Thank you for the input on this situation. I am having his teeth looked at again tomorrow. The previous owner could of been mistaken on when they were last done. That's the only possible reason that we can think of that he would be choking on grass
BTW yes we have tried feeding on the ground and in an elevated bucket as long as we soak his food to make a mash he doesnt choke.
Ill post tomorrow after he gets his teeth checked to see what the guy says.