She's definitely had an interesting love life over the past few decades. And Madonna isn't shy about sharing her thoughts on her exes, or her current lover. Madge has been connected to plenty of famous men, including the likes of Sean Penn, who she was married to back in the '80s.
But before she married her next husband, Guy Ritchie, and before she got with Carlos Leon, daughter Lourdes' dad, Madonna briefly dated another famous face. In fact, she and Sarah Jessica Parker share the same intriguing ex.
While Sarah Jessica Parker seems to only have nice things to say about her ex John F. Kennedy Jr., Madonna wasn't so kind. Madge dated JFK Jr. while she was separated from Sean Penn, pointed out InStyle. But the rebound relationship wasn't all roses.
Most fans recall that JFK Jr.'s mom, Jackie, didn't like Madge much. For one thing, says InStyle, Madonna taking license with catholic icons wasn't appreciated by the matriarch of the family.
But Madonna had her own complaints about the Kennedys. In fact, she's been quoted as saying that John had a bad temper. She went so far as to say that his temper was "slightly more frightening" than her ex's. After all, Madonna and Sean Penn had a tumultuous history, but to hear that golden boy JFK Jr. was holding some pent-up anger was likely jarring for fans of the late celebrity.
Of course, it's not as if Madonna has gone around giving interviews about John or publicizing her past relationship with him. All of these quotes attributed to her seem to be hearsay; a biographer who wrote a tell-all book on Kennedy Jr. is the one who says Madonna revealed how angry the political icon was.
Plus, as InStyle points out, John did invite Madonna to pose for photos for his "political and cultural magazine" years after they broke up. In a weird twist, Madge actually dressed up as Jackie Kennedy.
As fans know, Madonna is not one to shy away from controversy, though, and that magazine cover likely didn't bother her any -- even if fans thought it was a bit weird. She is all show business, after all. Even if fans don't always appreciate her antics, such as her recent "scandal" with her much-younger boyfriend.
But as far as how Madonna met and wooed JFK Jr., fans have to wonder whether he purposely chose Madge to get the media (and maybe his mom) riled up. Though John later went on to marry someone else, it was his past relationships and 'playboy' behavior that earned him plenty of headlines -- and more notoriety even decades after his passing.