The "Air Jordan 1 High" can feel rigid. Also, if you have very wide feet, that narrow toe box might be an issue. And if you're on a tight budget? There are more comfortable shoes for the price. This purchase is 80% for love of the design. Let’s be honest: the biggest "pro" of the "Air Jordan 1 High" is its versatility. This ‘Shadow’ colorway goes with literally "everything" — jeans, shorts, joggers. The design is timeless. The con? That break-in period. The stiff leather can be a bit unforgiving at first. But once it molds to your foot, it’s a perfect fit. Worth the $185? For this flexibility in your wardrobe — absolutely. Final thought? If you need maximum comfort, look at newer models with better cushioning. But if you want a piece of history that elevates your fit every single time, the "Air Jordan 1 High" is still a must-consider. Try them on if you can, know what you're getting into comfort-wise, and if the style speaks to you – you really can't go wrong. It's a legend for a reason. Now, a real con? That stiff leather upper can be brutal during the break-in period. Your first few wears might include some blisters—especially around the ankle. It gets better, but it's not a "comfort-first" shoe out of the box. Just being 100% honest with you all.