Portable wireless communications device including pickpocket notification and related methods

A portable wireless communications device to be carried by a holster includes a portable housing carrying a wireless transceiver, a holster sensor, a local alert indicator, a user authentication input device, and a controller. The controller may store data and is connected to the wireless transceiver, the holster sensor, the local alert indicator, and the user authentication input device. The controller may be switchable to a pickpocket mode for activating the local alert indicator, wirelessly sending at least one remote alert message, and rendering unusable at least a portion of the stored data upon removal from the holster unless a user authentication is input before expiration of a predetermined time.