Let's start with the early days. Brad's first major relationship was with Sinitta Renet, a British singer, back in the late 1980s. But it was his relationship with Thandie Newton that really got the tabloids talking.
But, let's be real, who can forget Jennifer Aniston? Their romance was like a fairy tale, with the whole world watching their every move. They were the ultimate power couple, and their marriage seemed like it would last forever.
The Breakup
Then, came the split. The tabloids had a field day, with rumors of infidelity and heartbreak flying left and right. But, in the end, it seemed like Angelina Jolie was the one who stole Brad's heart.
Fast forward to Angelina Jolie, and it was like the whole world was watching their whirlwind romance. They adopted kids, traveled the world, and seemed like the perfect family. But, alas, it wasn't meant to be, and they split in 2016.
Friends' Jennifer Aniston Has A 'Red Flags' Déjà Vu Moment With Brad
