Hillary, you are one inspirational mama.In the end it is totally your decision but this is my story.
Our baby was a preemie and had a very hard time b/f. I pumped and pumped until he got his latch down, which was about 2 months. I had mastitis 6 times before he was 4 months old and two of the most painful cases of thrush. I wanted to give up so many times.
My husband was very supportive and told me that he would be there for me no matter what I decided. I cried and cried when I thought about quitting but I was having such a hard time physically. My dr. told me not to be shameful if I quit, that I was being the best mom still and to not give myself a hard time.
It was/is also hard with having to pump/bf all the time. My son would not b/f in public (go figure!) or anywhere that he was not familiar. So I had to be at home, in his favorite chair, every three hours or so.
What I finally decided was to keep at it. This is one gift that I can give to my son right now that will benefit him for the rest of his life... but one that I can only give him now, while he is young.
Sometimes it is hard, like right now he is biting AND going through a nursing strike so I am forced to just pump all day long. I groan sometimes when I look at those pump parts and I think "gosh, I can't even remember what regular nipples feel like!" but in the end, I am happy knowing that I kept going.
I basically told my friends and family that they will see me in a couple years or so, because I made the choice to have a baby, and this is one of the things that comes along with it. Those who are understanding are understanding, those who aren't I don't really talk to much anymore. I would rather hang out with my baby anyways!
Good luck in your decision.