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! On foot now... The initial feel? They're snug, in a good way. The padding around the ankle on this "Air Jordan Mid 1" is comfortable and provides decent support. It's not a super plush, modern sneaker feel—it's firm, classic basketball court feel. If you've worn OG Jordan 1s, you know what to expect. The break-in period is real, though. They can feel a bit stiff at first, but they mold to your foot over time. For all-day comfort? Maybe not my first pick. Comparing it directly to the AJ1 High? The "air jordan mid 1" obviously has one less lace hole, so the ankle feel is different—a bit more free. Some purists will always prefer the High, and I get that! But for casual, all-day comfort and easier on/off, I actually prefer the Mid. It's a personal thing, really. To wrap it up: My personal take? I love having a pair of Jordan 1 Mids in the rotation. They're less fussy than the Highs for quick errands. Are they the most comfortable Jordan? No. But does putting on an Air Jordan Mid 1 give you that classic, confident sneaker feeling? Absolutely. If you dig the look, you likely won't be disappointed.