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Definitely Lord of the Rings. I have re-read that every 2 years or so since childhood.
Because I'm a teacher, I have read the (excellent) children's book "Holes" for at least 5 years in a row. I find something clever I didn't notice every time I read it.
I have read some Arthur Upfield mysteries more than once, but I enjoy those as a release.

I have read some Pynchon more than once because I didn't understand it the first time around.
I've read the Electric Kool Aid Acid Test more than once, and enjoyed it. Also "One flew over the cuckoo's nest," although once was for a class.
The Years by Virginia Woolf and another of her books.
I've read at least one Joseph Conrad novel twice.
In the Tennesse Country by Peter Taylor (and some of his short stories) and many Flannery O'Connor short stories.

This is a good idea for a thread, but I'm going to have to give it some thought and browse my bookshelf.
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