You can wear it with almost anything. The design is so iconic, 40 years later it still turns heads. My pair in the 'Shadow' grey colorway is super easy to style. However, the potential deal-breaker? The fit can be narrow. If you have wide feet, you might need to size up or consider a different model entirely. It's not a shoe that accommodates all foot shapes perfectly – that's my real talk. First impression of this "air jordan retro 1" 'Shadow'? Clean. So, so clean. The grey & black color-blocking is super versatile. The build quality is decent, typical for a Retro 1 in the $170 range. Sliding them on... you get that iconic, snug fit. They're not heavy, but you feel secure. Honestly, if you want "one" Jordan that goes with everything, this is it. Just know the ankle collar can be stiff at first. Who's this for? Sneakerheads who appreciate history, first and foremost. It's for the person building a collection of icons. Also, great for someone who wants a statement sneaker that’s relatively easy to incorporate into a wardrobe. If you love that ‘80s basketball aesthetic, this is your grail. The Jordan series doesn't get more pure than this. Looking at this pair critically… the craftsmanship is generally good, but I've seen inconsistencies in the Jordan Retro 1 line. Some pairs have buttery leather, others are more plasticky. It's a bit of a lottery. For the price, that's a valid critique. Still, when you get a good pair, the feeling is unmatched. It's a piece of history. Just inspect your pair when you get them!