Thanks ladies. I've been feeling better today, so that's a good sign! Bed time went really well, she cried a little when book reading was over, but we had a cuddle and she didn't cry when I put her in her crib. Huge relief there.
Ali, I would say keep trying and I bet eventually it will just seem normal for him. Sometimes when dd would resist at first I'd just kind of get the boob near her lips and she'd just stop all complaints and latch right on. It took some boob acrobatics haha...