Breastfeeding is uncomfortable and hard at first, but it's usually worth it. People put a lot of pressure on moms to breastfeed, but truthfully it's not for everyone, so if you give it an honest try and it doesn't work out that is ok. I didn't want to with my first son, and I had a lot of guilt about not even trying. With my second son, I really wanted to breastfeed but I wasn't prepared and didn't have the right equipment and I ended up giving up again. This time around I am gung ho and planning already. The medela pump in style or freestyle pumps are both really good, the best thing about these pumps is that you can do both breasts at the same time. Invest in the right clothing, that makes it easier too. Ask WIC for help if you qualify, if not, find a breast feeding consultant (expensive but worth it). The pumps themselves don't hurt you, but when your nipples are sore or cracked, heck yes it hurts to pump! Your breasts won't be smaller because of pumping, they will stay larger longer if you breastfeed. My personal opinion is that breasts end up more deflated and droopy if you don't bother to breastfeed because your body doesn't get to follow it's natural postpartum cycle.