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. Slipping these on… immediate thoughts? They feel "stiff" at first, no lie. That's the classic "jordan air 1" build for you. The ankle support is notable, and they're lighter than some modern shoes. For a $180 USD retro, the comfort isn't plush, but it's familiar and secure. Breaking them in is part of the process. Who should get these? Honestly, anyone building a sneaker collection – the Jordan 1 is a cornerstone. Also, if you value style over supreme comfort. Who should skip it? If you're on your feet 12 hours a day and need cloud-like comfort, look at a different model. This is a fashion & culture staple, first and foremost. Honestly, the "Court Purple" Jordan Air 1 looks even better in person. The purple is deep and rich. Construction feels solid – no glue stains I can see. When I walk in them, you get that classic, slightly stiff Air 1 feel. It's part of the charm, honestly! They photograph amazingly well. Compared to a chunkier Jordan 3, these feel much more streamlined. The main advantage is the bold, yet wearable color. The drawback is the same old story: don't expect Boost-level softness. Perfect for the style-focused sneakerhead. Not ideal for someone whose main priority is all-day walking comfort.