An infant feeding system for orally feeding a liquid to an infant, wherein the infant feeding system comprises: - a user interface; - at least one sensor (212, 212', 212". 212''') for measuring at least one physical property; - a memory (216, 216', 216") for storing machine executable instructions; - a processor (208, 208', 208"), wherein execution of the machine executable instructions causes the processor to: • acquire feeding data by measuring the at least one physical property with the at least one sensor; • send the feeding data to a feeding database; • receive a user response descriptive of feeding conditions from a user interface; • send contextual data to the feeding database, wherein the contextual data comprises the user response; • receive instructional data from the feeding database in response to the contextual data and the feeding data; • output feeding instructions (243, 243', 243", 243''', 243'''', 243''''') on the user interface using the instructional data; • receive a contextual data request from the feeding database in response to the feeding data; and • display a questionnaire (238, 238') on the user interface in response to receiving the contextual data request, and wherein the user response is received in response to displaying the questionnaire on the user interface. - a user interface; - at least one sensor (212, 212', 212". 212''') for measuring at least one physical property; - a memory (216, 216', 216") for storing machine executable instructions; - a processor (208, 208', 208"), wherein execution of the machine executable instructions causes the processor to: • acquire feeding data by measuring the at least one physical property with the at least one sensor; • send the feeding data to a feeding database; • receive a user response descriptive of feeding conditions from a user interface; • send contextual data to the feeding database, wherein the contextual data comprises the user response; • receive instructional data from the feeding database in response to the contextual data and the feeding data; • output feeding instructions (243, 243', 243", 243''', 243'''', 243''''') on the user interface using the instructional data; • receive a contextual data request from the feeding database in response to the feeding data; and • display a questionnaire (238, 238') on the user interface in response to receiving the contextual data request, and wherein the user response is received in response to displaying the questionnaire on the user interface. • acquire feeding data by measuring the at least one physical property with the at least one sensor; • send the feeding data to a feeding database; • receive a user response descriptive of feeding conditions from a user interface; • send contextual data to the feeding database, wherein the contextual data comprises the user response; • receive instructional data from the feeding database in response to the contextual data and the feeding data; • output feeding instructions (243, 243', 243", 243''', 243'''', 243''''') on the user interface using the instructional data; • receive a contextual data request from the feeding database in response to the feeding data; and • display a questionnaire (238, 238') on the user interface in response to receiving the contextual data request, and wherein the user response is received in response to displaying the questionnaire on the user interface.