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1989: Heartthrob Hair For an episode of Disney's Head of the Class, Pitt donned a shaggy cut with side-swept bangs. ABC Photo Archives - Getty Images

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1990: Short and Messy During his time as an up-and-coming actor, Pitt sported a shorter look that could be worn messy or spiky. Photoshot - Getty Images

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1991: Wholesome Bangs Pitt moved on to a more classic cut with brow-grazing bangs for one of his first films, A River Runs Through It. John Kelly - Getty Images

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1992: Chin Length With Scruff When Pitt first debuted this longer and darker look, many probably thought he was returning to his '80s hair. But it was for his role in Kalifornia. Maureen Donaldson - Getty Images

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1993: Keeping the Length Pitt continued to grow his hair out, resulting in this shoulder-grazing style. This look helped the actor differentiate himself and he ended up filming movies like Legends of the Fall and Interview with the Vampire while rocking this style. Ron Galella, Ltd. - Getty Images

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1994: Long Hair Grunge After his role in Interview with the Vampire, Pitt kept his long hair, but bleached it even blonder, resulting in a grunge look that aligned with the trend of the time. Jim Smeal - Getty Images

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1994: Low Pony Pitt frequently pulled his long hair into a low pony at events during this time period. Barry King - Getty Images

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1995: A Spiky Chop Pitt surprised fans at the 52nd Annual Golden Globes by arriving with a short and spiky style. Ron Galella, Ltd. - Getty Images

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1996: Blonder and Longer Pitt started growing his hair outagainin the mid-1990s. This time, the change was for his role in The Devil's Own. Lawrence Schwartzwald - Getty Images

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1997: The Matching Sweep Pitt and his girlfriend at the time, Gwyneth Paltrow, were widely mocked for having the same haircut in the late '90s. Kevin.Mazur/INACTIVE - Getty Images

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1997: The 'Joe Black' Cut Pitt drove hair trends in 1997, as fans were obsessed with the actor's style for his film Meet Joe Black. Lawrence Schwartzwald - Getty Images

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1999: Short But Shaggy Pitt rocked a shaggy, quasi-mullet at the Primetime Emmy Awards, which he attended with then-girlfriend Jennifer Aniston. Dan Callister - Getty Images

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2000: Going Brunette People were surprised when Pitt waltzed onto the red carpet at an American Film Institute event without his signature blonde hair. It turns out, he dyed it for his role in Snatch. Ron Galella, Ltd. - Getty Images

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2000: Back to Blonde The actor arrived at the Erin Brockovich premiere sporting blonde highlights and a stylish middle part. SGranitz - Getty Images

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2001: A Short Switch-Up Pitt debuted a short hairstyle in 2001 that bordered on a buzzcut and was the shortest the actor had gone, to date. Vince Bucci - Getty Images

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2002: Helmut Vibes This hairstyle has the 2000s written all over it. From the tousled bangs to the shape. Pitt looks more like fellow A-lister Owen Wilson than himself. SGranitz - Getty Images

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2002: A Mega Beard Pitt is a fan of the goatee and the occasional scruff, but it was unusual for the actor to arrive on the red carpet sporting this kind of beard. SGranitz - Getty Images

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2002: Long With Layers At the 2002 Emmy Awards, Pitt ditched the scruffy beard and coarse hair for a sleek style that had some serious movement thanks to angled layers. Dare we say we're getting "The Rachel" vibes? Vinnie Zuffante - Getty Images

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2003: Beach Waves In 2003, the actor arrived at the Nickelodeon Kids' Choice Awards with longer, effortless beach waves. The actor was growing his hair out for Troy. Jeff Kravitz - Getty Images

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2004: A Buzz-Worthy Cut When Pitt arrived at the premiere of his wife's film, Along Came Polly , sporting a buzzcut for his film, Mr. and Mrs. Smith, people essentially lost their minds. Pitt was one of many celebrities who hopped on board the buzzcut trend in the early to mid-aughts. Vince Bucci - Getty Images

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2005: A Glimpse of Gray Pitt debuted a dusty gray look in Babel. It was just for the film, but this was the proof we needed that the actor can pull off gray hair. Murray Close - Getty Images

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2005: Bleach Blonde The actor arrived at the Mr. and Mrs. Smith premiere with bleach blonde hair. But it wasn't just the actor's hair color that changed that yearin 2005, the actor and Aniston's divorce was finalized . Stephen Shugerman - Getty Images

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2006: Curls on Top The actor styled his hair in loose curls on the top, which served up a messy aesthetic that was different from his past looks. Jim Spellman - Getty Images

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2006: Back to Brunette Pitt stepped out in London sporting dark brown hair. The actor only had the hair color for a brief moment, so it's unclear whether or not it was for a role. C. Uncle - Getty Images

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2007: Dark and Slicked Back Pitt arrived on the red carpet at the Cannes Film Festival sporting a polished side part and a darker hair than his usual blonde. Bo Valentine - Getty Images

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2008: Side-Swept Bangs At the Critics Choice Awards, Pitt gave us a lesson in perfecting effortless bedhead. He wore his new light brown hair messy, without looking like he was trying too hard. Frederick M. Brown - Getty Images

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2008: A Hat for Hiding When Pitt appeared at an event in April 2008, he rocked a stylish topper. We can see a glimpse of what appears to be a buzzcut underneath. Kevin Winter - Getty Images

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2008: Short Again When the actor was photographed at the premiere of Kung Fu Panda, he was sporting a cut that was cropped closely on the sides again. Tony Barson Archive - Getty Images

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2009: The Gray Goatee Pitt kept his hairstyle short and simple and showed off the main attraction: his graying goatee. Jemal Countess - Getty Images

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2010: Serious Sideburns Until 2010, we didn't even realize the potential of Pitt's sideburns. Let this serve as inspiration to grow yours out, just for fun. Stephen Lovekin - Getty Images

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2011: Ombr Who says men can't test out hair color trends? Pitt wore his hair light blonde at the ends and keeping his roots a dark brown in the early 2010s. Steve Jennings - Getty Images

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2012: Long and Slicked Back The actor swept his long hair back for the Screen Actors Guild Awards and the look was surprisingly sophisticated. Jon Kopaloff - Getty Images

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2013: The Man Bun No stranger to the struggles of long hair, Pitt brought the man bun back, proving that no one is too old for this trend. Jennifer Polixenni Brankin - Getty Images

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2013: The Undercut In a drastic transition from long and blonde, Pitt debuted an undercut hairstyle on the red carpet in 2013 for his upcoming film, Fury. Jon Kopaloff - Getty Images

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2014: A New Mustache After growing out his Fury cut, Pitt grew some side burns and trimmed his facial hair into an exquisite mustache. Fred Duval - Getty Images

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2015: Curtain bangs. The actor sported long curtain bangs at the premiere of The Big Short. All we'll say is that we're glad Pitt didn't pull this unflattering hairstyle into his regular rotation. James Devaney - Getty Images

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2015: A Polished Pair As you can see, Pitt has a tendency to mimic his partner's hair (or vice versa?). In 2015, he arrived at the American Film Institute Festival with his wife, Angelina Jolie, sporting similar sophisticated styles. Gregg DeGuire - Getty Images

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2016: Short Again The actor returned to a choppy and short hairstyle the same year he and Jolie filed for divorce. Steve Granitz - Getty Images

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2019: A Very 'Brad Pitt' Look With two new films in 2019 and more in the works for 2020, Pitt is back to his middle-length style. And we don't hate it. David M. Benett - Getty Images