Diddy
Diddy found himself in hot water with the law in 1999, when he, his then-girlfriend, Jennifer Lopez; and his former Bad Boy artist, Shyne, were implicated in a fight at the now-defunct Club New York in Times Square. Diddy and Shyne allegedly got into an altercation with a group of men at the club and things turned deadly when shots were eventually fired between the two parties. Diddy and Shyne were later charged for the shootout, but Diddy was acquitted of all charges, while Shyne ended up being convicted and serving nine years in prison.
