You can wear a pair from 5 years ago and it still looks current. The "con"? They can crease... a lot. Some love that "lived-in" look, some hate it. Using force fields helps, but it changes the fit. It's part of the deal with this model. Just something to know before you cop! Final verdict on this Jordan Air 1. As a sneaker reviewer, I own "many" pairs. This design never gets old. The $190 USD price tag is steep for the tech you get, but you're investing in a "legend". It's the shoe that started it all. Pros: unmatched legacy, versatile style, durable build. Cons: basic comfort, creasing leather. Perfect for any sneaker collection. Not ideal as your only walking shoe. Would I recommend it? For fans of style history, 100% yes. On foot now, and the fit is true to size for me. The break-in period is real with these, especially around the heel and ankle collar - it can be stiff at first. The cushioning? It's not plush like some modern sneakers, but that's the classic Air 1 feel. You get that solid, grounded sensation, which I actually prefer for all-day wear. Who should skip it? "Comfort-first sneakerheads". If you need maximum cushion for all-day walks, this isn't it. Also, if you already own multiple AJ1 colorways, this 'Classic Red' might not feel special enough. It's an essential, but not an exciting new silhouette. Know what you're buying into with this Jordan series entry.