Christopher Ciccone (Brother of Madonna)
They seemed so close! Madonna’s gay brother Christopher, one of her five siblings, didn’t just decorate her homes and her concert stages; he also acted as her back-up dancer, assistant, and personal stylist. He’s prominently featured in the 1991 documentary Truth or Dare.
Photo credit: Kevin Mazur/WireImage
These days? Not so close, not since Christopher published last year’s negative tell-all, Life With My Sister Madonna. Christopher claimed that he and his sis are estranged because of then-hubby Guy Ritchie’s “homophobic” views and wrote a book — about her — to "define myself and separate from my sister at last." But frankly, the very existence of this book makes the explanation from the Madonna camp sound far more plausible: that Christopher is a drug-addicted leech who his famous sis finally decided to stop supporting.