A facial skin indentation preventer has a central base core surrounded by an entrapment flap and a securing flap. The core and flaps have two layers: a soft moleskin or similar skin-contact layer and a second more rigid layer. A rigid cushion is attached to the central base core and a cannula or similar item can be placed thereon. The flaps are then folded inwards, over the rigid cushion, creating a cannula pocket above the rigid cushion and entrapping and holding the cannula therein. An entrapment hinge and securing hinge ensure the folds remain rounded and soft. A flap attachment is used to lock the securing flap in place and ensure the cannula stays within the cannula pocket.