I don't get Chucky as tragic either.
I also back RC's Universal monsters suggestions and add one he left out. The Phantom of the Opera.
Norman bates is also really messed up and it's not his fault. Not completely. I'd actually recommend watching the entire Anthony Perkins Psycho series. They do a great job at building his character without ever turning him into a cliche monster.
I'm also going to toss out "Baby" Jane from Whatever ever Happened to Baby Jane. There's a far underrated movie for you that's bound to make you uncomfortable at some point.
This is really confusing me.
Not your comment-the fact that you look like Trevor.