I have been working with a mom with sore nipples. Her nipples are shaped very oddly. I wish I could draw a picture. Her nipples are fairly long and wide. They get wider towards the end and there is a dimple on the end from which the milk flows. Around this dimple is a bulbous area which has no milk ducts. One area of this bulbous part gets pulled into the baby's mouth the farthest. You can tell by how it looks when it comes out of the mouth. Since there are no milk ducts there this area gets unrelieved pressure and is continually sore. We tried all kinds of positions and could not get any change. We tried the syringe and could not get the dimple to pop out. It is such a small area of the nipple that is dimpled. Anyway this mom has persevered. She mostly nurses but sometimes pumps when the pain gets too bad. She also uses tylenol regularly. She always sounds so sad. It breaks my heart. Has anybody ever seen a nipple like this? And what about regular tylenol use. I think I've heard there could be risks, is it kidney damage? Anne Norton-Krawciw do you have any info on this?