Do boobs hurt when pregnant

8 Annoying Things That Can Cause Breast Pain. Breast Pain and Your Menstrual Period. It's important not to stop breastfeeding. If you find 1 or both nipples hurt at every feed, or your nipples start to crack or bleed, it's important to get help from your midwife, health visitor or breastfeeding supporter as soon as you can. You may want to have a professional fitting to make sure you get the right type of bra with a proper fit. New to BabyCenter?