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There are a lot of nipple types out there and you could spend inordinate amounts of time and money trying them all. But you have tried a cleft palate nurser? or something called The Haberman Feeder?
I don't mean to upset you with what I'm suggesting, but his issues sound a lot like the problems cleft palate infants have.
I assume he has been evaluated for cleft palate and does not have this, however, one of the cleft feeders might help him.
How old is he today (exactly)? And how much does he weigh? How much did he weigh at birth? Was he full term? Did you have any pregnancy problems, like pre-eclampsia or extra amniotic fluid? (unless it's too private to answer in this forum, of course.)
It is very difficult to help an infant over the Internet. (I've never done it before.)
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