Tupac Dumped Madonna Because She's White, His Prison Letter Reveals

by ZACH JOHNSON | Wed, Jul 5, 2017 5:45 AM

Tupac's relationship with Madonna ran deeper than anyone knew.

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In 2015, the Material Girl made headlines after revealing she had dated the rapper three years before his death in 1995. "One time I was mad at [David Letterman] when I said the f-word a lot, but the rest of the time was good," Madonna told Howard Stern. "I was in a weird mood that day. I was dating Tupac Shakur at the time, and he had got me all riled up about life in general. So, when I went on the show I was feeling very gangsta." Later that year, the rapper's brother, Mopreme Shakur, told Vlad TV he helped facilitate the romance. "She gave me a note to give to him; I was just happy she was giving him a note. Everybody was there. I went over and gave it to him. He was about the business and then they linked up. I would take him to her house and s--t when we got back to L.A. Yeah..." he recalled. "They were a thing for a minute." (In 2014, Rosie Perez told Wendy Williams she played a role in introducing the former couple.

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On Wednesday, TMZ published portions of a letter—written Jan. 15, 1995 at 4:30 a.m.—that Tupac wrote to Madonna while serving time for sexual assault at Clinton Correctional Facility. Gotta Have Rock and Roll will auction off the letter between July 19-28 with a starting bid of $100,000; according to TMZ, the last letter written by the rapper fetched more than $170,000.

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TMZ redacted four chunks from Tupac's letter. The late rapper started by calling Madonna "M," saying, "I've waited a long time 2 finally write this mainly because I was struggling to find all the answers that I wouldn't leave any unanswered questions. First and foremost, I must apologize to you because like you said I haven't been the kind of friends I know I am capable of being."

Later in the letter, he explained that he broke up with the "Human Nature" singer because of her race. "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 & exciting," he wrote. "But for me at least in my 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."

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Tupac went on to reference an interview where Madonna had supposedly said, "'I'm off to rehabilitate all the rappers & basketball players,'" or something like that. "Those words cut me deep seeing how I had never known you to be with any rappers besides myself. It was at this moment out of hurt & a natural instinct to strike back and defend my heart & ego that I said a lot of things." After another redacted paragraph, Tupac continued to share his side of the story with Madonna. "Can you feel me? In the time since, as u can see, I have grown both spiritually and mentally. It no longer matters how I'm perceived," he said. "Please understand my previous position as that of a young man with limited experience with an extremely famous sex symbol."

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Later in the letter, the hip-hop heavyweight wrote, "I offer my friendship once again this time my stronger & focused. If you are still interested I would like to further discuss this with you but some of it couldn't wait. I felt compelled to tell you...just in case anything happened 2 me."

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Tupac ended his letter with a warning for the Queen of Pop. "Please be careful Madonna. Everyone is not as honorable as they seem there are those whose hearts bleed with envy & evil. They would not hesitate to do you harm!" Tupac wrote. "Let my 6 bullets be proof of that!"

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After signing the letter, he added a final message: "I don't know how you feel about visiting me but if you could find it in your heart I would love to speak face to face with you," Tupac, who was fatally shot, said. "It's funny but this experience has taught me to not take time 4 granted."