Tupac Letter to Madonna Up for Auction

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Because private celebrity information is never actually private, especially after you’re gone, a 1995 prison letter from Tupac to Madonna is up for auction. In the letter dated January 15, 1995, 4:30 a.m., Tupac admits to Madonna that their relationship ended due to her race.

The world famous pop singer and sex symbol had a brief romantic relationship with the West Coast rapper in the 90s. In the letter, provided by TMZ, Tupac addresses the issue by saying he needed time to find the right answers before addressing their failed relationship. He goes on to say, “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,” Tupac said. “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.”

For anyone who admired Tupac as a writer and person knows this display of decency and authenticity is the real deal. The letter has been proven authentic, and is up for auction at the Gotta Have Rock and Roll Sale on July 19th to 28th.

Part of the letter is in rebuttal to Madonna’s previous remarks from an interview regarding their friendship, saying, “I’m off to rehabilitate all the rappers and basketball players’ or something to that effect.” To which Tupac writes an apology saying, “Like you said, I haven’t been the kind of friend I know I am capable of being.”

Tupac continues to speak on his own self-reflection during his time in prison, adding that he’s “grown both spiritually and mentally” in an effort to recharge their friendship. He also says that he is no longer the, “young man with limited experience with [an] extremely famous sex symbol.”

The three page letter ends on an ominous and continued self-reflective tone. Tupac says, “This experience has taught me not to take time for granted,” he said. “If there is any information you can share with me regarding Jack and crew, please do. It could very well be a matter of life and death.”

He goes on to warn the pop star, saying,”please be careful…Everyone is not as honorable as they seem,” he says. “There are those whose hearts bleed with envy and evil. They would not hesitate to do you harm! Let my 5 bullets be proof of that!”

We’ll never know who or what Shakur was referring to, but sadly, he passed away on September 13, 1996 six days after being assassinated in Las Vegas in a drive-by shooting.

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