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Here's my best shot at remembering the few really shocking endings I've come across. It's spoiler-free. I promise.
1. Every book but the last in a series, like the Wheel of Time (Robert Jordan). The authorial practice of ending volumes of an unfinished story with sudden cruel cliffhangers is annoying, but effective.
2. The Host (Stephenie Meyer). Actually, the real ending was perfect and fitting; it was the fake-out ending that left me muttering and crying and furious for a night. But I did drop my jaw when I discovered the real ending. And then sobbed in relief. It was a little pathetic of me, yes.
3. And Then There Were None (Agatha Christie). All the way through that book, I was utterly terrified and confused. And I never would have figured out the truth on my own.
4. Pretty much every other mystery novel I've ever read, too. My grandmother liked Phyllis Whitney's books, so I read a few of those, and was usually completely shocked upon learning who the psychopath really was. Chesterton's Father Brown mysteries always take me by surprise. Mary Higgins Clark novels take me by surprise. Heck, most of the Harry Potter books took me by surprise. Mysteries just do that to me. :)
What book endings have taken you by surprise?