Madonna’s ex, Jenny Shimizu, Says She Felt Like a ‘High-Class Hooker’ While They Dated

Jenny Shimizu, ex of Madonna, says she felt like a “high-class hooker” while the couple dated in the 90s. In the new docuseries In Vogue: The 90s, the 57-year-old model opened up about the pair’s relationship and the thrill of an experience that it was. Jenny’s professional career had her modeling for big names such as Calvin Klein and Banana Republic, and her relationship with Madonna wasn’t the only amusing one, as she even entered a relationship with another star — which overlapped the time she was dating the “Material Girl” singer.

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She was basically on call for Madonna.

Apparently, Madonna had Jenny at her beck and call. “I mean, you’re not gonna say no to Madonna in the 90s,” she said during the finale of the six-episode series. “Not only was it great feeling like a high-class hooker — because really it was. You’d get a phone call like, ‘Hey can you meet me at my Paris show. You’re in Europe right?’”

Jenny would meet the singer for sex.

“I’d be like, ‘Yeah, I’m just finishing Prada. Right after Prada I’ll catch a plane over.’ And I would,” Jenny detailed. “I’d go over to her hotel, to the Ritz, at like 4 in the morning, have sex, and then fly back to Milan.”

The model then joked that her wife, Michelle Harper, was “going to kill” her for airing out such intimate information. Michelle and Jenny have been married since 2014.

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Their relationship was based on 'sexual ecstasy.'

In her memoir, which was released last year, Jenny gave more insight into her relationship with Madonna. “It wasn’t about an emotional bond, it was about taking each other to the heights of sexual ecstasy,” she explained. “I loved the fact that I was at this woman’s beck and call. It turned me on, being ordered to her room whenever she felt like sex.”

Jenny also dated another person with a big name.

Jenny’s relationship with Madonna overlapped her relationship with another big name —Angelina Jolie. “I fell in love with her the first second I saw her,” Jolie reportedly told Girlfriends magazine in 1997, per InStyle. At the time that they met, the actress was married to her then-husband Jonny Lee Miller.

“He was around when I was figuring things out about myself, when I was realizing that I was attracted to women also,” she said. “When I realized that somebody like Jenny could be a deep love for me, he realized it, and he took it very seriously. If anything, he didn’t treat it just like some sexy thing.” Angelina added that she likely “would have married Jenny” if she wasn’t already with her husband.

The docuseries is streaming on Hulu.

In Vogue: The 90s is streaming on Hulu. According to the site, it is “The narrative of the fashion industry in the 90s through the eyes of Vogue editors, Hamish Bowles, Edward Enninful, Tonne Goodman and Anna Wintour.” There is currently one season out featuring six episodes.