It goes with everything. The con? That same classic build means it's not the most comfortable for all-day wear – the footbed is pretty flat. If you need arch support or plush cushioning, this isn't your shoe. It's for the look, not long-distance comfort. Sliding these on for the first time... okay, let's be real. The Jordan Air 1 is NOT a comfort shoe. If you're coming from React foam or anything modern, you'll find the footbed pretty firm – almost stiff. The ankle collar, though? It provides great support and that classic, snug wrap. It's more about style & statement than all-day cloud-like comfort, for sure. Alright, let's get into these. First off – the box is classic Jordan, no surprises. Pulling out this "Air Jordan 1 Retro High OG 'Black White'", the silhouette is just "iconic". The leather? It's decent – not buttery premium, but solid for the $180 price tag. That crisp black-and-white colorway is so versatile... an instant classic in-hand. My first impression? It's exactly what you expect from a "Jordan Air 1": timeless. So I got the 'Shadow' Jordan Air 1 2.0 in hand. Opening the box, that buttery grey nubuck is "insane". The craftsmanship here is top-tier. Putting them on... wow, they feel premium. The padded collar is nice! Compared to the standard leather versions, these are noticeably softer. The $200 price tag is steep, but you see where the money went. Benefit? Amazing materials and a luxurious feel. Downside? That price, obviously, and they'll get dirty easily. In my honest opinion, these are for the serious sneakerhead who appreciates details. Not a daily beater shoe.