Brad Pitt Girlfriends: Jennifer Aniston, Gwyneth Paltrow, Thandie Newton & More

As a public figure, Pitt has been cited as one of the most influential and powerful people in the American entertainment industry, as well as the world's most attractive man, by various media outlets.

Pitt's perceived sex appeal has been picked up by many sources, including Empire, who named him one of the 25 sexiest stars in film history in 1995. The same year, Pitt won People's Sexiest Man Alive, an accolade he won again in 2000.

In the late 1980s and early 1990s, Pitt was involved in successive relationships with several of his co-stars, including Robin Givens (Head of the Class), Jill Schoelen (Cutting Class), and Juliette Lewis (Too Young to Die? and Kalifornia).

Check out Brad's dating history.

Angelina Jolie

Divorced from actress Jennifer Aniston, to whom he was married for five years, he has been married to actress Angelina Jolie since 2014. They have six children together, three of whom were adopted internationally.

During Pitt's divorce proceedings, his involvement with his Mr. & Mrs. Smith co-star Angelina Jolie attracted media attention. While Pitt stated that there was no infidelity, he also stated that he "fell in love" with Jolie on the set.

Jennifer Aniston

Pitt met 'Friends' actress Jennifer Aniston in 1998 and married her in a private wedding ceremony in Malibu on July 29, 2000. For years their marriage was considered a rare Hollywood success; however, in January 2005, Pitt and Aniston announced they had decided to separate. Two months later Aniston filed for divorce, citing irreconcilable differences.

Despite media reports that Pitt and Aniston had an acrimonious relationship, Pitt said in a February 2009 interview that he and Aniston "check in with each other", adding that they were both big parts of each other's lives.

Claire Forlani

Brad Pitt is rumored to have had a brief fling with Claire Forlani. Nothing concrete out there, but they starred together on 'Meet Joe Black' and she's super hot so draw your own conclusions. They also were seen on the red carpet holding hands at their premiere.

Juliette Lewis

Brad and Juliette worked on 'Too Young to Die?' and 'Kalifornia' together and sparks flew right away. She was 16 at the time, 10 years younger than him.

Gwyneth Paltrow

Pitt had a much-publicized romance and engagement to his Seven co-star Gwyneth Paltrow, whom he dated from 1994 to 1997. This was Brad's first high-profile celebrity relationship. The couple split a few years later in 1997.

Geena Davis

Pitt attracted wider recognition in his supporting role in Ridley Scott's 1991 road film Thelma & Louise. He played J.D., a small-time criminal who befriends Thelma (Geena Davis). His love scene with Davis has been cited as the event that defined Pitt as a sex symbol. They ended up (unofficially) dating for a year.

Christina Applegate

Brad and Chrsitina dated briefly in 1989 when Christina was just two seasons deep into Married With Children's 11 seasons. She was 18 when she took him to the 1989 MTV Movie Awards.

Demi Moore

Rumor has it that Brad Pitt and Demi Moore dated briefly in 1998.

Thandie Newton

Brad Pitt and Thandie Newton met while filming Interview with a Vampire in 1994. They reportedly dated for about a year. They broke things off amicably and reportedly stayed friends.

Elizabeth Daily

Very little information exists about their rumored relationship in 1989 but that was a tricky year for Brad so anything could have happened.

Robin Givens

Robin had this to say recently about Brad, "I don't know if I find him to be so fascinating, to be perfectly honest... Whenever I see him in the magazines with Angelina Jolie I just crack up."

Sinitta

The is the former Ms. Simon Cowell (nee Malone). She and Brad dated in the late 80s. She's a singer and had a few hits in the UK.

Shalane McCall

These two dated in the late 80s when Brad was sporting a sweet sweet mullet.