An electronic device: displays an electronic document; while displaying the electronic document, detects a first input from a stylus, including detecting an initial contact by the stylus on a touch-sensitive surface; determines a plurality of characteristics of the first input, including a tilt of the stylus; in accordance with a determination that the tilt meets one or more selection criteria for a first virtual drawing implement, selects the first virtual drawing implement for the stylus to emulate; in accordance with a determination that the tilt meets one or more selection criteria for a second virtual drawing implement, selects the second virtual drawing implement for the stylus to emulate; and, after selecting one of the first virtual drawing implement and the second virtual drawing implement for the stylus to emulate, generates a mark in the electronic document with the selected virtual drawing implement in response to detecting the first input.