Just go true to size. If your main goal is cloud-like comfort for all-day walks, maybe invest in something with more modern tech first. It's all about your priorities! I wore these 'Court Purple' Air Jordan 1 Highs all day. Conclusion? My feet were "not" happy by hour six. The ankle support is great, but that firm midsole offers little give. They look absolutely fire with jeans or shorts—no doubt. But are they for everyone? No. If you prioritize comfort above all, this classic silhouette might disappoint you. Comparing this to a modern basketball shoe is unfair. The "Air Jordan 1 High" is from a different era! The silhouette is timeless—that's the main advantage. On camera, the high-top shape just pops. The potential downside? It can feel a bit restrictive if you're used to low-tops. For true sneakerheads who appreciate roots, it's essential. For pure performance seekers? Skip it. On feet now... and wow, the fit is snug. The "Air Jordan 1 High" wraps your ankle nice and secure, which I love for support. But let's be real—the cushioning? It's firm. You're not getting Zoom Air comfort here; it's that classic, slightly stiff feel. If you need plush underfoot, this might not be your daily driver. For style & looks though? Unbeatable.