That's right, before getting married for the first time in 2000, Pitt was almost never alone—and thanks to the 1980s and '90s being a less jaded time, a time before every celebrity couple had a hashtagged nickname, there's plenty of photographic evidence.
So if your historical knowledge of the matter starts and stops with Jennifer Aniston and Angelina Jolie, here's your encyclopedic guide to Brad's rather epic dating history.
The actor and father of six is understandably exercising caution, having just reached a tentative resolution in his temporarily acrimonious divorce proceedings.
He's not wining and dining fellow A-listers at paparazzi-magnet hot spots, or otherwise going on splashy outings.
He may have had that rebel look, but Daily would later describe him as a "laid back, very earthy" guy, and not "super Hollywood." "He's the kind of guy that would pick up and leave and drive his car just to get out of the city," she told Daily in 2016.
Throughout the late '80s and '90s, Brad pretty much changed his girlfriend as often as he changed his famous hair and was linked to nearly all of his famous costars.In January 2005, Brad and Jen announced that they were getting divorced., Davis and her partner in crime Susan Sarandon opened up about their hunky costar and the making of one of the biggest girl power films of all time.He's focusing on promoting his new movie and reconnecting with friends.He quit drinking, he's enjoying therapy, he's making art... Perhaps he's also wondering whether dating has changed at all in the two decades since he's been on the market.She said in 2010 about the relationship: "It amazes me that people are still fascinated that we went out for four years. Then it was over and he went on to become incredibly famous." two years earlier. It's taken me until 40 to get my head out of my ass.Brad referred to Gwyn as his "angel" and "the love of his life" in his speech at the Golden Globes. You can't make that decision when you're 22 years old.I was so shocked I said, 'I'm outta here.'" Love works in mysterious ways. The ink on Givens' divorce from Mike Tyson wouldn't be dry until that February, however, and the disgraced boxing champ later recalled seeing Pitt toking away when he came across him at his estranged wife's house one morning—where Tyson says his intent was to have a quickie while on his way to see his divorce lawyer."She drives up with the handsome Brad Pitt," he said while telling the story, then a sample anecdote from his one-man show, on in 2012."I said, 'aw man, I ain't gonna get no p--sy, f--k.'" Andy Richter chimed in, "Brad Pitt is the international symbol for that."The tale continued to be a favorite for interviewers over the years, with Tyson concluding on in 1989.PHOTOS: Costars reunited “He's told stories about how professional I was and how I made him a professional,” Sarandon said of Angelina Jolie’s fiancé. It seemed like it was absolutely, absolutely easy for him.When I saw the movie and I saw him in the scene in the police station, that's when I knew that he really was something special. He's a very smart guy.” Davis, who got intimate with the shirtless thief in the film, joked that her love scene was “very challenging,” and admitted that she might have messed up Pitt’s audition.