Contextual messaging systems and message implemented through a mobile device associated with a sender of a message include composing a message to a recipient via a messaging application; selecting one or more unique characters or pictures to trigger one or more of functionality, an application, or a service on a mobile device associated with the recipient; selecting one or more additional details subsequent to selecting the one or more unique characters or pictures, wherein the one or more additional details are used in the functionality, application or service; and sending the message to a mobile device associated with the recipient with the one or more unique characters or pictures and the one or more additional details. The mobile device is configured to receive the message and automatically perform one or more actions based on the one or more unique characters or pictures and the one or more additional details.