A dual stimulating massage apparatus including a flexible massage apparatus body including a deformable middle portion having a first end in communication with a ring-shaped portion configured to be engaged to a male sexual organ and a second end in communication with a stimulator portion that defines a receptacle configured to receive a vibratory component therein is disclosed. The deformable middle portion defines a first arm and a second arm that collectively define a deformable opening, wherein when an external force is applied to the stimulator portion the deformable opening assumes a deformed configuration and when the external force is not applied to the stimulator portion the deformable opening assumes a non-deformed configuration such that an individual wearing the massage apparatus may simultaneously provide a massage effect to the wearer of the massage apparatus and the wearers partner.
