John Mayer
Despite his gorgeous looks, charming personality, and amazing voice, 43-year-old singer, John Mayer has never been married! Yip, you did in fact read that correctly! Not only is he very much thriving as a bachelor but he claims that he sometimes has very candid or awkward dating moments which may have cost him in the romance department. However, that never stopped him from dating some high-profile women. Some of his past relationships include celebs like, Taylor Swift, Katy Perry, and Jennifer Aniston.
John Mayer
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.
Leonardo DiCaprio
