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 Vanilla Ice has revealed that he dated Madonna when he was 24-years-old and she was 33.The rapper admitted that it was "exciting" to have a relationship with an older woman but said he ended it when Madonna published her 1992 coffee-table book Sex, which featured intimate photographs of the pair and images of her with other men."Going out with Madonna was exciting," he told the News of the World. "She was older than me and a great lover. She's still the oldest person I've ever been with, so it was an experience."But I broke up with her after she printed that book because I was hurt to be an unwitting part of this slutty package. It was disgusting and cheap. We were in a relationship yet it looked like she was screwing all these other people."I thought she was taking pictures and running round naked because she was like that. Then when the book came out I was so embarrassed and ashamed. It was a porno. She threw me in like I was a product off a shelf and I didn't appreciate it. That was it and I ended it. She said she didn't have sex with these men but it looked like she was."Vanilla Ice stars in the new series of Dancing On Ice, which starts tonight at 6.30pm on ITV1. ||||| Vanilla Ice Reveals Why He Broke Up With Madonna 
 
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 Ice, whose real name is Robert Van Winkle, ended it when Madonna published her 1992 coffee-table book 'Sex,' which featured intimate photographs of the couple and images of her with other men. 
 
 
 
 "I broke up with her after she printed that book because I was hurt to be an unwitting part of this slutty package," said the 'Ice Ice Baby' rapper. "It was disgusting and cheap. We were in a relationship, yet it looked like she was screwing all these other people." Rapper Vanilla Ice revealed in an interview that he dated Madonna in 1991. It was "exciting" to be in a relationship with an older woman, and she was a "great lover," he told 'News of the World,' according to Digital Spy . He was 24 years old, and Madonna was 33 at the time they were dating.Ice, whose real name is Robert Van Winkle, ended it when Madonna published her 1992 coffee-table book 'Sex,' which featured intimate photographs of the couple and images of her with other men."I broke up with her after she printed that book because I was hurt to be an unwitting part of this slutty package," said the 'Ice Ice Baby' rapper. "It was disgusting and cheap. We were in a relationship, yet it looked like she was screwing all these other people." 
 
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 He goes on to say, "I thought she was taking pictures and running round naked because she was like that. Then when the book came out I was so embarrassed and ashamed. It was a porno. She threw me in like I was a product off a shelf, and I didn't appreciate it. That was it, and I ended it. She said she didn't have sex with these men, but it looked like she was."Ice is currently participating in the U.K. reality competition 'Dancing on Ice.' ||||| The surprising relationship between Madonna and Tupac Shakur began with the passing of a note and it apparently ended with one as well. 
 
 Back in 2015, Madonna revealed that she used to date Tupac, and Wednesday TMZ reports that a break up letter Tupac wrote to her in jail has surfaced. 
 
 In 1995, Tupac wrote that his relationship with the renowned singer might negatively affect his public image. 
 
 "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. 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." 
 
 The letter also implies that the two had a falling out after Tupac quotes Madonna as saying, "I'm off to rehabilitate all the rappers and basketball players." Tupac apologizes for anything hurtful he might have said, saying since then he had "grown both spiritually and mentally" and that he was just a "young man with limited experience with an extremely famous sex symbol." 
 
 According to TMZ, the letter will go up for auction starting July 19 at Gotta Have Rock and Roll with a starting bid of $100,000. 
 
 The poignant message can be read in full here. 
 
 Famous people may deal with some different relationship problems than everyday folk, but Tupac's letter shows that everyone has insecurities and doubts — even legendary rappers with legendary pop girlfriends. 
 
 It also shows that Tupac had some great handwriting.
– Ahh, the ‘90s: a time when Vanilla Ice was still famous … and, apparently, sleeping with Madonna. The rapper reveals to News of the World that they were a couple when he was 24 and she 33, Digital Spy reports. She was “a great lover,” he says, even though she was—and still is—“the oldest person I’ve ever been with.” Alas, their “exciting” relationship had to end when she published Sex, a 1992 book featuring pictures of her with the rapper—and other men. “I was hurt to be an unwitting part of this slutty package,” he says. Click for more, including his stories of Madonna “taking pictures and running round naked” for the “porno” book.