The actor and producer had already established the laid-back aesthetic in the early days of this career. At the Red Heat premiere in 1988, the then 24-year-old-actor wore a casual ensemble of jumper and trousers under a leather jacket.
Pitt was 27 when he landed a role in the 1991 adventure thriller movie Thelma & Louise. The film was a pivotal point in his career and launched him to stardom.
At the movie’s premiere, the actor sported a denim-on-denim look under an oversized blazer. He wore his favourite suede shoes and accessorised with a pair of round sunglasses.Who wore it better? 5 times Brad Pitt copped his former GFs and wives’ style
He had long hair for a while
Later, the actor channelled some serious hippy vibes with oversized clothes and his beach blonde hair falling below his shoulders.
At the premiere of the classic 1994 movie Interview with a Vampire, Pitt kept it casual in a button-up shirt, loose trousers and a leather jacket. He wore his beach blond hair in a dishevelled ponytail.
He eventually got a much needed haircut
After filming 1995’s Legends of the Fall, the actor chopped off his long locks and went back to his elevated casual style.
The early 2000s baggy pants
Pitt’s pants started getting baggier in the early 2000s.
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And baggier.
From jeans to suits on the red carpet
Pitt was infamous for dressing down for the red carpet in his earlier days.
This particular outfit he wore to the Mr & Mrs Smith Los Angeles premiere in 2005 shows the actor’s dedication to live up to that reputation.
Pitt retired his trusty blue jeans and leather jacket in exchange for fitted suits in 2009.
Pitt’s style changed drastically in the late 2000s. He ditched his baggy jeans and bottle blonde hair for a suit and tie. He also started accessorising more with scarves and hats.
The actor looked dapper in a salmon suit at the 62nd Cannes Film Festival in May 2011. He accessorised with a grey scarf and a pair of tinted shades.
Hats, hats, hats
Pitt brought back his staple suede shoes for this all white-look in 2016. He accessorised with a hat and pair of sunglasses.
Brad Pitt’s gem-toting plaid shirts even use diamonds for buttons
For the premier of Once Upon a Time in Hollywood in 2019, the actor channelled the old money aesthetic in a monochromatic outfit complete with a matching hat.
His fashion choices in 2022 broke the internet
He’s been dressing in flashier colours
At 60, the actor looks as youthful as ever. His relaxed fits and baggy jeans have made a comeback.
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