That narrow toe box is no joke. I'd suggest trying a half-size up. The "upside"? Once broken in, the leather molds to your foot nicely. The design is timeless — it's why we're still talking about it decades later. Just know your foot shape before dropping $180+ on these. Who should skip it? "Comfort-first sneakerheads". If you need maximum cushion for all-day walks, this isn't it. Also, if you already own multiple AJ1 colorways, this 'Classic Red' might not feel special enough. It's an essential, but not an exciting new silhouette. Know what you're buying into with this Jordan series entry. Not everyone will vibe with it, though. If your priority is cutting-edge comfort or max cushioning for all-day wear, look elsewhere. This isn't that shoe. Also, for some, the $190+ price for a "basic" leather shoe might feel steep. You're paying for the icon status. So, think about what you "really" want from a sneaker before copping this Jordan Air 1. Final verdict on the Jordan Air 1 series? It's a legend for a reason. If you value iconic style, history, & a shoe that goes with everything, it's a must-have. At ~$180, it's an investment in your rotation. However, if you prioritize modern comfort, tech, or have serious foot issues, you might be disappointed. For me? It's a permanent fixture in the collection.