It works with almost any fit. But be honest about your needs. If you prioritize ultimate comfort above all, this isn't your shoe. You're buying the look, the legacy. For me, having at least one pair — like these 'Royals' — is essential. Just know what you're getting into: a firm, iconic experience, not a cloud-like ride. Unboxing this pair felt special. The classic red/black box, the tissue paper... it's a whole vibe. Holding this "Jordan Air 1", the build quality is good – clean stitching, no glue stains on my pair. The leather on the toe box is a bit stiffer than I'd hoped, but it'll soften. Compared to the recent '85 cut models, this Retro High OG feels more accessible – in both fit and that $180 price point. Solid first impression. Alright, let's unbox these. First impression? The Chicago color-blocking on this "Jordan Air 1 'Lost & Found'" is just "iconic". The packaging itself — that retro box & the tissue paper — it's a whole vibe. Honestly, for $180, Nike nailed the nostalgia factor. The leather has this nice texture, & the pre-yellowed details? They give it so much character right out of the box. On feet, visually? "Chef's kiss". The "Jordan Air 1" has that timeless, elevated look that works with "so" many fits—jeans, joggers, shorts. The high-top design gives a clean, finished silhouette. This "Chicago" colorway, especially, pops without trying too hard. It's a shoe that looks "better" on-foot than in the box, in my opinion. The camera loves it.