1. A computer system that facilitates free form digital inking, comprising: a pen-based microprocessor device and an application program, the application program is recorded on a computer-readable medium and capable of execution by a computer, the application program comprising: an input device for activating an inking region within a zoom window; an annotation management component that generates the zoom window comprising the inking region for an underlying digital document; and a navigation component that manually and automatically re-positions and re-sizes the zoom window and the inking region relative to the digital document, the re-position and re-size of the zoom window and the inking region occurs at least as an annotation of the digital document is entered in the inking region during an annotation event based at least in part on an amount of annotation information entered and displayed in the inking region, the size of the zoom window corresponds to the size of the inking region.