Tupac’s 1995 Prison Letter Reveals Break Up With Madonna, Blames Race As Reason

Back in 2015, Madonna revealed that she had a romantic relationship with the late rapper Tupac Shakur. However, the iconic pop star gave no explanation on why they split up. Last Wednesday, a letter from 1995 shed light to the question. The letter, handwritten by Tupac Shakur himself, says that he decided to leave Madonna over race. The rare Tupac Shakur letter to his ex-girlfriend Madonna is up for an auction on July 19-28 at Gotta Have Rock and Roll.

Madonna and Tupac Shakur Photo via Madonna official Instagram account (screenshot)

Tupac Shakur Break Up Letter: What it says

TMZ first broke the report about Shakur’s letter to Madonna. Written on 15 January 1995 at 4 a.m. inside his prison cell, Tupac’s letter begins with an apology. The letter goes on saying that people might have perceived Madonna as “open and exciting” for being “seen with a black man.” However, that wasn’t the case for him. Shakur confessed, “I felt due to my ‘image’ I would be letting down half of the people who made me what I thought I was.” Basically, he explains himself breaking up with her because she is white; they are not of the same race.

The controversial letter, besides being an apology and explanatory letter, is also a plea for reconciliation. He wrote that after their relationship’s downfall, he wanted a “stronger and more focused” friendship with Madonna. Recognizing how devastated she could be, he clarifies that he “never meant to hurt” her.

Tupac Shakur in Above the Rim (1994). Photo by New Line Cinema

Being a thoughtful man painfully saying goodbye to his girl, Shakur warned Madonna to be careful, recognizing the world’s cruelty. He wrote, “Please be careful Madonna… There are those whose hearts bleed with envy and evil. They would not hesitate to do you harm!”

The letter ends by asking her if she could make time to visit him. “It’s funny but this experience has taught me to not take time for granted,” he said.

Tupac’s Letter Now In Auction

The three-page love letter which was written a year after Shakur’s death will go up for auction on Gotta Have Rock and Roll. Alongside it are more highlights including Michael Jackson unreleased last album, Elvis Presley costume and much more. The starting bid for the Tupac Shakur letter to Madonna is $100K.

“Material Girl” singer Madonna has yet to speak publicly about the letter.