“I felt like ahigh-class hooker,” saidJenny Shimizu, a former model forCalvin KleinandBanana Republic, reminiscing about her whirlwind romance with pop iconMadonnaduring the ’90s.
The testimony comes as part of Disney’s docuseriesIn Vogue: The 90swhere, in its final episode, the now 57-year-old reflected on the exhilarating time she spent traveling across Europe with the superstar.
HighlightsJenny Shimizu felt like a ‘high-class hooker’ during her 90s romance with Madonna.Shimizu relished being at Madonna’s ‘beck and call’ and enjoyed the dynamic of their relationship.Shimizu also had a notable affair with Angelina Jolie in 1997, describing it as a ‘deep love.’
“I mean, you’re not gonna say no to Madonna in the ’90s,” Shimizu recalled, explaining how she used to get calls out of nowhere from the singer, who would fly her no matter where she was in the world to her hotels for intimate, one-night encounters.
“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 it.”
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Asian-American model Jenny Shimizu confessed to have felt like “high-class hooker” during her relationship with Madonna in the 90s
Image credits:Mediapunch / Shutterstock / Vida Press
Herandrogynous looksbecame the trademark of her career, with her breakout campaign being for Banana Republic’s American Beauty collection. Prada soon hired the model and turned her into the first Asian to model for its catwalk, opening the show in 1994.
Image credits:Penske Media / Getty
Shimizu wouldmarryfashion entrepreneur Michelle Harper in 2014. The pair met a New York party in 2012, and keep a healthy relationship to this day.
Shimizu was also known to have had an affair with actress Angelina Jolie in 1997, with the former stating that the they shared a “deep love”
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Madonnawasn’t the only high-profile fling that the model had during her career, asAngelina Jolierevealed in a1997 interviewthat she had fallen “in love with her the first second [she] saw her,” after they shared the set ofFoxfire, a 1996 an American teen drama film.
Image credits:Sonia Moskowitz / Getty
“I would probably have married Jenny if I hadn’t married my husband,” she confessed, making a reference to Jonny Lee Miller, a british actor whom she had married a year earlier in 1996, and separated from during that year.
The couple divorced in 1999, but it’s unclear whether Jolie’s affair with the model had anything to do with the decision.
The model recently participated in the latest edition of the famous Pirelli calendar, an annual publication dating back to 1964.
The2025 photo collectionis expected to release later this year, and will feature models such as Hunter Schafer, Padma Lakshmi and Mugler Muse.You May LikeHarrison Ford Becomes A Viral Meme After Eating On Screen At 2025 SAG AwardsLei RV24 Tragic Celebrity Passings That Took The Whole World By SurpriseKarina BabenokPolice Reveal Gene Hackman’s Pacemaker Stopped 9 Days Before He And Wife Were Found LifelessRenan Duarte
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