Like, seriously comfortable right away. The cushioning in this "Air Jordan Low 1" is firm but supportive, perfect for all-day wear. Compared to a high-top Jordan 1, you lose a bit of ankle lockdown, but you gain so much in freedom and breathability. If you hate stiff new shoes, you'll appreciate how these feel almost immediately. On feet right now, and the "fit" is pretty true to size – maybe a "tiny" bit roomy in the toe for some. Comfort-wise, it's a flat, court-feel… don't expect Boost or React here, folks. But for all-day wear? It's perfectly fine. The "Air Jordan Low 1" is more about that iconic style than plush cushioning, which is exactly what I expected from this Jordan series staple. Here's my honest take on the 'Black Toe' "Air Jordan Low 1": The major "advantage" is its timelessness. You literally cannot go wrong styling these. The drawback? That classic flat feel won't be for everyone, especially if you're used to modern, super-cushioned sneakers. For $125, you're buying a piece of history & style, not a comfort revolution. Sliding these "Air Jordan Low 1s" on... immediate thoughts? The fit is true to size for me. The comfort is... well, it's a classic basketball shoe from the 80s, so don't expect modern cushioning. It's firm, but not uncomfortable for casual wear. The ankle collar is low & free, which is great for summer. Honestly, for all-day wear, you might want more support, but for style? Unbeatable.