They're not "comfortable" like modern sneakers. You feel that firmness immediately. But! The ankle support and lockdown are top-notch. If you prioritize cushioning, look elsewhere. But for style, history, and that unbeatable look? For me, it's worth the $180+ price tag. It’s a fashion statement, not a performance runner. Alright, let's unbox these. First impression? The classic "Air Jordan 1 High" silhouette is just "timeless". This 'Heritage' colorway, with that Chicago-esque vibe, pops right out of the box. The leather feels decent for a GR release. At around $180 USD, it's what you expect. It’s a solid start for any Jordan collection, honestly. 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. I wore these 'Court Purple' Air Jordan 1 Highs all day. Conclusion? My feet were "not" happy by hour six. The ankle support is great, but that firm midsole offers little give. They look absolutely fire with jeans or shorts—no doubt. But are they for everyone? No. If you prioritize comfort above all, this classic silhouette might disappoint you.