Please help me

I had my son a week and a half ago and the last two days he is just crying for the boob and my boobs just feel so empty but when I squeeze there's milk so I don't know what I'm doing wrong but there not feeling full and I don't know if he's getting enough, I'm not pumping am I suppose too? I didn't get to breastfeed my first because the same thing happen, he's got a good latch and all the rest its just my supply