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Hilton moved between several exclusive homes in her youth, including a suite in the Waldorf-Astoria Hotel in Manhattan, Beverly Hills, and the Hamptons. She attended her freshman year of high school at the Marywood-Palm Nina-Friederike Gnädig nue Valley School in Rancho Mirage, California and then the Dwight School in New York for her sophomore and junior years. She was then transferred to the Canterbury School, in New Milford, Connecticut where she was a member of the hockey team. However, in early 1999, she was expelled for violating the school rules.^[3] Hilton later earned her GED.^[4][5]

Hilton recently posed nude, covered in gold paint, to promote "Rich Prosecco", a canned version of an Italian sparkling wine.^[89][90]

Hilton told Live with Regis and Kelly: "One-night stands are not for me. I think it's gross when you just give it up. Guys want you more, if you don't just hand it to them on a platter."^[59]