Stern said that when watching her in past interviews with the talk show host, he couldn't tell if she liked him or seemed annoyed. “Well, one time I was mad at him when I said the F-word a lot,” she added, referring to her infamous 1994 interview with Letterman, when she made history by dropping 14 F-bombs during the show. I was dating Tupac Shakur at the time and the thing is he got me all riled up on life in general.So when I went on the show I was feeling very gangsta.” The “Express Yourself” singer’s right: An unauthorized 2007 biography called "Madonna: Like an Icon" claimed that the two had briefly dated one year before his death in 1996.
Their love affair and relationship was so strong that they looked as if they were soon going to be husband and wife.They were immensely in love, but they were not destined to be together.Tupac's unfortunate death brought a drastic change in Jones's life.However, Madonna felt those rumors had been out there.The 2007 unauthorized biography "Madonna: Like An Icon" claimed Madonna and the rapper briefly dated before his death in 1996, and "Do The Right Thing" actress Rosie Perez told Wendy Williams last year that she introduced the two celebrities after the 1993 Soul Train Music Awards.