Madonn, 61 And Brahim Zaibat, 33—30 year difference

This is another relationship worth mentioning since it was Madonna’s relationship with the biggest age gap yet. Madonna is definitely one hell of a cougar! In any case, you know how this ended. Like it has ended for every single one of Madonna’s relationships: down the gutter. She was 30 years his senior, and he was her backup dancer. To their credit, their relationship was able to last for 3 years, which is a big deal in Madonna’s standards.

According to reports, it was their careers that held them back. But some reports, however, implied that Madonna got jealous over Zaibat’s relationship with another dancer. A source even said that Madonna felt used by Zaibat so she called this relationship quit. We may never know the truth behind their break up, but the two seemed to move on and focus on their own fields.