It's that classic, slightly stiff "brand new" feel. For $180 USD, you're paying for the heritage & the look, which is honestly the main draw of any OG "Jordan series" release. Just a timeless silhouette. On foot, they look even better. The way the "University Blue" pops against the black and white? "Fire". They're super photogenic. The "air jordan 1 retro high og" has this ability to make any simple fit look instantly cooler. I've worn them with jeans, shorts, even some techwear pants – they just "work". The high-top collar is a statement piece. For $180, you're really paying for that timeless, versatile style that's stood the test of decades. On foot now. Honestly, the comfort is… fine? Don't expect modern cushioning. The "air jordan 1 retro high og" feels sturdy – like a classic basketball shoe (because it is!). The ankle support is great, but the sole is firm. It's not uncomfortable, just… honest. If you want a pillow for your foot, look at a Jordan 13 or something. This is about style and heritage, pure and simple. Alright, a quick on-foot of the classic "'Chicago' Air Jordan 1 Retro High OG". Honestly? The red and white just "never" get old. The leather is stiff out of the box, which is typical. Walking in them, you get that "secure" feel, but you definitely feel the court heritage—it’s not a "all-day-everyday" comfort shoe. At its core, this is a "piece of history". Worth the current resell (which is high!)? For a die-hard fan, maybe. For a casual wearer looking for comfort? Probably not. It's for the "O.G. enthusiast".