Brad Pitt, his handsome features and charming personality, have always been popular in Hollywood. The actor didn’t taste popularity until 1991, which came with his cowboy hitchhiker role in the film ‘Thelma & Louise’. Besides his professional accomplishments, Pitt’s personal life has always grabbed attention.
During the 80s and 90s, Pitt was involved with some of the most famous actresses in the industry. The ‘Fight Club‘ actor is now single, and the possibility of him getting back into the dating scene is something only time could tell. But here, let’s take a look at Pitt’s illustrious dating history.
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Sinitta (1987-88)
Brad Pitt experienced love at first sight with the British singer Sinitta. He practically begged his agent to call up her manager after he saw her on the TV. This was before the actor starred in ‘Thelma & Louise’. The singer dumped the actor after two years. According to Marie Claire, Sinitta recalled her time with him saying, “He was beautiful with the most amazing body. I saw him for two years. He was fun, he was young and very sweet.”
Robin Givens (1989)
Pitt appeared as a guest star on Givens’ sitcom, ‘Head Of The Class.’ According to reports, the two started a relationship but soon came crumbling down when Givens’ estranged husband threatened Pitt’s life after finding them in bed together. All of this was claimed by her husband, Tyson in interviews. Robin recently addressed the rumors during her appearance on ‘Watch What Happens Live with Andy Cohen‘ and denied the affair with Pitt.
Jill Schoelen (1989)
Jill Schoelen and Brad Pitt met on the set of ‘Cutting Class.’ The then 26-year-old actor couldn’t wait to be with her forever, because soon enough the headlines stated that Pitt and Jill Schoelen were engaged. The merriments of engagement continued for 3 months until Schoelen found another man while shooting for a movie. And, unfortunately, Pitt was dumped.
Christina Applegate (1989)
This ship sailed very briefly in 1989. The American actress also took him as her date to that year’s MTV Music Awards but soon sent him away for another guy at the show. Applegate talked briefly about the mystery guy at Andy Cohen’s show.
Geena Davis (Early 1990s)
1991’s ‘Thelma & Louise‘ and an intimate scene between Geena Davis and Brad Pitt, which brought him to new heights in Hollywood. It was reported by Pitt’s former housemate that the steamy scene inspired real-life romance between the two. Davis, however, made sure that all their meet-ups were done off the radar, and away from the public’s eyes.
Juliette Lewis (1990-93)
After many brief relationships characterized by ‘on-and-off’ dating, Pitt got into a relationship with his then 17-year-old ‘Too Young To Die?‘ co-star, Juliette Lewis. They were together for nearly four years. During an interview with Daily Mail in 2010, Lewis talked about her relationship with Pitt. She said, “It amazes me that people are still fascinated that we went out for four years. I was a teenager at the time. It’s a lifetime away. I was in my high-school years and it was a wonderful, loving relationship with a fun, smart guy. Then it was over and he went on to become incredibly famous.”
Thandiwe Newton (1994)
Pitt and Newton met on the set of ‘Interview With the Vampire’ in 1994, after which both of them dated for a year. Their breakup was ensured on an amicable note and the two remain good friends.
Gwyneth Paltrow (1994-97)
Between 1994 and 1997, Pitt and Gwyneth dated after meeting on the set of the thriller film, ‘Se7en.’ Their relationship was fairly public, and Pitt didn’t miss a chance to call Gwyneth the ‘love of my life,’ and ‘my angel,’ during his speech at the Golden Globes. Pitt proposed to her in 1996, but the engagement was called off after only seven months. In January 2015, Gwyneth talked about her relationship with Pitt and said, “I definitely fell in love with him. He was so gorgeous and sweet. I mean, he was Brad Pitt! My father was devastated [when we split]. I was such a kid, I was 22 when we met. It’s taken me until 40 to get my head out of my ass. You can’t make that decision when you’re 22 years old . . . I wasn’t ready, and he was too good for me.”
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Claire Forlani And Demi Moore (1998)
There was no confirmation about Pitt and Forlani dating, however, their hand-in-hand walk at the red carpet for their movie, ‘Meet Joe In Black,’ compelled everyone to think that there might be a fling between the two. In the same year, another flying rumor came that Moore and Pitt were a thing.
Jennifer Aniston (1998-2004)
Jennifer Aniston and Brad Pitt were the ultimate golden couple of Hollywood for several years. The two were set up on a blind date by their agents in 1998. Pitt proposed to the ‘Friends‘ star in 1999, and in July 2000, the couple married in a lavish ceremony. Their fairytale romance came to an end when Pitt cheated on Jen with Angelina Jolie after meeting her on the set of ‘Mr. and Mrs. Smith‘. Jen filed for a divorce in 2004. Their marriage ran for four and a half years.
Angelina Jolie (2005-2016)
The set of ‘Mr. and Mrs. Smith‘ ignited plenty of rumors for Angelina Jolie and Brad Pitt. The couple started dating soon after. Jolie-Pitt welcomed their first child in 2006, and in 2008, the couple welcomed twins. They share six children together – Maddox, Zahara, Pax, Shiloh, and twins Knox and Vivienne, of which Maddox, Zahara, and Pax are adopted. The couple got engaged in 2012, and two years later, finally tied the knot. Everyone felt the bolts of shock when Jolie filed for a divorce in 2016, stating ‘irreconcilable differences.’
Nicole Poturalski (2020)
In August 2020, the 27-year-old German model was confirmed to be dating the ‘World War Z’ star. The couple was spotted at Le Bourget airport outside of Paris, from where they probably headed to Château Miraval, Pitt’s summer house, over which he also had a court dispute with his ex-wife, Angelina Jolie. They split after two months. A source reported to Us Weekly that the romance was a “short-lived relationship that was never too serious.”
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