Madonna and Tupac
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Oddball Couples! The Stars You Never Knew Dated!

2. Madonna and Tupac
Never in a million years would we have put these two together! Rumours that the Queen and of Pop and the hip hop star dated back in the early nineties was widely speculated at the time, but Madge has finally confirmed the rumours in a recent chat with Howard Stern. Recalling her diva behaviour during an interview on the 'Late Late Show' she explained: "I was dating Tupac Shakur at the time and the thing is he got me all riled up on life in general.”