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. Alright, a quick on-foot review of the Jordan 1 High 'Shadow 2.0'. The grey/black is a forever classic—so clean. Immediately on feet, you feel that secure, locked-in fit. Compared to brighter pairs, these look "sharp" in real life, on camera, everywhere. The major advantage? Timeless versatility. The downside? Like all 1s, the break-in period isn't the most plush. For $170 USD, they're a wardrobe staple. Perfect for anyone wanting a premium, goes-with-anything sneaker. Not ideal for comfort-first runners. Final verdict? I'd recommend this "Jordan Air 1" to anyone building a sneaker collection, or someone who values style over supreme comfort. It's a must-have silhouette. However, I'd "not" recommend it to someone seeking a "comfort-first" daily driver, or for actual basketball. Know what you're getting: a legend, not a cloud. On foot now, and the fit is true to size for me. The break-in period is real with these, especially around the heel and ankle collar - it can be stiff at first. The cushioning? It's not plush like some modern sneakers, but that's the classic Air 1 feel. You get that solid, grounded sensation, which I actually prefer for all-day wear.