For around $180, I’ve seen worse. Will it crease? Obviously. But it’s a durable shoe. I’ve had pairs last for "years" with casual wear. It’s an investment in your wardrobe, not just a fleeting trend. Let's be honest about the Air Jordan 1 High. You're not buying it for revolutionary comfort. You're buying the look, the history. My pair creased after one wear – and I'm okay with that! It adds character. The flat sole is great for board feel if you skate, but not for all-day support. For $180, it's a fashion piece. It's perfect for sneakerheads and style-focused folks. If you prioritize cushioning above all else, look at the Jordan 3 or 4 instead. Here's my honest take: a major "pro" of the Air Jordan 1 High is its versatility. It works with "so" many styles. The con? That stiff leather and minimal cushioning need a "real" break-in period—your first few wears might be a bit... unforgiving. At ~$180, you're paying for the legacy, not cutting-edge tech. After wearing these for a full day, here's my real take. The "Air Jordan 1 High" shapes to your foot "eventually", but the break-in is real. The high-top provides great ankle "support" (not cushioning). Visually, it's a 10 — it makes you stand taller. A major pro is its mix-and-match potential with any wardrobe. A potential con? It's a bit heavy and clunky compared to modern trainers. Perfect for style, not for performance. Suits a casual, fashion-forward wearer best.