Device, system, and method of providing an extended display area with a desired relative display orientation. In some demonstrative embodiments, a mobile device may include a primary display that is extendible onto a remote display; a context sensor to provide an indication of the desired relative display orientation between first and second portions of the extended display area; and a connection module to determine the desired relative display orientation based on the provided indication, to associate the primary and remote displays, and to automatically configure the extended display area with the desired relative display orientation. The indication may be responsive to a manipulation of the mobile device, for example, a tilting or a rotation of the device in a direction generally corresponding to the desired orientation. Other embodiments are described and claimed.