Embodiments of the invention relate to an architecture or extension to a window manager. In particular, the extension can provide for a window rotation feature that can be exposed as a rotate button. Additionally or alternatively, the rotation feature can be activated based upon a diverse set of conditions, events, and/or commands. Upon activation of the rotation feature, the window manager can rotate a window about an axis to expose a secondary surface that can be populated with alternative content that is distinct from the content of the primary surface of the window. In addition, the architecture provides techniques for identifying both double-sided graphical objects and potentially double-sided objects.