14. Debi Mazar
Actress Debi Mazar (far right) has been friends with Madonna since the two were both unknowns living in New York. They met in an elevator and started dancing, and the rest is history. Mazar even appeared in Madonna’s music videos, including Papa Don’t Preach, Deeper and Deeper and the explicit Justify My Love. The two were always super close, but they got downright cozy in a pictorial they shot for Rolling Stone where they were French kissing.
Many people perceived their on-camera hook-up to be a case of art imitating life. Although nothing has ever been confirmed, many believe that Madonna and Mazar have hooked up plenty of times over the years. And we can’t blame them, as both have made careers out of oozing sexuality. Plus, Madonna isn’t really known for having a lot of gal pals, so it’s only natural to surmise that her relationship with Mazar wasn’t entirely platonic.
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