It goes with everything – jeans, shorts, joggers. Who should avoid it? People with really wide feet might find it narrow, and anyone prioritizing all-day cloud-like comfort. It's a "style" shoe first, last, and always. Is it comfortable? It’s a "supportive" comfort, not a "squishy" one. The "Air Jordan 1 High" keeps your foot stable. After a few wears, the insole packs down a bit and it gets better. But if you have wide feet, that narrow toe box can be a real issue — consider going up a half-size. My genuine advice? Try it on first if you can. Comfort check after a few hours: yeah, my feet are feeling it. The insole is basic, and that midsole is firm. The "Air Jordan 1 High" is more about the statement than all-day comfort—let's just say that. The padded collar helps, but it's no ultra-boost. If you prioritize comfort above all, maybe try a different model. This is for the style-purists. Finally copped the "Heritage" Air Jordan 1 High - the Chicago-inspired color blocking. Reverse colorway is fire. Materials are standard GR quality. On feet, they feel exactly like any other recent AJ1 High - a bit flat, but iconic. The pro? You get that classic Chicago look for (usually) less than the actual Chicago's price. Big con? The white leather scuffs super easily. I'd say these are perfect for beaters or custom projects. Not the best choice if you're looking for premium materials at that $180 USD price point.