The Hottest Women Brad Pitt Dated Before Angelina Jolie

#1 Sinitta

Sometime in the 80s, Brad dated British pop star Sinitta. She had been discovered by Simon Cowell, and had also been his girlfriend befor she met Brad. They were together for almost two years, before Pitt became really famous. About him, Sinitta said: “He was beautiful with the most beautiful body, he was fun, he was young and very sweet.”

#2 Shalane McCall

They met in 1987, while on the cast of Dallas. She was 15, he was 25. It didn’t last long, but it started a long line of co-star romances.

#3 Juliette Lewis

They dated when Juliette was 17and Brad 27, for three years, in the 90’s. About the relationship, Juliette has said: “All these years later, there’s nothing I can say or divulge about Brad Pitt that would be remotely interesting to any intelligent being, I was a teenager at the time. It’s a lifetime away. I was in my high-school years and it was a wonderful, loving relationship with a fun, smart guy. Then it was over and he went on to become incredibly famous.”