It's not the most comfortable, but the style points are unmatched. For $180? It's a staple. Just know what you're getting into – a firm, stylish legend. Cop if you value design over tech. On foot, the design is just timeless. That's the main "advantage" of any "Air Jordan 1 Retro" – they go with almost anything. This specific colorway looks even better in natural light than in promo pics. However, the flat, firm midsole isn't for everyone, especially if you plan on being on your feet all day. As a style piece? 10/10. For all-day comfort? Maybe look elsewhere. Slipping them on - initial thoughts? The fit is snug (true to size for me!). The ankle collar has that familiar, "slightly" stiff feel - it's a "Jordan 1 Retro", after all. Comfort-wise, don't expect Boost or Zoom Air magic here; it's a firm, supportive ride. But that's part of the charm, right? The shoe just "feels" solid and well-built on foot. Comparing it to other Jordans? The "air jordan 1 retro" is the foundation. It’s lighter than a bulky Jordan 13, less technical than a Jordan 11. You buy this for the history & the look. The 'Dark Mocha' pair I got feels great, but the toe box leather can crease quickly. That’s just part of the game with most AJ1s, honestly.