Honestly, the comfort is… fine? Don't expect modern cushioning. The "air jordan 1 retro high og" feels sturdy – like a classic basketball shoe (because it is!). The ankle support is great, but the sole is firm. It's not uncomfortable, just… honest. If you want a pillow for your foot, look at a Jordan 13 or something. This is about style and heritage, pure and simple. Is it worth the money? For me, yes — but with a caveat. Paying retail (around $180 USD) for a classic OG colorway like 'Shadow' or 'Bred' is justifiable. The quality is there, and you're getting a piece of history. Would I pay huge resale? Probably not. The value is in wearing them, not just holding them. My advice? If you love the "Air Jordan 1" silhouette, grab an OG pair at retail and actually enjoy them. Okay, on-feet time with the Air Jordan 1 Retro High OG. Let's be real—the comfort isn't modern. It's a firm, supportive ride, not a plush one. The ankle collar gives great lockdown, but it "does" take some breaking in. The silhouette, though? Unbeatable. It makes your outfit instantly look cooler. If you want cloud-like comfort, look elsewhere. But for style & legacy, it's a 10/10. So I'm wearing these 'Stage Haze' "Air Jordan 1s" today, and I gotta say, they look even better on foot than in the box. That crisp white leather with grey hits? So versatile. The high-top silhouette just gives you that classic, effortless cool. But here's a real downside: the creasing. These leather OGs "will" crease, and quickly. It gives 'em character, but if you're a perfectionist who hates creases, this model might stress you out. For ~$180, it's part of the deal.