Madonna has a colorful—and extensive—dating history. The Queen of Pop has partook in a slew of high-profile romances, including her marriages to actor Sean Penn and filmmaker Guy Ritchie, her flings with baseball star Alex Rodriguez and Oscar-winner Warre
Remember when Madonna tried making out with a horrified Drake onstage at Coachella in the spring of 2015? It turns out, the rapper may not have been as grossed out by the incident as he looked, because these two actually had a history together. A source told The Sun, "Everyone in Madonna's circle was totally aware there was a brief fling between Madonna and Drake in 2015. They knew it wasn't going to last forever obviously but both of them were single at the time. There was definitely a massive attraction between them." The insider added. "Drake has a track record with older women too so Madonna is absolutely his type. They had fun together but kept it strictly secret. Neither of them ever planned to discuss it."