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Great works of are become great for a reason: They are compelling in a way that is both immediate and timeless. And this is certainly true of the best paintings, sculptures and other artworks you can find in the collections of The Met, the Guggenheim, the Whitney and elsewhere. But there is a dark side to the ways in which masterpieces can fire the imagination: They also inspire emotionally troubled or unhinged individuals to vandalize the work. The reasons they give for doing so range from religious visions to jealousy to claims that defacement represents a form of protest. (A famous instance of the latter involving Pablo Picasso’s most famous painting occurred right here at MoMA.) However unfortunate, the stories behind these incidents provide fascinating case studies in how great artworks have the power to move us, both positively or negatively. To prove the point, here are ten of the most infamous cases of art vandalism in history.