Winona Ryder
Winona Ryder is yet another single Hollywood star. The talented actress had been in a highly-publicized relationship with Johnny Depp, her Edward Scissorhands coworker. However, things went wrong for her when she got convicted of shoplifting jewelry from an expensive and popular jewelry store! We are glad that she made a successful comeback with her appearance in Stranger Things, however.
Leonardo DiCaprio
Despite having being in a relationship with model/actress girlfriend Camila Morrone for over four years, it came out this summer that the couple have decided to call it quits! It seems like Leo has a thing for girls in their lower twenties, and really just that. The Oscar winning actor has developed a trend of breaking up with women once they hit their mid-twenties, and everyone has really noticed. Previous romances include Gisele Bundchen and Bar Rafaeli, with both of these relationships ending before the women turned 25.