Jenny Shimizu, a model, revealed details about her relationship with Madonna in the 90s in the new Hulu docuseries “In Vogue: The 90s.” Shimizu described how she would get late night calls from Madonna while she was in Europe for work, asking her to meet up at her hotel for sex before flying back to Milan. She referred to the experience as feeling like a “high-class hooker” due to the nature of their meetings and the excitement of it all.
Shimizu also shared jokingly that her wife would be upset about her discussing their past relationship. Jenny Shimizu is currently married to Michelle Harper, having tied the knot in 2014. She reminisced about her time as a model in the 90s, calling it crazy and fun, with moments that were heartfelt. However, Madonna has never publicly confirmed her involvement with Shimizu, keeping details of their relationship private.
Madonna, known for her massive gay following, discussed her thoughts on sexuality back in 1991, stating that everyone has a bisexual nature. She was previously married to Sean Penn from 1985 to 1989 and Guy Ritchie from 2000 to 2008, and is a mother to six children. Shimizu was romantically involved with Madonna around the same time as her relationship with Angelina Jolie, who admitted in a 1997 magazine interview that she would have married Shimizu if she hadn’t married her husband.
In a 2001 interview with Rolling Stone, Jolie referred to her relationship with Shimizu as a “discovery,” explaining how she realized she was looking at her in a way she had previously only looked at men. Jolie experienced falling for a woman unexpectedly and described it as a positive and enlightening experience. She mentioned that she had never actively sought a relationship with a woman, but it happened naturally.
Both Jenny Shimizu and Angelina Jolie have openly discussed their past relationships and the impact they had on them. Shimizu’s revelations about her time with Madonna shed light on the singer’s personal life, which she has often kept private. Despite the attention and intrigue surrounding their relationships, both women have moved on with their lives and maintained successful careers in their respective fields. The stories of these high-profile relationships add an interesting layer to the lives of these iconic women from the 90s.
