You're an interesting man. Your list gives me a mixture of jubilation and revulsion
Ha Ha! I'd be interested to know why, because I had a similar reaction to reading them!
Frankenstein was painful to read because I wanted to jump in there and slap the sense into Frankenstein the whole time. I didn't relate to any of the characters but I had opinions about what they were doing, and none of them were listening to my mental screams of frustration.
I liked the Crucible and Washington Irving because I like the idyllic setting of early colonial America - the close-knit small rural communities placed in the context of dangerous survival, hard work to get it done, and above all the thrill of the unknown frontier. More specifically, I think Irving is hilarious and I liked the main character of the Crucible for his principles.
I liked Thoreau because I like the outdoors and the idea of getting back to nature. Last fall I finally visited Walden Pond and walked around it, but I was sick as a dog the entire time because my stomach had a bad reaction to some wings and hot sauce I had eaten two days before, so I had to keep taking breaks or I would start to feel nauseous. XD We read Ralph Waldo Emerson with Thoreau, but I thought Emerson's worldview/philosophy was completely wrong and self-contradicting in several ways.
I think I enjoyed Iron and Silk more than it probably deserves, but I remember it fondly because it really opened my eyes to other cultures- something I missed in my tiny white town. That was the summer reading assignment heading into my freshman year and attending the county high school was a huge culture shock because (despite my hometown) my county is really diverse in regard to heritage. I also discovered I like the traditional Chinese/Japanese approach of simple and natural living reflected in the culture and architecture. Right now in college I'm sleeping on (what Amazon told me were) tatami floor mats (who wants to deal with a bed?)
I am teaching The Hobbit to 8th graders right now. (I teach one period of 8th grade but mostly seniors.) I told them to make my classroom look like a hobbit hole. My new life goal.
Hobbit/LOTR speaks for itself. I first read the Hobbit in 2nd grade, but my sheltered mind was too narrow to even conceive or imagine a lot of the fantastical elements/ world building that Tolkien created, let alone understand the themes, so I was mostly just confused throughout the entire time. Took another look in 8th grade and was completely absorbed. Perfect grade to read it in my opinion and I think that's awesome about the classroom. I was 100% ready to move into the Shire back then. Though, now I've got my sights set on Heaven.
Anyway, this is not my list of favorite books (except for Tolkien). These are just the books that I enjoyed reading in high school because they got me to react instead of fall asleep or (worse) put it down and never think about it again.
And, sorry if I'm taking the thread off-topic.