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Top 22 Popular Celebrities Who Have Gone From Grace to Grass Bankrupt. Riches to Gutters for real. (Full Details)

20. ANTHONY CICCONE AND MADONNA

Despite having one of the most famous sister’s in the world, Anthony Ciccone recently revealed that he is homeless and living on the streets in Michigan. “You think I haven’t answered this kind of question a bazillion times — why my sister is a multibazillionaire and I’m homeless on the street?” Madonna’s older brother told the Michigan Messenger.

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