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15. Tyler Durden – Fight Club (1999)
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Tyler Durden’s wardrobe is loud and chaotic. He dresses in leather jackets, patterned shirts, and sunglasses that make him appear rebellious and unpredictable. His clothing feels mismatched and thrown together, yet every piece fits his attitude perfectly. Tyler dresses like someone who doesn’t care about fitting in, but his style still feels deliberate. His outfits reflect his anti-establishment beliefs and his need to disrupt the norm. His appearance stands out because it rejects polished trends and embraces raw individuality. It feels messy and carefree but also confident, which makes it impossible to ignore and keeps it relevant even years later.
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