8. Gwyneth Paltrow
Madonna and Gwyneth Paltrow became fast friends when Paltrow’s star was on the rise. They were photographed doing everything together – and we mean everything. They worked out together, went to fashion shows together, and partied together. They were photographed numerous times kissing one another in a way that blurred the lines between a friendly peck and a full-on mouth kiss.
Like many of Madonna’s relationships, her friendship with Paltrow crashed and burned. Some rumors attributed the falling out to Paltrow’s refusal to convert to Kabbalah, while others said it was an argument over their shared personal trainer. However, the most imaginative theory is that the two were secretly lovers and had a bad break up. Paltrow seems like an ice queen, but we bet even Madonna could melt her. Plus, the rumor mill is rampant with the unspeakable deeds she did with Brad Pitt when they were together – so it’s not a stretch that she would become intimate with Madonna.
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