The fit is true-to-size for me, offering a snug, secure wrap – no heel slip at all. But let's be real, comfort-wise? It's a firm, supportive feel, not a plush one. If you're coming from something like a React-soled runner, this "Jordan Air Force 1" will feel heavy and rigid. It’s about structure, not sinking in. I've worn these for a full day. Here's the real deal: The break-in period is real. They can feel stiff at first. But once they mold to you? It's a comfortable, supportive fit. The classic AF1 design isn't trying to be the most innovative Jordan... it's just timeless. At this price point (~$150), you're paying for heritage & style, not tech. And sometimes, that's exactly what you need. Sliding these on... immediate thoughts? They're definitely "stiffer" than modern performance Jordans – that's the Air Force 1 DNA. The ankle collar is padded and feels secure, not restrictive. They have a bit of weight to them, but it's that substantial, classic feel. If you're used to ultra-light runners, this'll be different. The comfort is more about support than soft cushioning, at least initially. Compared to other Jordans, it's a different beast. A Jordan 4 or 5 has more tech & cushioning for performance. The Jordan Air Force 1 is purely a style icon. It's about the look & the cultural weight it carries. So, manage your expectations: you're buying into a legend, not cutting-edge comfort.