LOOK: Tupac’s letter to Madonna reveals he dumped her for his ‘image’

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A 1995 letter from deceased rapper Tupac Shakur reveals that he and Madonna had a fling—and that he broke up with her for a shocking reason.

In the handwritten letter unveiled by the entertainment site TMZ, while in prison, Tupac penned the following lines, addressed to the Queen of Pop: “I must apologize to you because like you said I haven’t been the kind of friend I know I am capable of being.”

“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 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.”

He further wrote, “I have grown both spiritually and mentally. It no longer matters how I am perceived. Please understand my previous position as that of a young man with limited experience with [an] extremely famous sex symbol.”

He then offered his “friendship once again this time much stronger and focused.”

He also asked if she could visit him in prison: “I would love to speak face to face with you. It’s funny but this experience has taught me to not take time for granted.”

At that time, Tupac was serving a nine-month sentence for a sexual assault case. On September 13, 1996, he died from injuries sustained at a drive-by shooting.

Madonna only made their relationship public in 2015 on the Howard Stern radio show. Last June 17, Madonna commemorated the rapper on his birthday:

The note will be auctioned at the Gotta Have Rock and Roll pop culture auction, with the starting bid at $100,000 (over P5 million). Niña V. Guno/JB

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