Sean “Puffy” Combs and Jennifer Lopez were the epitome of the power couple back in the day. Puff and J-Lo were the most influential couple of their era. The paparazzi couldn’t get enough of them. Pictures of them were everywhere, long before social media became a thing.

Months after they began dating, J-Lo’s body language started showing signs of an impending breakup. Lopez was already plotting her escape from him when they were arrested in the aftermath of a shooting outside the Times Square Club in New York on Dec. 27, 1999.

By the time Combs was acquitted on all weapons-related charges, J-Lo was gone. The decade’s hottest romance burned itself out in less than a year.

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