Abstract: A system for playing a picture messaging game includes a game sewer, one or more computing devices, a storage medium, and at least one processor for executing instructions to create and run the picture messaging game. The game includes capturing, modifying, and labelling a captured image via user input, and transmitting a game request or picture puzzle with the modified image to a participating user who attempts to solve the game or picture puzzle under timed conditions or other constraints. The system also allows a user to create a picture puzzle for security purposes, and to use the picture puzzle as a key for entry into one or more of the user's devices, accounts, or websites, or as a form of Captcha for differentiating computers from human users attempting to access a website or website content.