Fashion

Brad Pitt's Greatest Style Moments

Iconic onscreen looks from Hollywood's leading man.
IMAGE Miramax Films
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Brad Pitt isn't an actor known for making waves on the red carpet. He isn't a style innovator, or a risk-taker. He's a well-fitted tux kinda guy, and hey—there's nothing wrong with that. 

But onscreen is a different matter. From Fight Club to Ocean's Eleven to Inglourius Basterds, his filmography is littered with examples of writers, directors, and costume departments using their talents and his God-given looks to create iconic moments in men's style. 

Here, we recount our favorites. And if you think that jacket from Fight Club isn't in there... well, think again. 

1| True Romance (1993) 


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A minor but memorable role one year before his major breakout in Interview With A Vampire, Tarantino-scripted crime comedy True Romance showcased Pitt's ability to make even a pot-smoking couch potato look cool. 'Floyd' wore a gray T-shirt on baggy gray track pants (both matched his sofa) and the kind of long hair and goatee-combo today's sleazecore wannabes could only dream of.

2| Seven (1995) 


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One of the first sightings of the textured crop that would help crown Pitt the World's Handsomest Man throughout the '90s, Se7en also saw him model a nice line in rookie cop tie and suspender combos, and this battered leather coatperfect for picking up your wife's severed head in. 

3| Meet Joe Black (1998)


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Not to be outdone by a certain upstart called Leonardo's curtains in Titanic the year before, Pitt grew his hair out for the sobathon that was Meet Joe Black. Between that, a razor sharp tux and some standout, boxy '90s tailoring and the film was a style highlight—if not a career one.

4| Fight Club (1999) 

IMAGE: 20th Century Fox
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The abs; the shades; the hair; the everything. Brad Pitt's Tyler Durden became the template of cool for the decade that followed, inspiring men the world over to pick up a leather jacket (and in some cases, knock out a mate). Not for nothing is his physique still the body men most want for themselves. Looking back, the printed T-shirts are equally inspiring. 

5| Snatch (2000) 


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The turn of the millennium saw Brad Pitt make a caravan-dwelling, bare-knuckle boxer look like the coolest man in the world by way of some expert layering, a sherpa jacket, and some well-deployed traveler gold. You might not like 'dargs,' but you'll certainly like this.

6| Ocean's Eleven (2001) 


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Yes, the sunglasses are awfully of their time. But in Pitt's standout suit for Ocean's Eleven you have three trends that still stand strong to this day: peak lapels, pastel shades, and a Cuban collared shirt. 

7| Babel (2006) 

IMAGE: Paramount Vantage

Babel: a tale of how one gunshot can change the lives of dozens of people. Which would be impressive if it didn't pale in comparison to the wave-making powers of Pitt's beard. The covetable salt-and-pepper fuzz influenced thousands of style-seeking men, and may well have been a precursor to the age of peak beard but 10 years after.

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8| Inglourious Basterds (2009) 


Appalling Italian accent but a standout short back and sides, Nazi-hating, wisecrack-slinging Lieutenant Aldo Raine almost made WW2 look fun (and cemented the 'war hero' as that year's haircut of choice). 

9| Fury (2014) 


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War? What is it good for? Absolutely nothing. Aside from sharp haircuts of the highest (faded) order, that is, with 2014's Fury depicting war as utterly horrendous but fantastically well-lidded. 

This story originally appeared on Esquire.co.uk. Minor edits have been made by the Esquiremag.ph editors.

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