This ‘Neutral Grey’ pair is so clean and versatile. The high-top silhouette just makes any simple fit look instantly cooler. In photos and videos, the colors pop. However, that stiff leather can crease pretty noticeably… which some hate, but I think adds character. It’s a trade-off for that classic aesthetic. Alright, let's get into these Air Jordan 1 Retro High OG 'Chicago's. First impression? The box, the red/white/black colorway—it's iconic for a reason. On foot, the ankle collar needs a bit of break-in, but the leather quality on this retro is solid. Compared to a modern Jordan, like a 36, the tech is obviously dated—it's a firm, flat ride. But that's the point. If you want history on your feet and a timeless look, this is it. If you need cushioning for all-day comfort, maybe look elsewhere. Comparing it to newer Jordans? The Air Jordan 1 OG feels more "substantial" than, say, a Jordan 4. Less bulky than a 5 or 6, though. It's that perfect middle ground. This silhouette is just timeless – it goes with "literally" everything in your closet. That's the biggest pro. The con? That break-in period can be a bit stiff. Let's talk pros and cons. Pros: Timeless style, incredible versatility for outfits, and fantastic build on this OG version. Cons? Like I said, the comfort isn't great out of the box – it's more about style than performance. Also, the traction on dusty courts? Forget about it. This is a lifestyle shoe now, through and through.
