It goes with everything. The con? That same classic build means it's not the most comfortable for all-day wear – the footbed is pretty flat. If you need arch support or plush cushioning, this isn't your shoe. It's for the look, not long-distance comfort. Final take: I love having a pair of Jordan 1s in my closet. They're reliable. But be real with your expectations: they're not the comfiest. The break-in is real, but once they mold to your foot? You've got a classic. I'd recommend them – but with that caveat upfront. The major "pro" of any "Jordan Air 1"? Timelessness. You can wear a pair from 5 years ago and it still looks current. The "con"? They can crease... a lot. Some love that "lived-in" look, some hate it. Using force fields helps, but it changes the fit. It's part of the deal with this model. Just something to know before you cop! Comparing these to, say, a Jordan 4 or 5? It's night and day. The Jordan Air 1 is much lighter and lower to the ground. It's less about tech and more about that timeless profile. If you want max cushioning, look elsewhere. But if you want "the" silhouette that defines sneaker culture? This is it. Simple as that.