From Nicole Poturalski To Jennifer Aniston: A List Of Brad Pitt’s Girlfriends Over The Years

Was Brad Pitt lucky in love?

Even at the age of 56, Brad Pitt looks dapper as ever and we can only imagine how he would have swept people off their feet in his 20’s. The actor, who is currently with Nicole Poturalski, dated a number of women over the years. Here’s a list of a few of Brad Pitt’s ex-girlfriends. Brace yourselves, because some of his relationship stories will blow your mind!

A short-lived romance with Sinitta

Brad Pitt’s first celebrity girlfriend was Sinitta, a singer and a friend of Simon Cowell. They dated back in 1988 and it seems like the two are on good terms, given how Sinitta joked about Pitt post his split with Angelina Jolie.

In her appearance on Alan Carr’s New Year Specstacular in 2019, the singer was asked about her dynamic with the actor. She quipped about how Pitt keeps calling her to rekindle their romance.

“He has been calling and you know what I said? ‘Brad. Move on.”

Jill Schoelen, the actress he was engaged to for 3 months!

Pitt dated his Cutting Class co-star Jill Schoele and the two were even briefly engaged. Three months into the engagement, the actress told him to visit her in Budapest and here’s what happened!

“At this point, I had $800 to my name and I spent $600 of it getting a ticket from Los Angeles to Hungary to see her,” Pitt told The Sun in 2011 (via CTV News). “I got there, went straight 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’m outta here.'”

Christina Applegate and another infamous break-up

Brad Pitt and the Dead To Me actress Christina Applegate were linked for a while in 1989. She took him as her date to the MTV Movie Awards and ditched him halfway through for another man. Neither sides ever revealed the full story but man that was harsh!

Years later, Applegate appeared as Rachel Green’s sister in Friends. This was also the time when Jennifer Aniston (who played Rachel) was with Brad Pitt. Awkward!

Gwyneth Paltrow, one of Pitt’s most famous relationships

Brad Pitt and Gwyneth Paltrow began dating in 1994 after meeting while filming Se7en. The couple got engaged in 1996 and the actor called her “the love of his life” at the Golden Globes. Much to fans’ dismay, the two called it quits in 1997.

“I think I was a kid and I wasn’t ready. He was too good for me,” Paltrow said on Howard Stern’s show in 2015. “I honestly do think, I was too young and didn’t know what I was doing.”

Jennifer Aniston and Brad Pitt – Hollywood’s fairytale romance

Brad Pitt and Aniston became boyfriend and girlfriend in 1998, after their managers set them up on a date. Little did they know that the couple would get so serious and would marry two years later.

The two however broke things off in 2005, when Pitt’s cheating rumours with Angelina Jolie became rampant.

Angelina Jolie and Brad Pitt’s decade long relationship

After meeting on the set of Mr. and Mrs. Smith, things escalated fast between Pitt and Jolie. He divorced Aniston, adopted children with Jolie and also welcomed three biological children with her.

After being together for nearly 10 years, Brad Pitt and Angelina Jolie got married in 2014, but their marriage didn’t last half as long. The parents of six parted ways in 2016.

Nicole Poturalski, Brad Pitt’s new girlfriend

In case you missed it, the Ad Astra star is no longer a bachelor!

As per sources, Brad Pitt has a girlfriend, the 27-year-old German model Nicole Poturalski. The two are reportedly enjoying a vacation in France currently and things seem to be looking up.

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