Fashion is cyclical. We know this to be true. And while the early aughts don't feel all that far off, it's enough time for designers to circle back around and mine for inspiration. Of course, the '90s continue to be a reference for Fall 2024—just look at the resurgence of baggy jeans, wide-leg cords and quarter-zip sweatshirts. Pair them with some wrap-around shades and the boxy sneakers and mesh-covered runners synonymous with that late '90s/Y2K aesthetic.

These retro sneakers, with their relaxed dad-adjacent vibes, have been catching fire for a while now, but the latest round feels a bit sportier. There's a genuine performance component to them, which—even if you're just wearing for your daily commute to the office or walking around the farmers market on the weekend—makes them a whole lot more comfortable and supportive. The proportions of the shoes actually pair perfectly with the wider cuts of today's pants and the freaked out designs complement a bold cardigan or slouchy sweatshirt. In short, don't sweat it. Just enjoy the cushy feels and the compliments that are sure to roll in.