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Madonna Asked Rosie Perez For The Tupac Hook Up

During a personal interview with Brian Custer actress and community activist Rosie Perez spoke about how she hooked up Madonna with Tupac Shakur.


The brief relationship between Tupac and Madonna is well documented, but what doesn’t seem to get spoken of is how the two really hooked up. According to Rosie Perez, it was Madonna who approached the up and coming actress for the hook up.

“I go to the bathroom, I bump into Madonna and she goes, “Girl hook me up!” I was like really? She goes yes, hook it up.. please!” The connection was made possible due to the fact that Rosie Perez’s date stood her up at the 1993 Soul Train Music Awards. When Tupac became aware by talking to Perez on the phone, Shakur immediately came to the rescue.

Rosie Perez and Tupac (Ron Gallella via Getty Images)
Rosie Perez and Tupac (Ron Gallella via Getty Images)

“I go back to my seat and I was like Pac, you won’t believe this but you know Madonna? He was like “Yeah.” I go she wants to hook up with you,” Perez tells host of ‘Last Stand Podcast‘ Brian Custer. Without hesitation Shakur accepted. “Before I could finish, he just got up out of his seat and was like where is she c’mon,” Perez said.

Tupac and Madonna quickly connected says Perez. “The next week you saw her walking down the red carpet with a bandana on her head.” Not many photos are available of the two artists. The photo seen below is one that was taken on March 1, 1994 at the Interview Magazine Party in New York City.

Madonna and Tupac (Photo by Patrick McMullan/Patrick McMullan via Getty Images)
Madonna and Tupac (Photo by Patrick McMullan/Patrick McMullan via Getty Images)

In 1995, the almost two year on-and-off relationship between Tupac and Madonna came to an end. The break up came via a letter written by Tupac to Madonna while Shakur was in prison. A letter which became public as it was auctioned off in 2019 by a former friend of the iconic singer.

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“The effects of racism make it difficult for a young black male to properly show affection for an older white woman. Can u understand that? For you to be seen with a black man wouldn’t in any way jeopardize your career. If anything it would make you seem that much more open and exciting. But for me at least in previous perception, I felt due to my “image” I would be letting down half of the people who made me what I thought I was. I never meant to hurt you,” Tupac wrote in the break up letter.


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