I am currently reading a new book on Madonna.It is titled "Madonna-- An Intimate Biography" by J. Randy Taraborrelli, and it just came out last week. There are 4 pages devoted to her 1985 affair with Prince. Here are some highlights:

"Soon after their first meeting on the set of the "Material Girl" video,twenty-six year old Madonna and twenty-four year old Sean Penn began dating. Complicating matters a bit for Sean,however, was the fact that Madonna was also dating rock star Prince at this time, whom she had met backstage at the American Music Awards earlier, in Los Angeles on January 28,1985. He wasn't her type,and it's difficult to know why Madonna was even interested in him, except for the fact that she respected him as a musician and probably just wanted to know what made him tick"

"As their first date, Prince invited Madonna to accompany him to one of his performances in Los Angeles. He picked her up in a white stretch limousine. Once in the limousine, recalled T.L. Ross,who was a friend of Prince's, "I heard she was pretty aggressive, that the poor little guy had to fight her off. She was strong. He told me that she had the strength of ten women.
Because he had a performance that evening, Prince didn't want to exhaust himself with Madonna. He suggested that they wait.

"For the next two months, the couple continued seeing each other, though they didn't seem to have much in common other than their status as superstar performers. While she was honest and forthright, he was secretive and bashful. Luckily, they both idolized Marilyn Monroe. When he told he that his home was filled with posters of the blonde movie goddess, Madonna said she couldn't wait to see his collection of memorabilia"

"After about two months,when there really wasn't anything left for them to say to each other, Madonna became bored with Prince. They had recorded a couple of songs in his Minneapolis studio, and one would even be released later. But her friends recall that, while she complained about his passivity, he griped about her aggressive nature. Says T.L. Ross, "Prince is way too cosmic for Madonna. For him, making love is a spiritual experience. For her--at least at that time--making love was just a physical expression. While he wanted to savor every second of the experience, she was into multiple orgasms. After two months, he cut her loose"

"Madonna would have the last word on Prince, though,with the Los Angeles Times years later, in October 1994: "I was having dinner with Prince and he was just sipping tea, very daintily. I was stuffing food down my face and I was, like,'Aren't you going to eat?'. She mimicked a delicate, whispered no. Continuing, she concluded, "And I thought. 'Oh my God!' I have this theory about people who don't eat. They annoy me."

[Uh, the veracity of this is questionable, but hey, fun to read... -Ben]