During an interview with Howard Stern, Madonna revealed that she used to date rapper Tupac in the early nineties.
“I was dating Tupac Shakur at the time and the thing is he got me all riled up on life in general,” Madonna said. “So when I went on the show I was feeling very gangsta.”
The two first laid eyes on each other March 1993 at the Soul Train Music Awards in Los Angeles after actress Rosie Perez introduced them to each other.
Madonna even credits her then boyfriend Shakur for her foul-mouthed controversial appearance on the Late Show With David Letterman on March 31, 1994 according to Daily Mail:
‘I was mad at [David Letterman] when I said the F-word a lot,’ she told Stern. ‘I was in a weird mood that day. I was dating Tupac Shakur at the time and the thing is, he got me all riled up about life in general.’
Source: Sister2Sister