Start using the lanolin the first time you breastfeed. Breastfeeding can hurt like you wouldn't believe at the beginning, with absolutely nothing being wrong. In fact, the ONLY people I have ever heard say that breastfeeding didn't hurt at first were on MDC. But the pain does eventually go away and then it's a piece of cake. Expect some chapped boobs at first (possibly a little blood), but the lanolin will help a lot.
Don't buy your nursing bras until after your milk comes in. There's absolutely no way to tell what size your boobs will be: they may be the exact same size, or they may grow exponentially.
On the subject of nursing bras, find some nursing sleep bras. They're like very unsupportive sports bras. You won't be able to wear them out of the house without bouncing a lot (well, maybe if you have small breasts... alas I am not so lucky) but they're very comfortable to wear around the house, and they keep the breast pads in place. It took me weeks to find out about them, and I was washing my sheets every day because I would wake up in a crusty spot of leaked milk. They're really not very expensive, and so worth having.
And I'll be another person to say having a LC on call is great. Hopefully your hospital will have some on staff, if you give birth in a hospital. At mine, all of the nurses in the maternity ward were licensed LCs and there were a two dedicated LCs too. Say that you'd like a LC to see you ASAP after birth. Look into BFing support networks, such as LLL. Ask at the hospital, too: mine had a "breastfeeding support group" that meets every afternoon, M-F and is run by a LC and you can just go in and ask any questions and get help with latch. I ended up going a few times with both my kids for various questions, and it was such a great resource to have available.
And I'll also add to the vote that birth can influence BFing I'm sure, but it's by no means something that you can't overcome in most circumstances. I've had two C-sections and neither baby had any problem latching or getting plenty of food: I had two 20lb 4mos to prove it!