MSN.Com: 5. Justin Timberlake
Guys aren’t usually the ones to kiss and tell, but in November 2002, this one told the whole country during a TV interview. Months after Justin and his Mickey Mouse Club co-star Britney Spears had broken up, the boy-bander was asked if Britney had kept to her promise to save herself for marriage. Justin took the low road and answered, “Sure, sure,” so sarcastically that Brit’s good-girl bubble was burst. Britney was forced to fess up later, telling the press, “I thought he was the one. But I was wrong. I didn’t think he was gonna go on Barbara Walters and sell me out!” Cry us a river, Justin, that wasn’t your dirt to dish.

This doesn’t focus all on Britney, but of course, she was mentioned none-the-less.

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