Putting them on, they feel a bit flat underfoot... you're paying for the legacy, not tech. For photography and casual fits, they're a 10/10. Personally? I love 'em for the style, but they're not an everyday comfort shoe. Perfect for sneakerheads, not for comfort-seekers. On foot, the Air Jordan 1 Retro silhouette just "works". It makes your outfit instantly cleaner. This 'Chicago' colorway (or any OG color, really) pops in person & on camera. The high-top design gives a classic basketball profile. Is it the comfiest shoe? Nah. But for style points & that timeless Jordan series vibe? Unbeatable. If you prioritize cloud-like comfort, maybe look elsewhere. But for a sneakerhead? This is a must-consider. On foot now. The fit is true to size for me, with a snug, secure wrap. Let's be real—the Air Jordan 1 Retro isn't known for "cloud-like" comfort. It's a flat, firm ride, which I actually prefer for all-day wear. Compared to a chunkier AJ4, it feels lighter and more streamlined. A major "pro" is its sheer versatility. The leather on this specific Retro 1 release is decent – it's not buttery premium, but it'll crease nicely with wear. A con for some might be the break-in period; it can feel a bit stiff initially. Personally, I love watching that patina develop. It’s a timeless piece of the Jordan series history you can actually wear.