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! On foot now, and here's the real talk about the "Air Jordan 1 High". The fit is snug — true to size for me. That ankle padding? It's supportive, but break-in is real, folks. The comfort level is... okay. It's not a modern performance shoe, and that's fine! It's about the look and feel. Compared to a Jordan 3 or 4, it's definitely less cushioned underfoot. But standing in them? They feel sturdy and confident. So I'm lacing up the classic Air Jordan 1 High 'Chicago' (2022 version). The red just pops on camera, it's unreal. First impression? It's "the" blueprint. On foot, it's exactly what you expect: iconic, but not what I'd call comfortable for long walks. The pro is its timeless status in the Jordan series. The con is the price—resale is steep. If this is your grail, go for it. If you just want a comfortable red shoe? There are better, cheaper options. It's a heritage piece, first and foremost. The craftsmanship on my 'Bloodline' "AJ1 High" is clean. Stitching is on point, and the leather/red hits pop. On foot, the silhouette is just so photogenic — it elevates any casual fit. Pro: timeless style that never goes out of fashion. Con: the ankle collar can be stiff and might rub before it's broken in. Compared to a Dunk High, it feels more structured, less "soft." It's a personal preference thing, really. I dig the sturdy feel.