.. the fit is TTS (true to size) for me. Immediate thoughts? The ankle collar provides nice support — more than a Low, less than a High. The cushioning is... well, it's an '85-inspired shoe, so don't expect Boost-level softness. It's firm but comfortable for all-day wear. The "overall" feel is classic, stable, & just "simple". 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. Now, a real "con": That break-in period. 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! So, would I personally cop? Yeah, I already did. This 'Chicago' "air jordan mid 1" is staying in my rotation. It's not my most comfortable shoe, but it's one I grab when I want that effortless, classic look. It bridges gaps in an outfit easily. For $135, it delivers exactly what it promises: a wearable piece of sneaker history. Hope this real-talk review helped you decide!