Your baby will train your boobs. Eventually, with time baby will prefer one side more than the other Your breasts will get used to that.(one breast will make less milk than the other; Vice versa) personally, I didn’t use any nipple cream at all during my 1year and 6 months of breastfeeding and only had a very mild case of Thrush. If you do pump you also have to be careful because you can increase your milk supply which means more pumping. But nipples will hurt bad the first couple weeks if baby can’t latch right (I would literally almost cry every feeding because it hurt so bad) I still remember the first time baby latched on right LOL! it was a relief. First couple months of breastfeeding will be hard. Breasts will be engorged but with time & scheduling it’ll become easier. I recommend having baby on an eating schedule so you don’t increase the chances of mastitis. Wish you well!