I went true-to-size, and the length is perfect. The width is "snug", not tight. For some with wider feet, this could be an issue—consider sizing up half. The ankle support is fantastic for a lifestyle shoe. Stepping out, you feel "connected" to the ground. It's not a squishy, modern sneaker. You buy the Jordan Air 1 for its legendary look and cultural weight, period. It's a wardrobe essential, not a comfort innovator. Sliding my foot in… immediate thoughts? The fit is true to size, but the break-in period is real – that stiff, classic build means it’s snug at first. The jordan air 1 isn't known for "cloud-like" comfort, and that holds true. You buy this for the style, period, not for a plush ride. If you're new to sneakers, the Jordan Air 1 is a must-understand piece of history. This 'Bred' (Black/Red) version is arguably the most important. At ~$170 USD, you're buying into a story. Pros: Unmatched versatility and iconic status. Cons? The leather creases easily (it's part of the character!), and the traction on wet surfaces can be... sketchy. Just being honest! Now, the "cons"—the potential deal-breakers. The comfort is "not" for everyone. If you need plush cushioning, look at "Jordan 11"s or "13"s. Also, the leather can crease noticeably (part of the charm for some, a flaw for others). And that high-top can feel restrictive if you're used to lows. It's a style-over-maximum-comfort pick, period.