Getting a fill doesn't hurt at all, the first time I went my dr numb the port area, but the last one he didn't and I didn't feel the needle at all.
As for the question about food getting stuck.....it's just that...food that wasn't chewed well or your band is not allowing to go through. Some times the food is sitting there and trying to make it way through, which can be be very painful until it finally gets through, but there was one time and I'm not trying to scare anyone, I had meatloaf that I didn't chew well and it wouldn't pass, after an hour of pain,pbing, and walking the floor I finally stuck my finger down my throat and had instant relief.
This whole experience has taught me to take small bites and to chew my food well, almost to a liquid before swallowing. It's all about breaking the old and bad eating habits.