Jennifer Lopez and P. Diddy
Seriously though. Jennifer Lopez and P. Diddy were the epitome of an R’n’B match made in heaven. That was until both were involved with a shooting outside Times Square Club in New York. While Lopez was released as she had nothing to do with the crimes, Combs was charged and indicted by a Manhattan grand jury. After that, Lopez called it quits!
Johnny Depp and Winona Ryder
Talk about the ultimate 90’s couple. For three years, these two caused a media frenzy. Especially when Depp got a tattoo dedicated to his partner, “Winona Forever” it read. However after they called it quits, he changed it to “Wino Forever.” At one point they were even engaged! Sadly, they just couldn’t make it work.