The Thoughtful Dresser, by Linda Grant, is one of the best books I've read about clothing and its importance in our lives. I cannot recommend this book enough. Though Grant does not suggest we keep every article of clothing we've ever owned, she acknowledges the role they play in telling our stories:
"If you were to gather together all the clothes you have every owned in all your life. . . you would have your autobiography. The clothes we wear, they comfort and protect us; they allow us to be who we want to be. They tell others what we want them to hear. We come to understand whether or not we can depend on them."
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