DD was not too fond of cow's milk while she had the boob but she loves it now. Back then I made sure she had yoghurt and cheese during the day so she would have enough calcium.

I never was good at getting much milk out with a pump so I don't know about that. I used to pump for 20 to 30 mins on each side just to get 50 mLs from one side and 80 from the other, and this was at the beginning when my breasts were full!

I know I used to hear DD swallowing so I knew when she was drinking and when she was just sucking, but the sucking didn't bother me too much as it was a great excuse for me to get off my feet for a little while. If you can't hear the swallowing have a look at her throat to see if you can see it. Other than that I wouldn't worry too much, just enjoy the journey while it lasts. I was surprised at just how much I missed my bf cuddles.

PS Good luck Je$$ with your bf. If you run into any trouble don't hesitate to ask for help. The ABA are very good or you could try an International Board Certified Lactation Consultant, they are worth their weight in gold.