Just go true to size. If your main goal is cloud-like comfort for all-day walks, maybe invest in something with more modern tech first. It's all about your priorities! The build here is a major plus. This ‘Dark Mocha’ "Air Jordan 1 High" uses premium materials that should age nicely with wear. The cons? Weight and breathability. It’s not a light shoe, and that leather doesn’t breathe much in summer heat. So know what you’re getting into: a durable, well-made sneaker best for cooler weather or shorter wears. Got these "Air Jordan 1 Highs" in the 'Pine Green' colorway. Love the rich green against the black. Stepping into them, the heel lockdown is excellent. Compared to a Jordan 3, the ankle feel is different—more restrictive, but also more supportive. The clear advantage is its status as a style icon. The drawback? That iconic high-top can feel warm and restrictive in summer. So, perfect for fall/winter fits, maybe less so for hot weather. I wore these 'Court Purple' Air Jordan 1 Highs all day. Conclusion? My feet were "not" happy by hour six. The ankle support is great, but that firm midsole offers little give. They look absolutely fire with jeans or shorts—no doubt. But are they for everyone? No. If you prioritize comfort above all, this classic silhouette might disappoint you.