The books I keep re-reading and keep re-finding jems and smiles in are Alice's Adventures in Wonderland and Through the Looking Glass by Lewis Carroll. I first read them as a child. I keep a copy in every format that I have storage for. Dead tree version for my bookshelf, Palm version for when I had a palm device, now a Kindle version. There are other books I read over like those by Poe, Doyle, King (love Salem's Lot) but Carroll is the only one I keep replacing. I am not counting the dictionary and the "Good Book" since I use them as a reference tool.
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