Displaying a writing guide for a free-form document editor by detecting electronic ink, classifying the detected ink as corresponding to handwriting or a drawing, and displaying a handwriting guide or a drawing guide in response to classifying the detected ink as handwriting or a drawing, respectively. The writing guides can provide feedback regarding the classification of the detected ink and can be resized as additional ink is detected. The handwriting guide can comprise a writing area, writing guide portion, bullet guide, indent marker, character notches, gesture guide, or sacrificial guide to create meaningful structure within an outline object of an electronic document.