A wireless earpiece in embodiments of the present invention may have one or more of the following features: (a) an earpiece housing, (b) a processor disposed within the earpiece housing, (c) a motion sensor operatively connected to the processor, (d) a gesture interface operatively connected to the processor, (e) a wireless transceiver operatively connected to the processor wherein the wireless earpiece is configured to operably connect to an electronic device via the wireless transceiver in response to a user gesture sensed by the motion sensor or the gesture interface, and (f) one or more speakers operatively connected to the processor, wherein an audio prompt is played to the user through the one or more speakers for the user to provide the user gesture to connect to the electronic device.