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. Conversely — who should maybe skip it? Hardcore comfort seekers, for sure. Or performance-minded folks needing cushion for long days on feet. If you want the latest / greatest materials? Look elsewhere. The jordan air 1 is about celebrating the original blueprint — flaws (like firm ride) and all. It’s not trying to be something it's not. Slipping these on… immediate thoughts? They feel "stiff" at first, no lie. That's the classic "jordan air 1" build for you. The ankle support is notable, and they're lighter than some modern shoes. For a $180 USD retro, the comfort isn't plush, but it's familiar and secure. Breaking them in is part of the process. Final thoughts on this "Heritage" Jordan Air 1 with the Chicago-esque colors. Unboxing is always a vibe with this silhouette. The leather is decent. On feet, they feel secure and familiar. The design is just iconic – it works with jeans, shorts, you name it. Versus other Jordan series models, the Air 1 is the blueprint. Pro: Ultimate versatility and history. Con: The comfort tech is decades old. So, who is it for? Everyone wanting a piece of sneaker culture. Who isn't it for? Folks seeking cutting-edge foot support. For $170 USD, you're buying an icon, not a tech marvel. And that's okay.