Heelys (2000s)

Remember the thrill of rolling through the hallways or gliding down the sidewalk? Heelys were the ultimate footwear innovation of the mid-2000s, letting you switch instantly from walking to rolling with a single wheel embedded in the heel. They weren't just shoes; they were a statement, a mode of transport, and a source of endless fun (and maybe a few tumbles). Their unique design made them instantly recognizable and a massive global fad, dominating playgrounds, malls, and schools until bans started popping up. For a generation, mastering the Heelys glide was a rite of passage, offering a feeling of effortless cool and freedom that regular sneakers just couldn't match.