The letter was written on January 15th 1995 and in it Tupac talks about their relationship and details that he can’t be with her right now because of her skin colour.
Memorabilia company Gotta Have Rock & Roll, which has set the opening bid at $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.
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 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.”
He further writes about his fears about his own death, which he feared would come soon, writing,
“If there is any information you can share with me regarding Jack & crew please do it could very well be a matter of live & death”. He also warns her to be 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!”
It was less than two years later that Tupac’s worst fears came true, when he was viciously gunned down on the night of September 7, 1996 in his car in Las Vegas.
Handwritten in black ballpoint pen on three pages, each measuring 8.5 x 13. From the collection of Darlene Lutz, Madonna’s former fine art advisor. Very good condition. Comes with a letter of provenance from Ms. Lutz and a Gotta Have Rock & Roll™ Certificate of Authenticity.
Here is the letter in its entirety:
“I’ve waited a long time 2 finally write this mainly because I was struggling to find all the answers so that I wouldn’t leave any unanswered questions. 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. 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 male to properly show affection for an older white woman. Can u understand that? 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 & exciting. But for me at least in 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. As a matter of fact I was honestly stuck on you but I got scared. I didn’t want to be another “toy” or another one of many. Also, I read somewhere in 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 & a natural instinct to strike back and defend my heart & ego that I said a lot of things I have since come to regret.
But you know how f*cked up society can be. If it wasn’t then I could openly show you how I felt anytime, anywhere and you in return could show your support for me in the open not just anonymously. Can you feel me? In the time since, as u can see, I have grown both spiritually and mentally. It no longer matters how I’m percieved. Please understand my previous position as that of a young man with limited experience with a extremely famous sex symbol who also happens to be known to every man, woman, and child in the world. Please remember me not for my shortcomings but for the good times and the magic that we shared (assuming of course that I meant anything 2 u). Now my outlook is different everyone is judged and treated not by their color or fame but on how they treat me and because you have been so kind even in the midst of my craziness I offer my friendship once again this time much stronger & focused. If you are still interested I would like to further discuss this with you but some of it couldn’t wait. I felt compelled to tell you…just in case anything happened 2 me.
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!
P.S. If there is any information you can share with me regarding Jack & crew please do. It could very well be a matter of Life & Death.
He ends the letter asking her if she would come to visit him in prison. He wants to talk face-to-face because “this experience has taught me to not take time 4 granted.” He closes with a heart.