Breastfeeding Woes

Yikes! Being a mum is so much harder than I ever imagined but oh my word, it's so rewarding and I wouldn't go back to not having Shaun at all.
Up until last Friday breastfeeding had had it's ups and downs. Most people live "day to day"; I was living "feed to feed". My moods were fluctuating so much based solely on how Shaun was breastfeeding.
I think a lot of the nursing problems I brought on myself... I came into motherhood with the impression that breastfeeding was painless and natural for mommy and baby. Since Shaun had so much trouble latching, my nipples got cracked and raw. They hurt so terribly I'd be in so much pain I'd cry and my toes would curl and I'd get all tense. Shaun probably felt how tense I was and that prevented him from relaxing and latching well. By the time last Friday came I didn't even want to feed him anymore. I was in Wayne and Leah's bedroom with Craig and through tears admitted to him that I wanted something to happen to Shaun so I didn't have to feed him anymore. Craig took that as the sign to ask Lisa for her breastpump for that feeding. I pumped for 2 or 3 more feedings after that and I used the frozen breastmilk I had too. By the time the 1AM feeding rolled around, Shaun was hysterical and I was desperate. I stuck it out for almost 2 hours and Shaun finally figured it out. He latched and hasn't gone back since!
I walked to the mall today to buy Stesha's shower gift and to buy Melissa a gift too. My perineum is really sore now though. I'll have to take it easy tomorrow.
I've decided to be firm and strong and not only get Shaun on a schedule but let him cry it out too. He's been upstairs about an hour. He cried for 17 minutes at first and then it sounded like he fell asleep. I think, though, that the TV was too loud and there was a new mum using a high pitched voice like me. Shaun woke up and now he's been crying for almost 10 minutes again. I'm going to go up in a few minutes to do his feeding if he doesn't stop. Otherwise I'll go up in 30 minutes... maybe an hour. It's be 9 PM or 9:30 PM.