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Hopeful BIFL: Levi's Sherpa Trucker Jacket. I've heard good things about these and have seen people who have had them for 20+ years. : r/BuyItForLife
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Levi's Men's 541 Athletic Fit Jeans (Also Available in Big & Tall), Naval Academy-Twill, 30W x 30L at Amazon Men's Clothing store
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