For me the worst thing was when I invited my parents to more expensive restaurants (more the $50 category in a cheap country) that my father was complaining about how small and expensive is the food, and making jokes about it to the waiter. They got used to it after 10 times going to these places, but I still felt ashamed for some time.
There's a very specific meaning to price rangers of restaurants, I always use Yelp $ sign ratings as an example; they categorize every place into 4 price ranges from $ to $$$$. Generally, the breakdown is as follows:
$ - counter/fast-food/food truck/sketchy
$$ - regular
$$$ - regular, but very small servings and artfully arranged
