Tupac’s Prison Love letter to Madonna Goes Up for Auction

Tupac’s break-up letter to Madonna will finally go up for auction after the pop queen failed to appeal its sale. The auction will start at $100,000.

Hip hop icon Tupac Shakur, who was killed in a drive-by shooting in Las Vegas last 1996, had a romantic relationship with pop superstar Madonna. He even played golf and went fishing on many occasions with friends. According to the three-page handwritten letter, Tupac broke up with Madonna because of their celebrity image and racial differences. He wrote that  “…the effects of racism make it difficult for a young black man to properly show affection for an older young woman.”

This extremely personal letter is one of the most controversial music artifacts to be publicized and be auctioned. Before 2004, Madonna legally transferred the letter, together with a collection of intimate personal items, to her former friend and art consultant Darlene Lutz. Because of this, Lutz is the rightful owner even if Madonna argued that it belonged to her. Memorabilia company Gotta Have Rock & Roll received the go signal from the New York Supreme Court to open the letter for bidding. Part of the proceeds from the letter’s sale will be donated to Breastcancer.org.

Tupac wrote the letter in prison in 1995, a year before his death. He wrote that he felt like he was letting down half the people who made him what he thought he was. Tupac ended their 18-month-long relationship to protect his gangsta image.

He also wrote about his fears of his own death. He warned Madonna to be careful in trusting people for according to him, they will not hesitate to harm her the way they did him, stating that the 5 bullets he received a year prior were proof of that.

Madonna met Tupac in March 1993 in Los Angeles at the Soul Train Music Awards. They were introduced to each other by actress Rosie Perez.