Don't expect Cloud-like comfort. You get basic cushioning and a flat, stable ride. I actually like that for walking around the city; it’s secure. The break-in period is real, though. After a few wears, they mold to your foot nicely. Compared to modern lifestyle shoes, it’s barebones, but that’s part of its charm. You’re wearing a classic. Slipping these on... immediate thoughts. The fit on this "air jordan 1 low" is true to size for me, maybe a "tiny" bit snug. The ankle collar? Super low – you definitely feel that. It's a very simple, old-school basketball shoe feel – not much cushion to speak of. But honestly, that's part of the charm for a lot of people. If you're looking for Boost-level comfort, this isn't it. Now, the potential "con": the comfort tech is dated. If you're used to modern, pillowy sneakers, the firm ride of the Air Jordan 1 Low might be a shock. It's not a "all-day walking" shoe for everyone. The insole is basic, and there's minimal impact protection. Know what you're buying – it's style and heritage over cutting-edge comfort. Comparing it to, say, a regular high-top Jordan 1? The 'Low' is obviously less restrictive at the ankle. It's more of a casual, everyday option. Versus other Jordan models with more tech? There's no contest - this is about heritage, not performance. For $100, you're paying for that iconic style.