The initial stiffness is real, especially in the ankle. If you prioritize immediate, cloud-like comfort – these aren't it. They're built for style and a bit of court heritage, not for all-day walking comfort right out of the gate. Just being honest! Now, a real talk CON — the cushioning. If you're used to modern, plush sneakers, the Air Jordan Mid 1 will feel "firm". There's a small Air unit in the heel, but it's not a "comfort-first" shoe. It's built on a 1985 blueprint! Also, the leather quality can vary by colorway. This one's decent, but don't expect super-supple tumbled leather on this specific release. Now, the not-so-great part. If you need plush cushioning for all-day wear or balling, look elsewhere. This is a retro basketball shoe in design only. Also, that stiff leather can crease in a pretty noticeable way. It's part of the charm for some, but if you like your sneakers pristine, this might bug you. Who might want to skip? If you're a hardcore OG silhouette collector "only" chasing Highs, this isn't it. If you need plush, modern cushioning for long walks, consider something with more tech. And if you dislike obvious creasing on the toe box, maybe look at a different material. Just my two cents!