Madonna’s break-up letter from Tupac when he dumped her ‘for being white’ expected to sell for more than £200,000 at auction

MADONNA’S infamous break-up letter from Tupac is finally up for grabs, with experts predicting it could sell for at least £230,000.

Late rap superstar Tupac Shakur – who was gunned down in 1996 – ditched Madonna after their 18-month-long fling because she’s white and their relationship was bad for his gangsta-style image.

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The two superstars were hardly ever pictured together[/caption]

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Ingrid Casares, Madonna, Sting and Tupac Shakur attend a book party for Gianni Versace’s ‘Designs’ at Barocco in New York City
Rex Features

Memorabilia company Gotta Have Rock & Roll, which has set the opening bid at £80,000 (US$100k), has been given the green light to flog off Tupac’s handwritten letter after receiving a unanimous decision from the Appellate Division of the New York Supreme Court.

The auction opens on July 17, with partial proceeds from the letter’s sale to be donated to Breastcancer.org, the firm said.

The 5-0 decision on June 4 went against Madonna’s bid to stop the auction of her personal items, including the break-up letter from rap legend Tupac Shakur.

Madonna lost a court battle to keep a trove of other intimate belongings from heading to the auction block, such as satin underwear and a brush containing her hair.

The appeals court said that Madonna could not pursue claims against Darlene Lutz, her former friend and art consultant, or the GottaHaveRockandRoll.com online auction website, to which Lutz consigned the items for sale.

The Appellate Division said Madonna’s claims were barred by a “very broad” release in her 2004 settlement agreement with Lutz, who was “free to do with the property as she wished” as its rightful owner.

Madonna, 60, had said she did not know until learning about the auction that Lutz, who worked for the singer from 1981 to 2003, possessed the more than 20 disputed items.

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Above: one page of Tupac’s letter he sent to his then girlfriend, Madonna
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Prior to his death, Tupac wrote from prison: “For you to be seen with a black man wouldn’t in any way jeopardise 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.”

He served nine months at Clinton Correctional Facility in New York in 1995 after being convicted on sexual assault charges.

In the full letter dated January 15, 1995, Tupac clearly thinks he is going to devastate Madonna with his rejection, saying, “I never meant to hurt you.”

Gotta Have Rock & Roll’s lawyer Jeffrey Haas said of the go-ahead to auction the letter: “It was gratifying to see that justice continued to be blind to Madonna’s celebrity and money and the alchemy of her high-profile legal counsel.”

The singer had met Tupac in March 1993 at the Soul Train Music Awards in Los Angeles after being introduced by actress Rosie Perez.

By the end of March 1994, the pair’s romantic relationship was going strong.

The music star even credited a foul-mouthed appearance on the Late Show With David Letterman in 1994 to being in a gangsta mindset because of her romantic involvement with the Thug Life rapper.

“I was mad at [David Letterman] when I said the F-word a lot,” she told Stern.

“I was in a weird mood that day. I was dating Tupac Shakur at the time and the thing is, he got me all riled up about life in general.”

He was killed one year after being released from prison, in a drive-by shooting in September 1996.

However the rapper is barely out of the headlines, after claims continue to surface that he is still alive.

What's in Tupac Shakur's love letter to Madonna?

Described by Gotta Have Rock & Roll as “one of the most significant music artifacts to ever come to auction, this handwritten love letter from Tupac Shakur to Madonna is being offered at auction for the first time ever.”

This now famous, extremely personal, three-page handwritten and signed letter was written by Tupac Shakur to Madonna from prison.

Tupac addressed the letter to “M”, dated it, “Jan 15 1995, 9:30 A.M.” and signed it “Always, 2PAC, Tupac Shakur” in black ink on lined paper.

The auctioneer says that “the deep connection between Tupac and Madonna is seen throughout the letter.

“He writes about their relationship in terms of race and celebrity status, and how societal norms affect their relationship, writing “I must apologize to you.

“Because like you said I haven’t been the kind of friend I know I am capable of being.

“Not because I am evil or because you weren’t worthy but at the risk of sounding over dramatic, the effects of racism make it difficult for a young black man to properly show affection for an older white woman.”

Spookily, he wrote about his fears about his own death, which he feared would come soon.

Tupac also warns the star to stay safe, writing “Please be careful Madonna. Everyone is not as honorable as they seem.

“There are those whose hearts bleed with envy & evil. They would not hesitate to do you harm! Let my 5 bullets be proof of that!”

That line refers to the 1994 shooting of the rapper, when he was shot five times and robbed of £32,000 worth of jewellery.

It was less than two years later that Tupac’s worst fears came true, when he was gunned down on the night of September 7, 1996 in his car in Las Vegas.

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A concerned Tupac tells Madonna to “be careful”
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He also said he didn’t know how she felt about visiting him in prison[/caption]

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Getty Images

Tupac was jailed for sexually abusing a fan in 1995[/caption]

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Madonna, pictured in 1995 in Los Angeles, US
Rex Features
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Madonna performs at the 2019 Pride Island concert during New York city Pride, US, June 30, 2019
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