Madonna may have secretly visited Tupac Shakur in jail after the rapper wrote her a letter explaining the reason why he ended their relationship, according to court documents obtained by DailyMailTV.
The handwritten note was penned in 1995 when Shakur was locked up for charges surrounding a sexual assault case and given to Madonna after the two had gone their separate ways.
Shakur, then 24, wrote that he had ended their romance because he felt that dating a white woman could jeopardize his career but pleaded with the then 37-year-old to speak face-to-face with him.
After receiving the letter, Madonna possibly left her New York City apartment to visit Shakur, who was just a few miles uptown at Rikers Island.
The revelation comes as Madonna, 59, has halted the sale of the revealing letter and other items, including her ‘personally worn panties’, which are up for auction.
Madonna may have secretly visited Tupac Shakur while he was at Rikers Island after the rapper wrote a letter from behind bars in 1995 explaining the reason for their breakup. The two are believed to have been involved in the early 1990s (pictured)
The late rapper was locked up for charges surrounding a sexual assault case (left). The then 24-year-old wrote that he had ended his romance with the then 37-year-old (right) because he felt that dating a white woman could jeopardize his career
In his handwritten letter, Tupac asked Madonna to come visit him while he was locked up, just a few miles away from her New York City apartment, saying: ‘I would love to speak face to face’
In a deposition, Madonna acknowledged that she read and received the letter from Shakur while she was staying at her New York City apartment, according to New York court documents.
But the musician skirted around the question of whether or not she visited the rapper while he was locked up, stating: ‘I’m not answering that question.’
When the lawyer pressed further on the visitation matter, she curtly responded: ‘It’s not relevant to this letter.’
The two-and-a-half paged note was written by Shakur 18 months before he was gunned down and killed in Los Angeles in 1996.
The lengthy letter finished by saying: ‘I don’t know how you feel about visiting me but if you could find it in your heart I would love to speak face to face with you.
‘It’s funny but this experience has taught me not to take time for granted.’
The two-and-a-half paged letter is dated January 15, 1995. Tupac apologized to Madonna and confessed he had taken a long time to disclose his feelings on their short-lived relationship
The late rapper ended the note with an ominous warning for the ‘famous sex symbol’, telling her to ‘please be careful’ and cited his recently obtained gunshot wounds as evidence for the lurking danger
In a recent deposition, Madonna acknowledged that she received the letter from the rapper, according to court documents. But she skirted around the question if she visited him while he was locked up, stating: ‘I’m not answering that question’
Keen to give his side of the story to the apparent breakdown in their relationship, Tupac’s note began: ‘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.
‘For you to be seen with a black man wouldn’t in any way jeopardize your career, if anything it would make you seem 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. I never meant to hurt you.’
At the end of his letter, the late artist issued a warning to Madonna in large letters, saying: ‘Please Be Careful Madonna.’
He vaguely explained: ‘Everyone is not as honorable as they seem. There are those whose hearts bleed with evil and envy.
‘They would not hesitate to do you harm! Let my five bullets be proof of that!’
Shakur was only 25 when he was killed in a drive-by shooting in Las Vegas in September of 1996.
Also among the more than 100 items Madonna is seeking to remove from the auction are a pair of her panties, an old checkbook, a hairbrush and personal photos.
When a lawyer pressed further about the visitation, Madonna said: ‘It’s not relevant to this letter.’ The 59-year-old uploaded this picture in June, writing: ‘Happy Birthday Tupac! Not sure what my dumb a** facial expression is all about. Maybe we were at the circus’
Shakur was only 25 when he was killed in a drive-by shooting in Las Vegas in September 1996
The auction is hosted by Gotta Have It! Collectibles and in July, a judge halted the sale of 22 items.
Manhattan state Supreme Court Judge Gerald Leibovitz ordered Gotta Have It! Collectibles to pull the personal items from its rock-and-roll-themed auction.
The Material Girl had earlier sought an emergency court order saying she was ‘shocked to learn’ of the planned online auction of the Tupac letter and had no idea it was no longer in her possession.
Court papers said the Tupac letter was expected to fetch up to $400,000.
The items were consigned to auction by Darlene Lutz, a woman Madonna described in court documents as a former friend and art consultant, who she said had ‘betrayed my trust in an outrageous effort to obtain my possessions without my knowledge or consent’.
The singer said Lutz had access to her home on numerous occasions as an overnight guest, alleging that some of the items, such as the hairbrush, were taken without her permission or knowledge.
‘I understand that my DNA could be extracted from a piece of my hair. It is outrageous and grossly offensive that my DNA could be auctioned for sale to the general public ,’ she says in court papers.
‘The fact that I have attained celebrity status as a result of success in my career does not obviate my right to maintain my privacy.’
Tupac said he ended it with Madonna because he felt that dating a white woman could jeopardize his career. Court papers said the letter was expected to fetch up to $400,000
Along with the letter, Madonna is also seeking to remove a pair of her worn panties, an old checkbook, a hairbrush and personal photos from the auction