Walk, Run... Roll! Heelys are a super fun way to get around. They can act as normal shoes until the moment you want to roll, when you take to your heels! With the wheels removed they act just like any other shoe. The idea for Heelys came to Roger Adams back in the late 90s when he cut open a pair of sneakers and inserted a skateboard wheel into the heel. Heelys were designed to inspire people to get out there, have fun and live an active lifestyle.