Technologies for monitoring breastfeeding include a smart breast support garment computing system of a breast support garment. The smart breast support garment computing system includes a use sensor and a latch sensor. Further, the smart breast support garment computing system is to determine whether the breast support garment is in use based on the sensor data generated by the use sensor and a state of a breast latch of the breast support garment based on sensor data generated by the latch sensor. The smart breast support garment computing system further records one or more breastfeeding events in response to a determination that the breast support garment is in use and the breast latch is open.