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Being the mistress of a king or tycoon might sound like a comfortable arrangement, especially when the gifts included palaces, jewels, and generous pensions. But a powerful lover’s attention didn’t guarantee lasting security, and conspicuous wealth could make a woman a target. Some turned their connections into independent fortunes, while others lost estates, spent heavily, or walked away from it all. A few even ended up financing the men who supposedly provided for them. Here are 20 mistresses whose fortunes came with stories far more complicated than lavish gifts.

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