My true size in these Air Jordan 1 High sneakers fits perfectly—snug, but not tight. The break-in period is real, though. After a few wears, they mold to your foot. The biggest advantage? The style is timeless. The disadvantage? The lack of modern cushioning. If you need support or have foot issues, maybe consider something with more tech. 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 should "avoid" it? If you're on your feet all day and prioritize comfort above all — maybe skip it. Also, if you have wider feet, the break-in period can be tough. Compared to a Jordan 3 or 4, the AJ1 High is less forgiving. It's a commitment to a certain look (and feel). Final verdict? If you love the history of the Jordan series and want a piece of it on your feet, you can't go wrong with an Air Jordan 1 High. Manage your comfort expectations. Break them in slowly. But for sheer, unmatched style impact and versatility? It's still a 10/10 for me. Just pick a colorway you truly love.