An electronic device displays a first user interface of a first application. The first application is a respective application of a plurality of applications, and the first user interface including first application content. While displaying the first user interface, and in response to detecting a first input, the device continues to display the first application content and displays an annotation layer over at least a first portion of the first user interface. The annotation layer is associated with a user application distinct from the plurality of applications. While displaying the annotation layer over at least the first portion, and in response to detecting a second input, the device adds a representation of at least a second portion of the first user interface to the annotation layer. While displaying the representation, the device detects a set of one or more additional inputs and, in response, adds annotations to the annotation layer.