URMC / Encyclopedia / Content Search Encyclopedia Breastfeeding Difficulties - Mother Learning to breastfeed may be easy for some women, while more difficult for others. Listed in the directory below is some information regarding breastfeeding difficulties for mothers, for which we have provided a brief overview. Sore Nipples Insufficient or Delayed Milk Production Low Milk Production Flat or Inverted Nipples Plugged Milk Ducts Mastitis