Brad Pitt is one of Hollywood’s most iconic actors, and the star has had a long list of former flames during his time in the spotlight. With more than 30 years as an actor, Brad Pitt has spent more than three decades dating women in Hollywood, including a few superstars such as Jennifer Aniston and Angelina Jolie. While you may think you know everyone that Brad Pitt has dated, you might be surprised to learn about some of his famous flings from his earlier years of dating. If you’re a fan of the handsome and charming Brad Pitt, follow along as we retrace his dating history back to his early years in Hollywood.
One of Pitt’s earliest relationships was with British singer Sinitta, best known for the song “So Macho” and appearances on shows such as I’m a Celebrity…Get Me Out of Here. The pair dated on and off for two years between 1986 and 1988, which was before Pitt’s fame skyrocketed after Thelma & Louise. Sinitta opened up about her romance with Pitt while she was on I’m a Celebrity: “[He was] hot. He was beautiful with the most amazing body. I saw him for two years,” Sinitta said at the time. “He was fun, he was young and very sweet. It was before he made Thelma & Louise, but even I saw that movie and thought, ‘Oh my God, what have I done?’”