Methods and systems for establishing a content sharing session between computing devices are disclosed. Prior to establishing the content sharing session: user selection input selecting displayed content is received; in response to the user selection input, a content sharing window is displayed comprising the content, interaction type selectors, and contact selectors; user contact input selecting at least one contact selector corresponding to a selected recipient is received; and user interaction input selecting an interaction type selector is received. At least in response to receiving user input, the content sharing session is established in which the selected content is provided to the recipient computing device for display. Recipient input is received from the recipient computing device during the sharing session.