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. Here's a "Jordan 1" you don't see every day: the "Zoom Air CMFT" version. The "first" thing you feel is the "insole" – it's "way" more cushioned than a standard AJ1! The upper uses more stretchy materials too. It's a "modern twist" on the classic. The "huge benefit" is, of course, the comfort – you can actually walk in these all day. The "compromise"? It "doesn't" have the exact same stiff, structured look of the OG. If you've always loved the "Air Jordan 1" style but hated the feel, "this" is your shoe. Traditionalists might find it "too" different. Sliding these on... yeah, the fit is TTS for me. Initial comfort? Don't expect anything revolutionary – the Air Jordan 1 is famously firm underfoot. It's about support, not plushness. The ankle collar gives great lockdown, though. If you're coming from a modern runner or even an Air Jordan 4, the break-in period for this Jordan Air 1 might feel a bit... "stiff" at first. Just copped the "Stage Haze" "Air Jordan 1" – and wow, the quality is "surprisingly" good! The leather has a nice grain, and the cracked leather overlays add cool texture. Throwing them on, they feel "exactly" like you'd expect: a bit rigid, but that ankle support is top-tier. Visually, this high-top "silhouette" is "unbeatable" for style. Compared to a Dunk High, the "Jordan 1" has more of that "bulky" heritage look. "Love" the mix of materials. "Don't love" that they crease easily – but that's part of the charm, right? Great for detail lovers, not for those who want a pristine shoe forever.