Tom Cruise dated Cher back in her buttless chaps-wearing days. The sixty-one year old singing diva has admitted to having a fiery fling with a twenty-three year old Tom Cruise when she was thirty-nine. “I was crazy about him,” Cher tells Oprah in an interview set to air on The Oprah Winfrey Show on May 8th. “It could have been a great big romance because I was crazy for him.”

“He was shy,” Cher says. “He said he felt like such a boob in school and nobody talked to him. We went on a date once for dinner in a New York restaurant and the waitress was from his old school.”

“He told me she never talked to him back in school, but now he was recognised he got all her attention.”

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