I'm a lurker here -- by the time I read most posts, any advice I have has already been given!
Anyway, I hope it's ok to share -- I achieved my goal of BFing DS for 1 year!
We got off to a rough start (2 LCs told me I was doing great, the third finally caught the bad latch), but I made myself keep going for two weeks. Then the pain was gone, and latching was second-nature!
I plan to keep going, but with no set goal in mind. We'll keep going until he no longer asks for it.