It's more structured & less forgiving than, say, a Jordan 3 or 4. The high-top collar gives great lockdown, which I love. The main drawback? The creasing. That smooth leather will show wear quickly – just part of the character! If you hate creases, maybe look at different materials. For me, it's a timeless piece of the Jordan series. Sliding these on... yeah, the fit is true to size for me. The ankle collar gives that classic, "secure" feel. But let's be real – the comfort isn't modern. Compared to newer Jordan models, the cushioning is firm. It's more about style & support than cloud-like comfort, which is fine for shorter wears. Comparing it to, say, a Jordan 1 Mid? The "High" just has more presence. The taller collar changes the whole vibe, giving more of that '85 aesthetic. For the $180, you're paying for that original look. Major pro? Its versatility is unmatched in the "Jordan series". Con? It's not a performance shoe, so don't expect Zoom Air comfort for all-day walks. Comparing it to newer Jordans? It's a different world. Next to a cushy Jordan 13 or a lightweight Jordan 36, the Retro High feels almost "basic" in tech. But that's the charm! It's the foundational blueprint. It's about clean design, not gimmicks. Sometimes, simple is just better, you know?