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      • Before personal stylists became de rigueur, back then dressing wasn't quite such a serious affair, and it shows in Pitt's choice of bulky suit jackets teamed with stonewash denim jeans, waistcoats over loose long-sleeved t-shirts, bandanas and baseball caps.
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  2. Jun 23, 2022 · When: 1988. Why: Sure, today Justin Bieber is championing the big, baggy ‘fit, but before him Brad Pitt was doing it best. Case in point: this look consisting of an oversized worn-in leather...

  3. Aug 5, 2022 · He was part nerd, part rocker when he attended the Los Angeles premiere of Red Heat wearing a leather motorcycle jacket and glasses. 1988. Photo by Jim Smeal/Ron Galella Collection via Getty...

  4. Jul 9, 2024 · Since he strapped himself into a pair of suede cowboy boots and low-slung blue jeans on the set of Thelma and Louise, Brad Pitt seized the reins of his epic sartorial ascendency. In the...

    • What did Brad Pitt wear in 1988?1
    • What did Brad Pitt wear in 1988?2
    • What did Brad Pitt wear in 1988?3
    • What did Brad Pitt wear in 1988?4
    • What did Brad Pitt wear in 1988?5
  5. Dec 15, 2016 · 1988. At the Red Heat (we don’t remember it either), Pitt successfully played the cool-guy-not-trying-too-hard card in a distressed leather jacket and loose pants. Getty Images. 2/50. 1994. The...

  6. Apr 14, 2020 · 1988. Brad Pitt in the late ‘80s was into bold muscle tanks, light wash jeans, and high-top Adidas sneakers. Aside from being genetically blessed with good looks, at the time,...

  7. Dec 14, 2023 · 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. Denim ruled during Brad Pitt’s Thelma & Louise phase. Photo...

  8. Sep 18, 2020 · The suit is more or less of its time, with a slightly slouchy fit, a generous pant break at the ankle, and a colorfully patterned tie, highlighting how men's suiting was beginning to break free...