his role as " Jeffrey Goines" in "12 Monkeys" and his companion Gwyneph Paltrow (R) arrives at the Dorothy Chandler Pavillion in Los Angeles 25 March 1996 for the 68th annual Academy awards. This was Pitt's first nomination for an Oscar. AFP PHOTO Vince Bucci (Photo credit should read KIM KULISH/AFP via Getty Images)
Actor Brad Pitt (L), nominee for best supporting actor for his role as " Jeffrey Goines" in "12 Monkeys" and his companion Gwyneph Paltrow (R) arrives at the Dorothy Chandler Pavillion in Los Angeles 25 March 1996 for the 68th annual Academy awards. This was Pitt's first nomination for an Oscar. AFP PHOTO Vince Bucci (Photo credit should read KIM KULISH/AFP via Getty Images)

In 2017, Paltrow added her name to a long list of women who have accused movie mogul Harvey Weinstein of sexual harassment in a New York Times report.

The following May, Paltrow elaborated on the incident on Howard Stern's SiriusXM Radio show, explaining, "We had one incident in a hotel room where he tried to make a pass at me." She was starring in his movie Emma and dating Pitt at the time.

Paltrow immediately told her boyfriend about it. In response, Pitt confronted Weinstein. "I told him right away and I was very shaken by the whole thing," she told Stern. "We were at the opening of Hamlet on Broadway. Harvey was there and Brad Pitt — it was like the equivalent of throwing him against the wall, energetically."

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"He said, 'If you ever make her feel uncomfortable again, I'll kill you,' " she recalled Pitt telling Weinstein. "Or something like that."

"It was so fantastic," she continued. "He leveraged his fame and power to protect me at a time when I didn't have fame or power yet."

Despite the first marriage to Jennifer Aniston ending in divorce when Brad Pitt famously fell for his co-star, Angelina Jolie, he has somehow managed to keep the Friends actress in his life.

Jennifer and Brad were married from 2000 to 2005 and have remained good friends since their split. Despite enduring one of the most high-profile splits in Hollywood, Aniston and Pitt remain 'buddies' over 17 years later.

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Actress Jennifer Aniston and actor Brad Pitt attend the Los Angeles premiere of Universal Pictures' film "Along Came Polly" on January 12, 2004 at the Grauman's Chinese Theatre, in Hollywood, California. (Photo by Vince Bucci/Getty Images)Actress Jennifer Aniston and actor Brad Pitt attend the Los Angeles premiere of Universal Pictures' film "Along Came Polly" on January 12, 2004 at the Grauman's Chinese Theatre, in Hollywood, California. (Photo by Vince Bucci/Getty Images)
Actress Jennifer Aniston and actor Brad Pitt attend the Los Angeles premiere of Universal Pictures' film "Along Came Polly" on January 12, 2004 at the Grauman's Chinese Theatre, in Hollywood, California. (Photo by Vince Bucci/Getty Images)

Aniston opened up about her friendship with Pitt during an interview in June 2021 after she and her ex reunited for a Fast Times at Ridgemont High table read.

"It was absolutely fun," the 53-year-old actress said of the reunion. "Brad and I are buddies, we're friends."

"We speak, and there's no oddness at all, except for everyone that probably watched it and was wanting there to be, or assumed there to be," Aniston added.

Pitt has not been without his faults. He has spoken out about battling a drink dependency and seeking therapy.

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This addiction is partly why he hasn't stayed on great terms with all his former flames. He famously had an argument on a flight with his second wife Angelina Jolie and the children. It led to a bitter divorce and the pair are still in a legal battle over a vineyard sale.

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