A Manhattan Supreme Court Judge ruled Monday that Tupac’s break-up letter to Madonna can be sold at auction. In July 2017, Madonna filed a lawsuit against former friend, Darlene Lutz, to prevent her from making money off of Madonna’s letters, cassette tapes and photos. On Monday, Judge Gerald Lobbyists ruled that under a 2004 kiss-off agreement with Lutz, Madge forfeited her right to claw back her private items. “(Madonna) knew that throughout her relationship with Lutz, Lutz was in possession of various pieces of (Madonna’s) personal property,” the judge wrote in his decision. “Yet before this action began, the plaintiff did not make any demand to return her possessions.” The judge suggested that the singer should have sued her brother Christopher Ciccone, who gave Lutz some of the items. He had no sympathy for the Vogue performer’s bid for privacy in the case. “She shouldn’t have signed a settlement agreement relinquishing the right to all property in Darlene’s possession.” (via NY Daily News) One of the most significant items was an extremely emotional letter written by Tupac while he was incarcerated. The letter to Madonna was essentially a break-up letter. Tupac wrote, “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.” The rap legend continued, “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,” expressed Tupac as he outlines why Madonna’s race was the reason why their relationship had to end. The letter was initially brought to bid by Gotta Have Rock and Roll. Bidding started off at $100,000.