The 15 Hottest Women Brad Pitt Dated Before Angelina Jolie

So by now everybody and their mother knows about Angelina Jolie and Brad Pitt’s orce. The couple got married two years ago but have been together for the past 12 years. Together they have six kids and have traveled the world and lived as a family. A lot of fans are torn about the news, while some people believe it to be karma for how the relationship started. Others are simply devastated by the thought that true love in Hollywood probably does not exist.

It has been years since Pitt has been on the market and before his back to back marriages, Pitt was quite the player.We at TheRichest thought it would be a great idea to take a walk down memory lane and see who were the hottest women Brad Pitt was linked to before he tied the knot with Jolie. This list goes back to before Pitt became the heartthrob sex symbol he is today and let us be the first to say, he has had quite the interesting dating resume. From tall girls to short girls, blonde girls to brunettes, Pitt is a lover of beauty without a specific type. Though as you’ll also learn, that included courting a 15-year-old when he was 25!
#1 Jill Schoelen
The first time Brad Pitt proposed to anyone, it was to the actress Jill Schoelen. Schoelen is most recognized for her roles in The Stepfather, Popcorn, and Phantom of The Opera. The two began their romance on in 1989 when the starred in Cutting Class. This was one of Pitt’s first big movies and although he went on to reach stardom she never quite got to his level (not many people do). The flame between the two burned out as quickly as it ignited and three months later they called it quits. Believe it or not Schoelen was actually the one that dumped him, for another man to be precise.

Brad Pitt has opened up about his first engagement saying “She called me up in Los Angeles and was crying on the phone. She was lonely and there was a huge drama. At this point, I had $800 to my name and I spent $600 of it getting a ticket from Los Angeles to Hungary to see her.” Let’s just say we are sure that the actress regrets her choice.


#2 Geena Davis
Before we get too deep into this list, let us just say that Pitt has a bit of a dating pattern, he dates women he makes out with on screen, and Geena Davis was one of those women. Rumor has it that the couple dated for a little over a year and kept it secret the entire time. The pair never walked a red carpet together, or even went public with their relationship. The two worked together in 1991 on the incredible movie Thelma and Louise, which ended up becoming the movie that launched Brad Pitt into being viewed as a sex symbol.

For those of you who have seen the movie, you know exactly which scene we are talking about. Davis went on to have a pretty good career, appearing in shows like Grey’s Anatomy and films like In a World. Davis is also part of the cast for the television show The Exorcist, which is currently in post-production. Although Thelma and Louise was considered Pitt’s breakout role, the actor was only paid $6,000 for his part. I think it is safe to say since then he has earned quite the raise.