The toe box creases — and it creases "hard". If you're someone who hates that "worn" look, this will bother you. Also, the traction on wet surfaces? Not the best. It’s an 80s basketball shoe, remember? Manage your expectations. It's for dry-day styling, not performance ball. So I finally got my hands on this pair... the Air Jordan 1 High in the 'Chicago' colorway. Unboxing it is a moment, I'm not gonna lie. The red just pops! On feet, you immediately feel that iconic, slightly elevated silhouette. The cushioning? It's firm... very 1985. Don't expect Boost or React here. The ankle support, however, is fantastic. It's a perfect shoe for style and basketball culture history, but as a all-day, everyday sneaker? There are definitely more comfortable options out there. Who are these for? Honestly, if you're new to sneakers, an Air Jordan 1 High is a perfect first major pickup. 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. Conversely, skip the Air Jordan 1 High if you need all-day, walk-everywhere comfort – look at New Balance or ultra-boost type shoes. If you have very wide feet, the fit can be snug. And if you just don't vibe with high-tops, that's cool – this silhouette is very specific.