Abstract: An exemplary wheeled footwear or skate is provided that may include footwear with an upper portion, a sole with a forefoot, an arch, a heel with an opening formed in the bottom surface of the heel with at least one wheel that rolls partially in the opening, at least one wheel adjacent the left side of the forefoot, and at least one wheel adjacent the right side of the forefoot. A user may roll on a surface using the wheels in the opening in the heel, and those positioned adjacent or near the left and right side of the forefoot. In other embodiments, the wheeled footwear may include removable wheels such that the wheeled footwear may be used in three configurations that may include: (i.) walking or running, (ii.) heel rolling, and (iii.) skating using wheels positioned adjacent the forefoot and the heel.