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- Brad Pitt’s dating history is as star-studded as they come. Not only has the actor been married to two A-listers — Jennifer Aniston and Angelina Jolie — but he engaged in many high-profile relationships and flings over the years before his current romance with Ines de Ramon.
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- Brad Pitt's Star-Studded Love Life: From Gwyneth Paltrow to Angelina Jolie. Brad Pitt is considered one of Hollywood's most eligible bachelors — and he has the lengthy list of former flames to prove it.
- Brad Pitt's Star-Studded Love Life: From Gwyneth Paltrow to Angelina Jolie. Brad Pitt is considered one of Hollywood's most eligible bachelors — and he has the lengthy list of former flames to prove it.
- Sinitta. The British-American singer and Pitt dated on and off between 1984 and 1986. Following Pitt’s split from Jolie in 2016, the “So Macho” singer insisted that the Hollywood hunk wanted to reignite their old flame.
- Shalane McCall. After appearing on four episodes of Dallas as McCall’s boyfriend, the two were rumored to have taken their romance off-screen between 1987 and 1988.
Nov 14, 2023 · Not only has the actor been married to two A-listers — Jennifer Aniston and Angelina Jolie — but he engaged in many high-profile relationships and flings over the years before his current romance...
- Riley Cardoza
- 52 sec
Feb 10, 2020 · Last year Pitt spoke to Ellen DeGeneres about his love life and the talk show host casually revealed she once dated one of Pitt's ex-girlfriends - although she didn't reveal who it was.
- Margaret Abrams
- Jessica Sager
- Sinitta. Pitt and singer Sinitta reportedly dated from 1986 to 1988. The British pop star told her castmates on I'm a Celebrity … Get Me Out Of Here! in 2011 (via Marie Claire UK) that Pitt was "beautiful with the most amazing body," adding, "I saw him for two years.
- Jill Schoelen. Pitt dated actress Jill Schoelen in the late 1980s after they met on the set of the horror movie Cutting Class.
- E.G. Daily. In Pitt's E! True Hollywood Story, voice actress Elizabeth "E.G." Daily revealed that she had a rebound romance with the star after he and Schoelen split.
- Robin Givens. Pitt and Robin Givens were costars on Head of the Class and grew close when she and then-estranged husband Mike Tyson separated. Tyson alleged in his memoir Undisputed Truth that he pulled into his and Givens' driveway and saw her in a car with Pitt; he also claimed to have caught the pair in bed while Tyson and Givens were still together.
Sep 18, 2024 · While neither has officially confirmed the romance, it would appear that Geena Davis and Brad Pitt did indeed have a romance of sorts following their appearance together in 1991’s Thelma &...
Feb 15, 2024 · Brad Pitt and Ines de Ramon 's romance is going strong — and they're now cohabiting! Multiple sources confirm to PEOPLE that the Oscar winner, 60, and his jewelry-executive girlfriend, 34, are...
Sep 23, 2024 · Brad Pitt and Ines de Ramon have been dating for over a year and are serious. Here, everything to know about Pitt’s new girlfriend.