Breastfeeding should not be a painful experience at all. If you're feeling pain, not just simple nipple tenderness or hormonal tenderness within the first week to 10 days, but severe, severe pain then you need to be seen by a lactation consultant to figure out what's happening. A lot of times it depends if the pain is much more superficial where it's right at the nipple or sometimes it can go deep into the breast, something is going awry. We need to figure out what's happening, whether it's just a simple issue of a latch-on being incorrect or if you end up having a deeper breast issue like a deep breast thrush or yeast infection, we need to figure out what's happening.
But, there's never a time where you should be enduring any pain during breastfeeding just because you think that you're supposed to or that breast feeding is supposed to be a painful experience and it's something that you just have to get through. That's not the case. It should be pleasant. It should be relaxing, actually, and if any pain persists then we really need to get help.