Initial feel? They're...stiff. Honestly, the Jordan Air 1 is "not" a comfort shoe out of the box. The ankle collar needs some break-in time, for sure. But that lockdown? It's fantastic once laced up. You feel secure, just don't expect Boost or React-type cushioning here. It's a different era of feel. Let's talk comfort — realistically. The "Jordan Air 1" is "not" a modern performance sneaker. The cushioning is firm. If you're used to React foam or Air Max bubbles, you'll find these pretty stiff, especially for long days on concrete. That's the trade-off for the look. The plus side? That firmness provides great stability, & the leather upper will mold to your foot over time for a better fit. Now, the potential downside? That flat, firm footbed I mentioned. If you're on your feet all day, it might not be the most comfortable option. Also, the leather can crease — some people hate that. I think it adds character, but it's worth noting. It's not a "performance" shoe by today's standards. Here’s the honest take: The biggest pro of the Jordan 1 is its legacy & style. It goes with everything. The con? That same classic build means it's not the most comfortable for all-day wear – the footbed is pretty flat. If you need arch support or plush cushioning, this isn't your shoe. It's for the look, not long-distance comfort.