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Model Jenny Shimizu spills on 4am sex sessions with ex Madonna

Model Jenny Shimizu just casually confirmed a relationship that’s been rumoured for 30 years – and she gave quite the detailed account.

Madonna's ex-girlfriend spills on wild sex sessions

Madonna’s long-rumoured ex is finally talking.

Model Jenny Shimizu shared secrets about her relationship with the legendary singer in the 1990s in the new Hulu docuseriesIn Vogue: The 90s.

“I mean, you’re not gonna say no to Madonna in the ’90s,” Shimizu, 57, said in the final episode of the six-part series.

“Not only was it great feeling like a high-class hooker — because really it was,” she recalled. “You’d get a phone call like, ‘Hey, can you meet me at my Paris show? You’re in Europe right?’ So I’d be like, ‘Yeah, I’m just finishing Prada. Right after Prada I’ll catch a plane over.’”

“And I would,” Shimizu added. “I’d go over to her hotel, to the Ritz, at like four in the morning, have sex and then fly back to Milan.”

Jenny Shimizu as a 90s ‘it’ girl...
Jenny Shimizu as a 90s ‘it’ girl...
And now, spilling on a relationship that was only rumoured for years.
And now, spilling on a relationship that was only rumoured for years.

After detailing her past romance with Madonna, now 66, Shimizu joked, “My wife is gonna kill me.”

Shimizu has been married to Michelle Harper since 2014.

Looking back on her life as a model in the ’90s, Shimizu said, “That time was so crazy and fun. There’s something heartfelt about certain moments.”

Madonna has never publicly confirmed her relationship with Shimizu.

The singer, who has a huge gay following, addressed her sexuality back in 1991.

“I think everybody has a bisexual nature. That’s my theory,” she said in an interview with Advocate at the time.

Madonna was married to actor Sean Penn from 1985 to 1989 and to film director Guy Ritchie from 2000 to 2008.

She has six children: Lourdes Leon, 27, Rocco Ritchie, 24, David Banda, 19, Mercy James, 18, and twins Stella and Estere, 12.

“You’re not gonna say no to Madonna in the 90s.”
“You’re not gonna say no to Madonna in the 90s.”
Shimizu later dated Angelina Jolie, and it was love at first sight (for Jolie at least). Picture: Getty
Shimizu later dated Angelina Jolie, and it was love at first sight (for Jolie at least). Picture: Getty

Shimizu was entangled with Madonna around the same time that she had a brief relationship with Angelina Jolie.

In 1997, Jolie told Girlfriends magazine, “I probably would have married Jenny Shimizu if I hadn’t married my husband [Jonny Lee Miller]. I fell in love with her the first second I saw her.”

In a 2001 interview with Rolling Stone, Jolie reportedly called her relationship with Shimizu “a discovery.”

“I realised that I was looking at her in a way that I had looked at men,” the Maleficent star said. “And it was great, and it was a discovery.

“It had never crossed my mind that I was going to one day experiment with or kiss a woman, it was never something I was looking for,” she added. “I just happened to fall for a girl.”

This story originally appeared on Page Six and is republished here with permission.

Originally published as Model Jenny Shimizu spills on 4am sex sessions with ex Madonna

Original URL: https://www.thechronicle.com.au/entertainment/celebrity-life/hook-ups-break-ups/model-jenny-shimizu-spills-on-4am-sex-sessions-with-ex-madonna/news-story/964eacc87bdb03311394256708796275