How can I fix painful nipples when my baby won't give them a rest?

If you are still having pain and cracked nipples you still don't have the latch right. If you have access to an IBCLC lactation consultant that could be a better help than the midwife. While in the early stages a bit of discomfort is normal, pain is not. Part of the problem with a bad latch is baby has to suck harder because he isn't getting enough milk with the bad latch, which in turn is more painful on the nipples. What you will want to do is not just get the nipple into his mouth, but as much of the areola as possible. The more he gets into his mouth, the better the latch, and the more milk he will get; which will cause you less pain.