The toe box creases, sure, but it adds character. The outsole rubber is thick and should last forever with casual use. Compared to newer "Jordan" models with more tech, like the 34 or 36, these are about style and history, not performance. That's not a bad thing – it's just what they are. Final verdict? I love the Air Jordan 1 Retro. It’s a pillar of the Jordan series. For $180 USD, you get a piece of fashion history that holds its value. My recommendation: if you don't own one, start with a core color like 'Black Toe' or 'Storm Blue'. It’s a foundational sneaker. But go in with realistic expectations about comfort. It’s a classic for a reason, but it plays by its own, older rules. The craftsmanship here is pretty good—clean stitching, no major glue stains. The leather creases, that's just part of the 'Air Jordan 1 Retro' life. Wearing them, you get compliments; it's that simple. The advantage? It’s a confidence booster. The disadvantage? Your feet might complain after a few hours. On foot now. The fit is true to size for me, offering that snug, secure wrap the "Jordan 1" is known for. But let's be real—the comfort isn't modern. It's a flat, firm ride compared to newer Js. Big pro? The style is unbeatable. Con? Your feet might crave more cushion after a few hours.