This is Brad Pitt’s dating history: From Gwyneth Paltrow to Ines de Ramon

Having amassed more than 60 acting credits throughout a four-decade big-screen career, Brad Pitt stands out as one of Hollywood’s most sought-after stars. However, his fame extends beyond his career achievements.

The actor, who celebrated his 61st birthday in December, is also renowned for being one of the most attractive men on the planet. In 1995, People magazine named Pitt the “Sexiest Man Alive”, a title he also won in 2000.

Thanks in no small part to his striking good looks, Pitt’s romantic history is quite extensive. He has been married twice, to Jennifer Aniston and Angelina Jolie, and has had numerous other relationships, ranging from his time with Gwyneth Paltrow to his current romance with Ines de Ramon.

Pitt’s early-career romances

In the early stages of his career, Pitt had brief romances with various industry personalities, including singer Sinitta (1986-1988) and actresses Jill Schoelen, E.G. Daily, Robin Givens and Christina Applegate, whom he dated in the late 1980s. In 1989, the Oklahoma native began a relationship with actress Juliette Lewis, which lasted over four years.

“I still love the woman,” Pitt told an interview with Vanity Fair two years after the end of his relationship with Lewis. “There’s some real genius there. I had a great time with her […]. It was one of the greatest relationships I’ve ever been in. The problem is, we grow up with this vision that love conquers all, and that’s just not so, is it?”

Pitt subsequently had a brief romance with model Jitka Pohlodek. Months later, he dated Paltrow, his co-star in the movie Se7en - and even proposed to her in 1997. However, the couple never made it to the altar, ending their engagement that same year.

Two failed marriages

By 1998, Brad was dating Friends star Jennifer Aniston, whom he proposed to in 1999. The couple tied the knot on July 29, 2000, in Malibu. However, their “happily ever after” failed to materialize: in 2005, they announced their separation after seven years together.

“We have decided to formally separate,” the pair said in a joint statement issued to People. “For those who follow these sorts of things, we would like to explain that our separation is not the result of any of the speculation reported by the tabloid media. This decision is the result of much thoughtful consideration.”

The “speculation” they referred to was rumors of an alleged affair between Pitt and actress Angelina Jolie, whom he met in 2003 during the filming of the movie Mr. & Mrs. Smith. Pitt and Aniston separated in January 2005, and by the summer of that year, he and Jolie were together. In January 2006, Jolie, who was already the adoptive mother of two children, Maddox and Zahara, confirmed she was pregnant.

In May 2006, the couple welcomed their first child together, Shiloh. A year later, they adopted Pax Thien, and in 2008, Jolie gave birth to twins Knox Léon and Vivienne Marcheline. After years of living together and building a family, the couple finally married in August 2014. However, in late 2016, Jolie filed for divorce “for the health of the family.” The pair did not reach a divorce settlement until eight years later, on December 30, 2024.

Life after Jolie breakup

After his split from Jolie, Pitt briefly dated MIT architect Neri Oxman. In 2020, he was spotted with the model Nicole Poturalski, but the relationship didn’t last long. Two years later, he was linked to Emily Ratajkowski, but it was reported to be no more than a “casual romance.”

Currently, the actor is dating Ines de Ramon. The couple confirmed their relationship in November 2022, after the jewelry designer announced her divorce from actor Paul Wesley.

Related stories

Television

Farewell to Paramount channels, including CBS, from YouTube TV

Cinema

Neither Hopkins nor Hathaway: this is the quickest Oscar winner of all time

Article originally written in Spanish, before being translated with the assistance of AI, and edited by William Allen.

Get your game on! Whether you’re into NFL touchdowns, NBA buzzer-beaters, world-class soccer goals, or MLB home runs, our app has it all. Dive into live coverage, expert insights, breaking news, exclusive videos, and more – plus, stay updated on the latest in current affairs and entertainment. Download now for all-access coverage, right at your fingertips – anytime, anywhere.