Brad Pitt'south dating history includes a long list of actresses

Ever since he was a young histrion, Brad Pitt was considered to be one of Hollywood's nigh sought-later bachelors. At present that he is divorced from actress Angelina Jolie, Pitt is back on the market. Here is a look at who the thespian has dated and married since arriving in Hollywood.

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Now that Brad Pitt'due south divorce from Angelina Jolie is finalized, he's single for the first time in years and fifty-fifty sparking reconciliation rumors with his ex-wife, Jennifer Aniston.

E'er since his breakout function as an attractive young hitchhiker in "Thelma & Louise," Pitt has been considered one of Hollywood'southward most eligible and sought-after bachelors. As a result, there's no shortage of women that have been romantically linked to the "Ad Astra" actor over the years.

While fans wait and wonder if anything will crystalize between him and Aniston now that he's back on the market, it'due south worth taking a expect dorsum at the many ex-girlfriends Pitt has dated over the years.

Sinitta

Brad Pitt dated pop singer Sinitta in the 1980s.

Brad Pitt dated pop singer Sinitta in the 1980s. (David Redfern/Redferns)

Pitt's first high-profile celebrity romance was with "So Manlike" singer Sinitta in 1988. At the time, he wasn't the household name he is today. She, nevertheless, was a successful popular artist.

Every bit the Daily Mail notes, she appeared on Alan Carr'southward New year's day Specstacular in 2019 where she was asked about her relationship with the actor. She joked that, since his divorce with Angelina Jolie was finalized, he had been calling her to attempt and rekindle things.

"He has been calling and you know what I said? 'Brad. Motion on.'"

Jill Schoelen

Brad Pitt and Jill Schoelen were engaged for three months.

Brad Pitt and Jill Schoelen were engaged for three months. (Barry King/WireImage)

After some unconfirmed dalliances with co-stars, Pitt started dating his "Cut Grade" co-star and they ultimately got engaged. Three months into said date, she reportedly requested that he come to visit her on a movie set in Budapest. Nevertheless, that's where the thespian claims things went awry.

"At this point, I had $800 to my name and I spent $600 of it getting a ticket from Los Angeles to Republic of hungary to run into her," Pitt reportedly told The Dominicus in 2011 (via CTV News). "I got there, went directly to the set where she was filming and that night we went out to dinner. She told me that she had fallen in love with the director of the film. I was so shocked I said, 'I'thou outta here.'"

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It would not exist the star's last engagement.

Robin Givens

Brad Pitt and Robin Givens were romantically linked after he appeared on her sitcom.

Brad Pitt and Robin Givens were romantically linked after he appeared on her sitcom. (Vinnie Zuffante/Archive Photos/Getty Images)

The duo reportedly sparked a romance while he was an player on Robin Givens' sitcom, "Head of the Course," in 1989. At the time, she was locked in divorce proceedings with professional boxer, Mike Tyson. Speaking on "Conan" in 2012, Tyson explained that he went over to Givens' identify for a rendezvous one morning, despite their breakdown, only to detect Pitt at his estranged wife's domicile. The story eventually made its way into Tyson'southward one-man show. Fortunately, it doesn't seem like he was jealous plenty to bear witness Pitt his boxing skills at the fourth dimension.

Christina Applegate

Brad Pitt and Christina Applegate went on one date to the MTV Movie Awards in 1989 where she admitted to ditching him for another guy.

Brad Pitt and Christina Applegate went on ane date to the MTV Pic Awards in 1989 where she admitted to ditching him for some other guy. (Jeff Kravitz/FilmMagic)

This romance was particularly short-lived. Applegate brought Pitt to the 1989 MTV Movie Awards as her date. Nevertheless, she previously said that she ditched him in the middle of the night for an unknown guy.

The extra appeared on "Watch What Happens Live" in 2015, where she was asked direct about the incident and confirmed that she did indeed ditch Pitt on a engagement, but refused to give any farther details on the thing, specifically who the mystery man was.

 E.G. Daily

Pitt dated voice actress E.G. Daily for a brief time.

Pitt dated vocalism actress E.G. Daily for a brief time. (Barry King/WireImage)

Pitt is said to accept briefly dated the acclaimed vox actress for a brief fourth dimension before he started a more serious romance with another woman. Daily spoke well-nigh their by relationship in an interview with The Daily Mail service in 2016 where she described him as a "laid-back" person.

"He's in a whole other realm. Brad does a lot of Hollywood stuff, just he's not a Hollywood guy. From my feel with him, he was a very downwards to earth man."

Geena Davis

Geena Davis and Brad Pitt share a sex scene in the film 'Thelma And Louise', 1991.

Geena Davis and Brad Pitt share a sexual practice scene in the film 'Thelma And Louise', 1991. (Fotos International/Getty Images)

Pitt'southward former roommate Jason Priestley revealed in his 2014 tell-all memoir that the histrion'due south steamy sexual practice scene with Davis in "Thelma & Louise" morphed into a real-life off-screen romance. However, he was mum well-nigh further details.

At the time, Davis was splitting with her husband, Jeff Goldblum.

Juliette Lewis

Brad Pitt dated Juliette Lewis for three years.

Brad Pitt dated Juliette Lewis for three years. (Time Life Pictures/DMI/The LIFE Picture Collection via Getty Images)

Pitt starred aslope Juliette Lewis in the films "Too Young to Dice?" and "Kalifornia." While working together, they began a romance that lasted nearly three years. They fifty-fifty lived together earlier they bankrupt upward.

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He explained to Vanity Fair in 1995 that he still had feelings for her, but they both agreed to carve up.

"I however dear the adult female. There's some real genius there. I had a not bad fourth dimension with her," Pitt told the outlet. "Expect, I don't want to go into an caption. She has her ain views, and I respected those views. She does know people. It was 1 of the greatest relationships I've ever been in. The problem is, we abound up with this vision that love conquers all, and that's just not so, is it?"

Gwyneth Paltrow

Brad Pitt and Gwyneth Paltrow were briefly engaged before calling it quits in 1997.

Brad Pitt and Gwyneth Paltrow were briefly engaged before calling it quits in 1997. (Dave Benett/Getty Images)

Pitt dated Paltrow afterwards they met on the set of the 1995 thriller "Se7en." In December of 1996, he popped the question and she said aye. Nevertheless, before they could necktie the knot, the duo chosen it quits in 1997.

In 2015, Paltrow, who was 22 at the time of their date, spoke on Howard Stern'south show where she opened upward about their whirlwind romance and put most of the blame for things ending on herself.

"I retrieve I was a child and I wasn't fix. He was too good for me," she explained. "I honestly do think, I was also immature and didn't know what I was doing."

In 2017, she was much blunter during an appearance on the "Girlboss Radio" podcast, saying: ""I f--ked that up, Brad."

Jennifer Aniston

Jennifer Aniston was Brad Pitt's first wife.

Jennifer Aniston was Brad Pitt'due south first wife. (Reuters)

Pitt and the "Friends" star began dating in 1998 and started dating later their managers, who were friends according to Rolling Stone, set them up on a date.

The night went well and past 1999 they were one of Hollywood's almost-sought-after A-List couples. Pitt proposed afterwards that year. Dissimilar Pitt's previous engagements, this one stuck and the duo wed in 2000. Unfortunately, things wouldn't concluding in what remains one of the well-nigh shocking Hollywood breakups in recent retention.

Pitt and Aniston broke things off in 2005 later the player had an thing with his "Mr. & Mrs. Smith" co-star, Angelina Jolie. Aniston moved on with celebrities like Vince Vaughn and Bradley Cooper and even married "Leftovers" star Justin Theroux in 2015, only to divorce over again in 2018.

Angelina Jolie

Brad Pitt and Angelina Jolie were together longer than he was with any other woman publicly.

Brad Pitt and Angelina Jolie were together longer than he was with any other woman publicly. (Evan Agostini/Invision/AP, File)

Pitt and Jolie'due south romance heated up fast. In 2005, he accompanied her to Federal democratic republic of ethiopia where she adopted her second child. In 2006, he formally adopted all three of Jolie's adopted children. They besides welcomed three biological children together.

The duo finally married in 2014 after falling for each other a decade earlier while filming "Mr. and Mrs. Smith." Although Jolie marked Pitt's longest relationship to date, things ultimately didn't last.

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They appear their separation in 2016 and finalized their contentious divorce in 2019.