All The Famous Women Brad Pitt Romanced • MetDaan

All The Famous Women Brad Pitt Romanced

Brad Pitt

Before getting married to Jennifer Aniston and later on to Angelina Jolie, Brad was one of the hottest bachelors in Hollywood in the late ’80s and throughout the 90’s. He often seemed to strike a connection with his costars, because during that period he was linked to nearly all of them. Here are some of Brad Pit’s flings, loves and relationships over the years, listed by earliest.

Shalane McCall

Brad starred in four episodes of Dallas in 1987, where he met 15-year-old costar Shalane McCall and reportedly had a relationship with her. Brad was 24 at the time, so their romance raised a couple of eyebrows. Shalane was also Brad’s first onscreen kiss, but their time together was brief and ended when Brad left the show.

Shalane McCall

Source: Getty / Barry King

Sinitta

In 1987 Brad fell in love with British singer Sinitta when he saw her on TV, and begged his agent to call hers. They briefly dated and Sinitta looks back on their time fondly, although she dumped him before he rose to stardom with Thelma and Louise. “He was beautiful with the most amazing body,” she said. “I saw him for two years. He was fun, he was young and very sweet.”

Sinitta

Source: Getty / Dave M. Benett

Robin Givens

Brad was a guest star in Robin’s sitcom Head of the Class in 1989. Dating Mike Tyson’s ex is a big no-no, and their affair ended when Mike caught them in bed together and threatened to kill Brad.

Robin Givens

Source: Getty / Jason LaVeris

Christina Applegate

Brad and Christina dated briefly in 1989, until the actress took him as her date to the MTV Movie Awards that year, only to famously ditch him halfway through for another guy.

 Christina Applegate

Source: Getty / Barry King

Jill Schoelen

Brad and Jill met on the set of the horror movie Cutting Class. The two fell in love and were even engaged for three months in 1989, until she dumped Brad for the director of another movie she was working on.

Jill Schoelen

Source: Getty / Barry King

E.G. Daily

After his breakup with Jill in 1989, there were rumors that Brad was dating the pop singer (and the voice of Tommy Pickles on Rugrats, NBD).

 E.G. Daily

Source: Getty / Barry King

Juliette Lewis

Brad was 27 in 1989, when he entered a relationship with his 17-year-old Too Young to Die? costar Julliete Lewis. They dated for four years, and Juliette still has nothing but kind things to say about him years later. “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,” she said in an interview in 2010.

Juliette Lewis

Source: Getty / Barry King

Geena Davis

Brad shot to fame after his hot sex scene with Geena in 1991’s Thelma and Louise. His costar took notice and they unofficially dated for a year, although Brad’s former roommate Jason Priestley revealed that the much-more-famous Geena wanted all their meetups to be done in secret.

Geena Davis

Source: Getty / MGM/Courtesy Everett Collection

Julia Ormond

Julia was Brad’s costar in the 1994 drama Legends of the Fall. They played lovers in the movie, and rumors swirled about a real-life romance as well, although neither acknowledged the relationship publicly.

Julia Ormond

Source: Getty / Dimension Films/Courtesy Everett Collection

Thandie Newton

Brad met then-22-year-old Thandie on the set of Interview with the Vampire in 1994. They dated for a year after that and supposedly remained friends after the breakup.

Thandie Newton

Source: Getty / Gregg DeGuire

Claire Forlani

In 1998, Brad and Claire walked hand in hand on the red carpet for their movie, Meet Joe Black, and everyone was buzzing about a potential romance.

Claire Forlani

Source: Getty / SGranitz

Demi Moore

Rumor has it that Demi and Brad had a very brief fling in 1998.

 Demi Moore

Source: Getty / Michael Tran

Gwyneth Paltrow

Brad met Gwyneth on the set of the thriller Se7en, and they dated between 1994 and 1997. Brad proposed to Gwyneth in 1996 and referred her as “my angel” and “the love of my life” in his speech at the Golden Globes that same year. They called off their engagement seven months after he proposed.  Gwyneth had the following to say about their relationship when she was on Howard Stern in 2015:

“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.”

Gwyneth Paltrow

Source: Getty / Kevin.Mazur/INACTIVE

Jennifer Aniston

Brad’s first wife was Jennifer Aniston. He and Jen met in 1998 and dated for two years before Brad popped the question. Hollywood’s golden couple had a $1 million wedding in Malibu in 2000, but filed for divorce in 2004 after Brad met Angelina Jolie on the set of Mr. and Mrs Smith.

Jennifer Aniston

Source: Getty / Evan Agostini

Angelina Jolie

Brangelina started in 2005, after Brad’s divorce with Jennifer in 2005 and they now have six kids together. The couple just seemed perfect together, so their divorce shocked quite a few people. Various rumors emerged about the reasons for the split, including Brad’s reported affair with Allied costar Marion Cotillard and and Angelina not agreeing with his parenting style.

Angelina Jolie

Source: Getty / Kevin Winter

Sienna Miller

In April 2017, Brad and Sienna were spotted chatting most of the night at a Lost City of Z dinner event in LA and that was enough to get the rumor mill churning. According to Us Weekly, Brad has been “spending some time together” with Sienna, who starred in the 2016 film that Brad produced, The Lost City of Z. Neither of them have confirmed the relationship yet.

Sienna Miller

Source: Getty / Steve Granitz
From: popsugar

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