In his 2008 bestselling memoir, “Life with My Sister Madonna,” Christopher Ciccone opened up about what it was like growing up with the pop star and how their relationship had deteriorated by the 2000s. Per the Denver Post, Ciccone made a number of insulting statements about his sister in said memoir, including tarnishing her many talents. When it comes to her acting, for instance, he wrote, “She has no idea whatsoever how bad she is.” And when it comes to her live performances, he added, “Her moves are, indeed, terrific. Her voice, however, is another matter.”
According to an interview with The Guardian, their relationship began to deteriorate around 2001, when Madonna refused to appoint Ciccone as director of her Drowned World tour and instead appointed choreographer Jamie King. “From the moment I found out that I wasn’t doing Drowned World, to her and Guy’s wedding, everything became a bit of a blur,” Ciccone said. “A dark, fairly negative period of time for me.”
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Madonna herself had no idea about the memoir’s existence until well into its making, only finding out when Ciccone reached out to their father looking for old pictures, per Fox News. Madonna tried to contact him about it, but he refused to talk to her, even saying that, “I will admit to a guilty pleasure in watching her squirm” (via Today).