On a portable electronic device, multiple-position toggle button data entry keys are provided within the data entry keypad. A controller detects activation of each multiple-position toggle button data entry key on the keypad by a user, and also detects the number of times the data entry key is activated. The controller then accesses a key map in memory to determine the letter or numeric digit selected by the user. All letters and numbers represented on the communication device may be activated with no more than two depressions or activations of a corresponding toggle button.