Tupac Letter to Madonna on Auction Block ... You Can Bet on Sale Price

tupac maddona

Matthew Jordan

Friday, May 4, 2018 3:25 PM UTC

Friday, May. 4, 2018 3:25 PM UTC

An emotional three-page missive years ago from Tupac Shakur to Madonna is expected to fetch serious cash at auction. Bovada offers a prop on just how much.

A 1995 letter from hip-hop artist Tupac Shakur to Madonna where he explains why he broke off his relationship with the Material Girl is scheduled to go on the auction block in July.

A judge recently ruled that Gotta Have Rock and Roll auction house can sell the letter and a small cache of the pop singer’s personal items, including a lock of hair, photographs and a pair of her underwear. Last summer, Madonna filed a temporary restraining order to halt the sale, disputing who actually owned the items. The judge dismissed the case on grounds that the statute of limitations to recover the items had passed.

The Tupac letter is expected to be an auction blockbuster with bids starting at $100,000, according to the auction house website. Bovada is offering odds on how high the winning bid for the letter will be. Odds are +110 it will sell for more than $250,000 and -150 it will sell for less than $250,000.

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Tupac Confesses in Prison Letter He Dumped Madonna Because She Was White https://t.co/16LJYiOCM7

— TMZ (@TMZ) July 5, 2017
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In April 2016, a love letter Shakur wrote in high school to a girl nicknamed “Beethoven” was sold at auction for $35,000. This communication will do exponentially better because, well, it’s written to Madonna, the Queen of Pop.

Penned while Shakur was in jail doing time on sexual abuse charges, he admits race was one reason for their break up.

“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,” Shakur wrote on a legal pad. “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.”

The letter also alludes to a disagreement between the couple and the tensions Shakur felt being involved someone as famous as Madonna.

“First and foremost, I must apologize to you because, like you said, I haven’t been the kind of friend I know I am capable of being,” he wrote. “An interview where you said ‘I’m off to rehabilitate all the rappers & basketball players’ or something to that effect 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 & and natural instinct to strike back and defend my heart & ego that I said a lot of things.”

Tupac would die more than a year later following a drive-by shooting in Las Vegas in September 1996.

Letters written by celebrities have long been popular on the auction block.

In 2014, a pained letter from New York Yankee Joe DiMaggio’s to then-wife Marilyn Monroe after she announced she was divorcing the legendary ballplayer sold for $78,125. Another letter in that same auction to the actress from third husband Arthur Miller sold for $43,750. And letters written in 1969 by Mick Jagger to lover and muse Marsha Hunt, reportedly the inspiration for “Brown Sugar,” sold at auction for $301,000 in 2012.

Gotta Have Rock and Roll, devoted to selling rock and roll memorabilia and pop art, is registering auction participants now. The online auction of Madonna items will be held July 19-28.

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