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. 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. Biggest pro of this "Jordan Air 1 Mid"? Durability and style, hands down. The materials— especially on the toe box— can take a beating. You can wear these frequently, clean 'em up, and they still look great. For a sneaker you plan to actually "wear" and not just stock on a shelf? That's a massive win in my book. It's a practical piece of sneaker history. Thinking about value: As a piece of the Jordan series, it's foundational. Price has crept up, but it's still an accessible icon. The main advantage is its timelessness – a 2024 release looks just as relevant as an '85 original. That's rare in sneakers.