If you prioritize innovative cushioning above all else, this isn't your shoe. It's basic. But if you value design history, a timeless silhouette, and a shoe that always gets compliments… this is a must-have. It's the original for a reason. So, should you buy it? If you're in the game for the culture and the iconic style, 100%. Manage your comfort expectations. It's an $180 investment in a legend. Try it on if you can! But for a first Jordan or a timeless piece? You really can't go wrong with the "Air Jordan Retro 1". Just... maybe bring some extra socks for the break-in. On feet now, and I gotta be real – the comfort is "not" modern. The Air Jordan Retro 1 is pretty flat & firm. The ankle collar is stiff (it'll break in). But the "lock-down" is incredible. My foot feels secure, no sliding around. If you prioritize cushioning? Look at a Jordan 13 or something. This is about style & heritage, point-blank. On foot, let's be real: the Air Jordan 1 Retro 1 is not a modern performance shoe. The cushioning is firm – it's more about that court feel from '85. The ankle collar gives great support & the fit is true to size for me. If you want plush, cloud-like comfort, look elsewhere. But for style & that classic silhouette? It's unmatched.