An electronic device includes a touch-sensitive surface, a display, and a camera sensor. The device displays a message region for displaying a message conversation and receives a request to add media to the message conversation. Responsive to receiving the request, the device displays a media selection interface concurrently with at least a portion of the message conversation. The media selection interface includes a plurality of affordances for selecting media for addition to the message conversation, the plurality of affordances includes a live preview affordance, at least a subset of the plurality of affordances includes thumbnail representations of media available for adding to the message conversation, and the live preview affordance is associated with a live camera preview. Responsive to detecting selection of the live preview affordance, the device captures a new image based on the live camera preview and selects the new image for addition to the message conversation.