‘I Was Feeling Very Gangsta’ – Madonna On Dating Tupac Shakur

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So the rumours are true: Madonna has confirmed she dated Tupac Shakur after two decades of speculation while on Howard Stern's SiriusXM radio show

Madonna has confirmed she dated Tupac Shakur after two decades of speculation. The 56-year-old talked about her brief relationship with the rapper, who tragically died in 1996, while on Howard Stern’s SiriusXM radio show. The pop icon offhandedly remarked about the state of mind she was in during a David Letterman appearance back in the 1990s when revealed her relationship with Tupac.

Stern asked her if she liked Letterman because back in the 90s all of her interviews appeared hostile. Madonna said she was usually flirting with the late night host except for one appearance in 1994 where she was a bit vulgar in her language.

‘I was mad at [David Letterman] when I said the F-word a lot,’ she explained. ‘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.’

‘So when I went on the show I was feeling very gangsta.’

Madonna was long believed to have dated the iconic rapper in 1994 (the same year as the Letterman appearance) but she has not spoken publicly about the relationship all that much. Previously, just prior to his death, Tupac referred to Madonna as ‘real nice’ and someone who ‘helped me a lot’.

A book by Lucy O’Brien, Like An Icon (2007), claims that the Material Girl not only dated the Ghetto Gospel rapper but wanted a baby with him. Madonna has never responded to the claim but has since gone on to become the mother to four children, ranging in age from nine to 18. Tupac was shot and killed on September 7 1996 in Las Vegas after a Mike Tyson boxing match.