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Relatable Books That Feature Characters Over 50

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17. 'Olive Kitteridge'
A Pulitzer Prize-winning novel, this book looks into the life of Olive Kitteridge, who is a retired schoolteacher who hates the changes going on in her small town. The story gives us a look into all the different town folks' lives - from a musician plagued by a former romance to Olive's own child who feels suffocated by Olive's ideas - and creates an intricate portrait to the human condition.