Re: latching problem
with the PP. The fact that your cracks have healed means that your baby's latch is improving, and that's great even though you are still seeing lipstick nipples and have pain. A baby's latch almost always gets better if mom can just hang in there through the rough early days. Newborn mouths are tiny and can't latch on deeply, but babies grow and their mouths grow! So if you can just be patient, I think your issues will work themselves out.
Lipstick nipples mean that your baby's latch is too shallow, and as she feeds your nipple is getting compressed between her tongue and hard palate (most likely). Sometimes babies compress the nipple because it slows the flow of milk, which often happens when mom has a ton of milk and it comes out really fast. If you are frequently engorged, see milk spray or squirt from the breast when baby comes off the breast during a feeding, if you leak a lot, if you can pump multiple oz of milk after nursing (if you are pumping), if your baby ever chokes, coughs, gags, splutters, clicks, or clucks during nursing- all those things could point to an oversupply issue and fast letdown.
Often, however, a shallow latch is not a letdown issue but rather a problem with the baby not getting deep enough onto the breast when she latches. When baby has a shallow latch and mom has an average milk supply, long feedings can be the result, since baby has to feed for a long time to make up for the slow trasnfer of milk. Tongue-tie, a small mouth, or a positioning issue can be the root problem- so it really makes sense to seek hands-on help from a lactation consultant, preferably an IBCLC. Meanwhile, you might want to google the words "nipple sandwich technique" for descriptions of a way to get more breast into the baby's mouth.
Regarding breast emptiness, the breast is actually NEVER empty, because milk is produced as the breast is drained. The faster the breast is drained, the faster milk is made to replace what was taken out. You can't empty a cup that's always being refilled! It's usually best to allow a baby to set her own time limits at the breast. However, if you feel like your baby has thoroughly drained both breasts and still seems unsatisfied if you take her off the breast, you can always switch her back to the breast you started the feeding with, and then to the second breast if she still seems hungry after that. Switch nursing is great for supply.
Falling asleep at the breast and using the breast as a dummy are totally normal for such a young baby, and are not indicative of any sort of problem. In fact, having your baby use the breast as a dummy is a good thing- it's good for supply, and good for her to be warm and close to mom. This phase won't last forever! Best thing you can do right now is to just accept that right now your baby's entire world is your breast, and just let her spend as much time as she wants there.
You're doing a great job, mama!
Coolest thing my big girl said recently: "How can you tell the world is moving when you are standing on it?"
Coolest thing my little girl sang recently: "I love dat one-two pupples!"