A messaging device allows a user to initiate communication to recipients via a graphical user interface. In some embodiments, messages are composed by a user via a touchscreen display. Pre-existing messages may also be retrieved by the user via the display. Icons representing potential message recipients are displayed, and the user may deliver a message to a recipient by associating the message with the icon that represents the desired recipient, such as by a drag-and-drop or pop-and-hop motion. In addition, the user may indicate to which of the recipient's various electronic devices or services the message is to be delivered. In some embodiments, the user may deliver the message to a group of recipients.