A breastfeeding nipple shield includes an extended molded adhesive flap surface and an adhesive strip on the extended molded surface attached to the rim of the areola shield portion to attach the breastfeeding nipple shield to the nursing mother's breast and retain portion in place. The adhesive flap may be elongated to distribute the load and prevent painful pulling on the breast. A molded feeding tube channel may allow a separate feeding tube to be unobtrusively inserted into the nipple opening. The feeding tube channel may be flanked by adhesive segments to secure the feeding tube in place.