Madonna has lost her legal battle to stop the sale of the letter Tupac sent her when they broke up

In giving his decision, Justice Gerald Lebovits shared: "[Madonna] knew that throughout her relationship with Lutz, Lutz was in possession of various pieces of [Madonna's] personal property. Yet before this auction began, the plaintiff did not make any demand to return her possessions."

Whilst Gotta Have It! online auction house co-owner Ed Kosinski added: "It's a clear cut victory for us. She shouldn't have signed a settlement agreement relinquishing the right to all property in Darlene's possession."

In 2004, Madonna had also signed a release from "any and all" future claims against Lutz, meaning she could not bring this lawsuit.

Other items included in this collection were silk underwear belonging to the star and a hairbrush with strands of her hair.

Madonna previously insisted her love letter shouldn't be sold because it was "intensely personal".

She recalled: "I have a specific memory of receiving that letter because I had a close personal relationship with Tupac Shakur and I specifically remember receiving a phone call from him while he was in jail. My recollection is that he had one of his friends hand deliver the letter to my home in Manhattan. I also have a specific memory of reading the letter. In particular, I remember that he apologised to me. I never gave this letter away. It is intensely personal."

The items - including the letter - will go back up for sale in July.