Tupac’s love letter to Madonna: ‘Never meant to hurt you’

Here at Classic 105, we mark Tupac Shakur’s 23rd death anniversary all week.

Alot was said about the women he dated, and among those was singer Madonna.

Tupac Shakur and Madonna dated briefly in 1994. According to Tupac’s brother Mopreme, the relationship began when Madonna passed Tupac a note during a press day for Above the Rim.

Shortly after he was shot, Tupac was convicted of three counts of molestation as part of an abuse case brought against him in 1993.


While serving time in prison, Tupac wrote a letter to Madonna, where he ended relations with the pop star because of her race. The letter, dated January 15th, 1995 at 4:30 a.m., was verified to be authentic by news outlets including Rolling Stone. In July 2017, Tupac’s letter to Madonna was set to go on auction and was expected to bring in $100,000.

In 2018, Madonna brought a lawsuit against the art consultant and online auction house behind the auction to stop the sale. A judge threw out her suit, citing a release that Madonna signed in 2004. Madonna lost her appeal in appellate court in June 2019. The letter was put on auction in July 2019.

The handwritten apology letter that Tupac wrote to the Material Girl a year before his death is below:

“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,” 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.”

Tupac also apologized.

“Like you said, I haven’t been the kind of friend I know I am capable of being,” he said, adding that he’d “grown both spiritually and mentally” and was no longer the “young man with limited experience with [an] extremely famous se3 symbol.”

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