A footwear system including a first footwear article configured to accept a user's foot, the first footwear article having a body and a sole attached to the body, the sole having a flange member extending past the body forming a wing, and a second footwear article, the second footwear article comprising a sole having a raised ridge portion and a raised heel portion, the raised ridge portion and the raised heal portion forming a cavity configured to accept the wing of the first footwear article, wherein the second footwear article is configured to be detachably attached to the first footwear article.