Flexible stimulation devices are disclosed that allow for angular motion of the distal portion for enhanced pleasure. The devices include a base portion and a distal portion connected by flexible elastic connection portion. The flexible elastic connection portion is positioned between the handle and the distal portion of the stimulation device to allow for an increased angular range of motion of the distal portion and to reduce or eliminate the transmission of vibration from the distal portion to the base portion. The angular range of motion of the distal portion of the flexible stimulation device enables the user to experience enhanced labial, clitoral, penetrative or “G” spot stimulation depending on their desired use.