Holli, just on the actual issue you've posted about, just because he's saying these things doesn't mean you have to either agree or go silent.
There are things you can say to defuse it a bit.
On the staying in bed for the last 2 months; 'Oh God, how awful. That must have been so boring/difficult for you. I'm bloody lucky that I got hit with that 3rd trimester energy.'
On the pain relief - I didn't have pain relief either, and if it comes up, I usually say 'I got so lucky, both with pain levels and length of time.' and 'sometimes I think that if it had hurt much more or gone on longer, I don't think I'd have been able to hold out. It was pretty grueling towards the end.'
On the sleeping through, smile and say; 'Heh, I'm not sure I remember it quite the same way!' or 'Yeah, but I'd dreading the next cold/teething.'
On breastfeeding; 'I got a latch really quickly and lucked out there...' or 'But do you remember those first couple of weeks getting it established though? That wasn't exactly a walk in the park.'
I think if you take the stand of 'we have been lucky' when listening to other people, then it's easier to remember the things to say that make you sound more human.