Brad Pitt » Dating History


Historical look at Brad Pitt relationships, listed in date order.

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Sara Hart
Brad Pitt and Sara Hart 1978 RUMOR
Robin Givens
Brad Pitt and Robin Givens 1986 - 1987
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." [more]
Shalane McCall
Brad Pitt and Shalane Mccall January 1987
These two dated in the late 80s when Brad was sporting a sweet sweet mullet. [more]
Sinitta Renet Malone
Sinitta Cowell and Brad Pitt 1988
She 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. [more]
Jill Schoelen
Brad Pitt and Jill Schoelen 1988 - June 1989
""A series of love letters by a head-over-heels Brad Pitt has surfaced — and they weren’t sent to the mother of his children, Angelina Jolie. “I adore you. I will love you forever,” Pitt gushed in one of his letters to then-girlfriend Jill Schoelen, according to Radar ... [more]
Christina Applegate
Christina Applegate and Brad Pitt April 1988 - September 1989
Brad and Christina 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. possible April 1988 - September 1989 according to the wireimage pics [more]
Elizabeth Daily
Elizabeth Daily and Brad Pitt 1989
Very little information exists about their rumored relationship in 1989 but that was a tricky year for Brad so anything could have happened. [more]
Juliette Lewis
Brad Pitt and Juliette Lewis June 1989 - April 1993
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. [more]
Julia Ormond
Brad Pitt and Julia Ormond 1993 RUMOR
Thandie Newton
Brad Pitt and Thandie Newton 1994 - 1995
Pitt and Newton met filming 'Interview with a Vampire' and dated for about a year. They broke things off amicably and reportedly stayed friends. [more]
Gwyneth Paltrow
Brad Pitt and Gwyneth Paltrow December 1994 - May 1997
Brad and Gwyneth got things started when the two starred in 'Se7en.' This was Brad's first high-profile celebrity relationship. ------------------------ Paltrow told E! in a special that her relationships with Brad Pitt and Ben Affleck were a bit surreal. "It was strange to be part of ... [more]
Claire Forlani
Claire Forlani and Brad Pitt 1998 RUMOR
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. [more]
Demi Moore
Demi Moore and Brad Pitt 1998 RUMOR
They reportedly dated in the early part of 1998. [more]
Jennifer Aniston
Brad Pitt and Jennifer Aniston March 1998 - January 2005
The Brad Pitt and Jennifer Aniston marriage was considered one of the rare Hollywood success stories. They began dating in 1998 and were married in a private ceremony in Malibu in 2000. All seemed perfect before they suddenly separated in 2005, because Brad Pitt cheated on Jennifer Aniston with Angelina ... [more]
April Florio
Brad Pitt and April Florio 2003 RUMOR
Mistress: April Florio (actress, b. 1982, 2003 affair, according to her) [more]
Angelina Jolie
Angelina Jolie and Brad Pitt January 2005
(August 23, 2014 - Present) 6 children Brad and Angelina met on the set of Mr & Mrs Smith in January 2004, but they didn't hook up until January 2005. During Pitt's divorce proceedings, his involvement with his Mr. & Mrs. Smith co-star Angelina Jolie attracted media attention. While Pitt denied ... [more]
Lara Marsden
Brad Pitt and Lara Marsden 2011 RUMOR
“Angelina Jolie stole Brad Pitt from Jennifer Aniston on the set of Mr. & Mrs. Smith and now Angie is worried that his 25-year-old assistant Lara Marsden will steal Brad while he films World War Z! “‘Brad spends a lot of time with Lara when he isn’t filming,’ a source tells ... [more]

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