9. Alanis Morissette
Alanis Morissette was linked to Madonna back in the 90s. This was when Madonna’s record label, Maverick, signed a young Morissette. Madonna was very open with her praise of Morissette’s work, and even stated that Morissette reminded her of a younger version of herself. Morissette was equally complimentary of Madonna, and spoke of the fact that they are both “aggressive women.”
Madonna is known for working closely with the artists she mentors – very closely. So, legend has it that she put the moves on Morissette just like she did with musicians like Tupac Shakur and Vanilla Ice. Morissette has never been considered a beauty, but her masculine looks sparked gossip that perhaps she enjoyed women. Although Morissette has never commented about the gossip, we do know that she admitted to be promiscuous during her first tour. She is quoted as having said that she and her band mates had a contest to see who could sleep with the most people. No word on who the winner was, though!
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