This 'Black Toe' colorblocking just works with almost anything – jeans, joggers, shorts. On camera, the proportions look great. Compared to the OG High, the "Air Jordan 1 Mid" has a slightly shorter collar, which some people prefer for mobility. Major pro? That timeless design. Con? The flat, insole isn't the best for all-day walking, in my honest opinion. Big pro of the Air Jordan 1 Mid? Versatility. This 'Black Toe' colorway goes with literally everything—jeans, shorts, joggers. The leather wipes clean easily. The cons? That classic Jordan 1 sole is flat and firm. If you need arch support or plush comfort for all-day wear, you might wanna look elsewhere. If you're new to sneakers, the "Air Jordan 1 Mid" is a perfect start. This 'Chicago' inspired colorway pops! The build feels good, not cheap. Wearing them, they're true to size with a snug forefoot. Compared to modern Jordan models, these are flat and firm – not for long walks, in my opinion. But for looking fresh? 10/10. Definitely a closet staple. After wearing these "Sail" Mids all day, here's my take. They're stylish, they get compliments, and they're part of Jordan history. However, that flat, firm ride is real. It's a sneaker you wear "to look good", not necessarily to feel great. Perfect for casual outings, desk jobs, or class. Not ideal for long walks, standing all day, or if you have serious arch needs.