One of our dogs has issues with trying to swallow gigantic pieces of food, including bone, and almost choking on it and then regurgitating it. However, if you hold it for her, she's perfectly fine. Maybe you can try holding it for him, which may allow you to control the pace that he eats. Also, with meat-only bits, you can cut it up into small chunks or balls and give it to him piece-by-piece.
Dogs' teeth aren't actually designed for much chewing, so it's common for them to swallow small chunks that aren't too chewed. Of course, you'll want to make sure he is chewing the bone well (unless, of course, he's on a premade diet or ground with bone already in it; then it's no issue.)
Last edited by CuddlesMom; 05-04-2016 at 08:05 PM.