I am a High School English Teacher, so know that before reading my list.
Middle School Favorites:
The Giver was, hands-down, my favorite middle-school assigned reading. I have reread it a few times since and still find it fascinating.
High School Favorites:
Crime and Punishment blew my mind. I had to read it for summer reading, and I embraced the intense philosophical questions and understood the moral quandry of Raskolnikov. It is still one of my favorite reads.
The Once and Future King was lots of fun. I had read some Arthurian legend for fun, but this book put it into a great perspective, had some fascinating social satire, and was just plain funny.
Catch-22 is a riot! I have read it a few times now and I still get the giggles while reading it. I would love to do a whole unit with a class on disjointed war novels and couple this with Slaughterhouse V.
Cry, The Beloved Country is the most heart-wrenching, touching testament to faith and human spirit I have ever read. It also deals with social issues in a wonderfully truthful way. If you don't cry while reading this book, you not only have no heart, you have no soul.
The Death of a Salesman is my favorite Arthur Miller...except for The Crucible. They both are very touching and moderately depressing. I think I learned my devotion to unwaveirng idealism by reading John Proctor for my class...and it has stuck. I also think I learned the value of living the life I have been given, not the life I wish for myself, by my Salesman experience.
No Exit was lots of fun. I went into it expecting something vaguely Kafka-esque (which is pretty much the lowest expectations I can set on a piece of literature). What I got was a spooky and intense look at a fascinating concept of hell-and of life.
The Taming of the Shrew wasn't my favorite when I read it for English class Junior year, but my Senior Year I auditioned for the Shakespeare Production class my school offered that year and I made it in--and landed the role of Petruchio in Taming. The intense study I had to do in order to perform that role made me truly appreciate what the play had to offer and fall in love with Shakespeare.
The Odyssey made for a great read--between the mythological underpinnings which I was always a sucker for, and the good ol' adventure story aspects of it, I had fun.
Wuthering Heights started to bore me when I was assigned it--so I didn't bother finishing. Months later I was stuck at a hair-cut place with a wait ahea dof me and Wuthering Heights was the only book in my car, so I started reading it...and was completely enthralled. I guess I could only enjoy it when I didn't HAVE to read it.
College Books
Ender's Game accounts for most of my love for Orson Scott Card. I read it for fun in college, but then my last year at school I took a YA Lit class and had to read this book again. I was amazed at how many non-Sci-fi fans enjoyed this book.
The Man Who Would be King is my favorite Kipling book. It is short, fun, and a great criticism of British Colonial attitudes. The movie is pretty great too.
Staying Fat for Sarah Burns is another book from the YA class. This book has one of the most touching friendships in a book I've ever read and the high schoolers are written better than most I've seen. Also, it has a GREAT chase scene.
Stargirl is love. This YA book made me fall in love with the title character a little bit.
The Maltese Falcon is great, classic noir crime drama. It is the genre in its purest form.
Romeo and Juliet. I read it in high shcool and liked it, but as I got older, I felt that it wasn't "good enough" Shakespeare. Then I took my college Shakespeare course and realized that it is studied so early because it IS great Shakespeare.
The Marriage of Heaven and Hell made me go from a vague interest in William Blake to a love for William Blake. An insightful look at religion and free-will.
The Memory of Old Jack is an agrarian novel that captures the tragic death of the southern courtly agrarian lifestyle that was shot during the American post-civil war era and has slowly died out over the last 100+ years. Its tragically beautiful snap-shot of southern culture's dying breaths.