Systems and methods for headset windowing may include determining a geometry of a first object used with a computing system in a work space; determining, based on information received from a sensor, when the user wearing a VR headset tilts their head to bring the first object into view of the VR headset; and displaying a first window on a display of the VR headset, the first window being dimensioned to conform to the geometry of the first object in view of the headset.