In a 2002 TV interview, Connie Chung reportedly asked then-16-year-old Mary-Kate and Ashley Olsen if they were virgins. Ashley “was like, ‘That’s personal. Why would you be asking a 16-year-old that question in the first place?'”

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Source: https://www.buzzfeed.com/kristenharris1/inappropriate-celeb-interview-moments-2000s