I find the dentist equally brutal.
I have pretty bad teeth and i don't floss as much as i should so obviously i am mostly to blame for my dentist hate and my overall dental care experience.
The worst thing i've ever had done was probably a really deep cavity that was filled. It was a big one and even the anesthetic wasn't working past a certain point. I could feel the last few drills and it wasn't pleasant. That was 3 years ago or so and recently that same tooth is starting to kind of act up. It's quite sensitive to extreme temperatures and i can sometimes feel pulsing in it. You know what that means.... likely root canal. I'm holding out though and hopefully it won't get any worse.