Model Jenny Shimizu has opened up about her past romantic involvement with pop icon Madonna during the 1990s in the new Hulu docuseries "In Vogue: The 90s." Her detailed accounts reveal fascinating insights into their relationship, highlighting the celebrity lifestyle that accompanied their encounters.

Jenny Shimizu Reveals Intimate Details of Her 1990s Romance with Madonna in New Docuseries

Jenny Shimizu Shares Insights on Her Relationship with Madonna

In the final episode of the six-part series, Shimizu, now 57, vividly recounted her experiences with Madonna, who is currently 66. Reflecting on the allure of dating one of the most famous women in the world, she remarked, "You're not gonna say no to Madonna in the '90s." Shimizu elaborated on the whirlwind nature of their rendezvous, recalling how she would receive late-night calls from Madonna to meet her at various glamorous locations, such as a show in Paris. In a tongue-in-cheek tone, she likened the experience to feeling like a "high-class hooker," as she balanced her fashion commitments with spontaneous trips to see the pop star.

Jenny Shimizu Reveals Intimate Details of Her 1990s Romance with Madonna in New Docuseries

The Personal Impact of a High-Profile Relationship

Though Shimizu reminisced fondly about the excitement of her modeling career during that era, she humorously noted, "My wife is gonna kill me," hinting at her current marital status since 2014 with Michelle Harper. As she reflected on her experiences, she acknowledged the chaotic and enjoyable moments of that time, suggesting that they held a special place in her heart. Despite Shimizu's revelations, Madonna has yet to confirm any details regarding their romantic involvement.

Jenny Shimizu Reveals Intimate Details of Her 1990s Romance with Madonna in New Docuseries

Madonna's Stance On Sexuality and Past Relationships

Madonna, known for her significant influence in the LGBTQ+ community, addressed her own sexuality in a 1991 interview, sharing her belief that many individuals possess a bisexual nature. Her past relationships include her marriage to actor Sean Penn from 1985 to 1989 and filmmaker Guy Ritchie from 2000 to 2008. Additionally, the pop diva is a mother to six children: Lourdes Leon, Rocco Ritchie, David Banda, Mercy James, and twins Stella and Estere.

Jenny Shimizu Reveals Intimate Details of Her 1990s Romance with Madonna in New Docuseries

Connections Beyond Madonna: Shimizu and Angelina Jolie

Shimizu's romantic history is not limited to Madonna; she was also briefly linked to actress Angelina Jolie during the 1990s. Jolie expressed her strong feelings for Shimizu in a 1997 interview, implying that she might have considered marrying her had circumstances been different. In a subsequent interview, Jolie described her affection for Shimizu as a "discovery," emphasizing the unexpected nature of her romantic inclinations toward women, which she had never anticipated before encountering Shimizu.

This captivating story initially appeared on Page Six and is shared here with permission. It emphasizes the intriguing dynamics of relationships formed in the public eye, showcasing how love and attraction can transcend traditional boundaries.