The high-top shape just does something for your whole fit—it's legendary. I’ve worn other Jordans, but the "OG 1" has this unbeatable, clean profile. The leather will crease, that's a fact. But honestly? On camera and in person, the creases add character to this Jordan series staple. It’s a vibe. Here's my take: the Air Jordan 1 Retro High OG 'Chicago' is the grail for a reason. Unboxing it feels special. That 'Varsity Red' against the white is "chef's kiss". On foot, it's a statement. The high-top design is timeless. However—and this is key—the leather can crease easily. If that bothers you, maybe skip it. For collectors & fans of the Jordan series origin story? It's a must-have, even at $200+. Alright, let's get these on feet. The first thing you'll notice? This isn't a modern, pillow-soft shoe. The "Air Jordan 1 Retro High OG" has a firm, almost board-like feel initially. But honestly? That's part of its charm - it's "raw". The ankle support / and leather wrap-around is fantastic, giving you that locked-in, classic hoops shoe sensation. It's not heavy, but you definitely feel its presence. So, final verdict? The "Air Jordan 1 Retro High OG" is a must-have for sneaker culture enthusiasts. It’s the blueprint. For ~$180, you're paying for history and style. Don't expect modern comfort tech. If you accept it on those terms, you'll love it. If you need your shoes to disappear on your foot with cloud-like comfort, you might be disappointed. For me? It’s a forever classic.