A revealing letter written by Tupac Shakur while he was in prison says he ended his relationship with Madonna because she is white.
He also apologises to the singer for hurting her, TMZ reports.
In the newly released letter, Tupac writes: "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.
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"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."
Madonna and Tupac briefly dated back in 1993, three years before the rapper was shot.
It seems as though writing the note was some sort of closure for both, with Tupac beginning the letter: "I've waited a long time to finally write this.
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"Mainly because I was struggling to find all the answers so that I wouldn't leave any unanswered questions.
"First and foremost I must apologise to you because, like you said, I haven't been the kind of friend I know I am capable of being."
He then goes on: "In the time since, as you can see, I have grown both spiritually and mentally.
"It no longer matters how I'm perceived. Please understand my previous position as that of a young man with limited experience with an extremely famous sex symbol."
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Tupac ends the letter by pleading with the singer to 'be careful', writing: "Everyone is not as honourable as they seem. There are those whose hearts bleed with envy and evil. They would not hesitate to do you harm! Let my five bullets be proof of that."
He concludes by inviting her to visit him inside.
The letter goes up for auction between 19 and 29 July at Gotta Have Rock and Roll, but if you're keen to get your mitts on it then you'd better be prepared to cough up. The last letter written by the iconic rapper sold for over $170,000 (£131,600) and this one has a starting bid of $100,000 (£77,000).
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