Latest news with #JennyShimizu


Daily Mail
05-08-2025
- Entertainment
- Daily Mail
Angelina Jolie and Madonna's female ex steps out in West Hollywood, can you guess who?
This groundbreaking nineties model - who famously romanced Madonna and Angelina Jolie - stepped out in West Hollywood, CA on Sunday. The 58-year-old Asian-American trailblazer was joined by her wife - MVH Strategic Partners CEO Michelle Harper - ahead of their 11th wedding anniversary on August 30. She showcased her tattooed sleeves in a simple white T-shirt, which she paired with black knee-high shorts, and Converse-style sneakers. The androgynous beauty was originally scouted outside an LA nightclub to model in Calvin Klein's CK One unisex perfume campaign in 1994. She went on to model for designers Prada, Banana Republic, Versace, Jean Paul Gaultier, Yohji Yamamoto, Donna Karan, Anna Sui, Thierry Mugler, Levi's, J. Crew, The Gap, L.A. Eyeworks, and the United Colors of Benetton. Can you guess who? It's Jenny Shimizu, whose sexual allure attracted some of the most beautiful and powerful women in showbiz, including her Foxfire leading lady Angelina. The 50-year-old Oscar winner admitted she would 'probably have married Jenny' had she not married her Hackers leading man Jonny Lee Miller in 1996. 'I fell in love with her the first second I saw her,' Jolie confessed to Girlfriends in 1997. 'Actually, I saw when she was being cast in Foxfire, and I thought she had just read for my part. I thought I was going to lose the job. I said to myself, "Oh, my God, that's [the character Margaret "Legs" Sadovsky]." She's great. We had a lot of fun.' The Maria producer-star and the 2025 Pirelli Calendar stunner even shared a nude scene in Annette Haywood-Carter's 1996 big-screen adaptation of Joyce Carol Oates' 1993 coming-of-age teen novel, which only grossed $269K at the box office. '[Jonny] came to the set of Foxfire. He was around when I was figuring things out about myself, when I was realizing that I was attracted to women also,' Angelina noted. 'If anything, he took it very seriously. 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.' Two years later, Jolie reflected to Rolling Stone: 'I realized that I was looking at her in a way that I had looked at men. 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. I just happened to fall for a girl.' The 58-year-old Asian-American trailblazer was joined by her wife - MVH Strategic Partners CEO Michelle Harper - ahead of their 11th wedding anniversary on August 30 The androgynous beauty was originally scouted outside an LA nightclub to model in Calvin Klein's CK One unisex perfume campaign in 1994 Jenny had previously dated the 66-year-old Queen of Pop, who cast her as 'Production Assistant Girl' in her 1993 music video for Rain, which was directed by Mark Romanek. 'I mean you are not going to say no to Madonna in the nineties,' Shimizu dished to Hulu/Disney+ docuseries In Vogue: The 90s last September. 'Not only was it great feeling like a high-class hooker, because it was, I would get a phone call saying, "Can you meet me at my show in Paris, you're in Europe, right?" and I would be like, "Yeah, I'm just finishing Prada, I'll catch a plane over." 'And I would go to the Ritz at four in the morning and have sex [with Madonna] and fly back to Milan.' The Chic Management-repped model added: 'My wife is going to kill me, but that time was so crazy and fun and there was something heartfelt about certain moments.' Last March, Ione Skye revealed she had an extramarital affair with Jenny, which involved strap-ons and safe words, but it ended in 1999 when she started feeling 'needy and devoted.' '[She was a] masterful lover, sometimes a dominant one. She didn't use whips or handcuff me to the bed, she just held this vibe,' the 54-year-old Anaconda actress wrote in her memoir Say Anything. '[But] Jenny didn't want me to be her dog. She left shortly thereafter for a modeling job and never came back to me, except as a good friend.' One year later, Ione divorced her husband - Beastie Boy Adam 'Ad-Rock' Horovitz - due to her 'serial cheating' after eight on/off years of marriage. Shimizu also spent quality time with Rebecca Loos - the former assistant of David Beckham, who told all about their four-month extramarital affair to the News of the World in 2004. In 2005, the Cali native and the Dutch 48-year-old took part in a staged wedding ceremony to protest the States' laws on same-sex marriage, which aired as Power Lesbian UK on Logo TV.
Yahoo
01-05-2025
- Entertainment
- Yahoo
7 times lesbian and sapphic 'Drag Race' guest judges stole the show
Drag Race All Stars 10 is about to premier and the celebrity guest judge list is full of queer women we can't wait to see them critique the queens! Chappell Roan, Ice Spice, and Cynthia Erivo are all stepping up to the judges panel, but Drag Race has hosted lesbian and sapphic guests since the inception of the show and they've always been iconic. There have been hilarious moments, biting critiques, and undercover werkroom capers that have kept us glued to our screens every season. But what were the best moments of the last 17 seasons? s_bukley/Shutterstock Jenny Shimizu Model and former Angelina Jolie paramour Jenny Shimizu set the standard on season 1 when she told BeBe Zahara Benet that she 'would completely be doing coke with you if this was the '90s.' DFree/Shutterstock Lily Tomlin Lesbian comedian Lily Tomlin joined her Grace and Frankie co-star Jane Fonda on All Stars 3, where the two funny ladies judged the queens who dressed up as some of their most iconic characters. The level of camp was high as the girls dressed up as characters from 9 to 5 and Fonda's '80s leotard-clad workout videos. - YouTube When bisexual rapper Doechii was a guest judge on season 17, Lexi Love and Crystal Envy lip-synced to her song 'Alter Ego,' which led to the song surging in the charts. Kathy Hutchins/Shutterstock Cassandra Peterson Cassandra Peterson (AKA Elvira), may not have come out until 2021 when she announced she has been in a 19-year-long relationship with a woman, but she has been a repeat guest on Drag Race for years. In 2019, she joined the judge's panel for the season 11 'Monster Ball' episode where the queens created looks for a Halloween-themed ball and Peterson judged them while dressed in her signature Elvira wig, and plunging black dress. - YouTube Pop star Miley Cyrus was an iconic guest on Drag Race season 11 where she not only critiqued the queens from the judge's table, but she went undercover in the werkroom with short hair and faux facial hair pretending to be a production before Silk Nutmeg Ganache realized who it was. Kathy Hutchins/Shutterstock Fortune Feimster In season 11, comedian Fortune Feimster and fellow guest judge Cheyenne Jackson helped the queens with an improv comedy challenge on the streets of LA, and the results were messy and hilarious, in large part because of Feimster's ability to 'yes, and…' If you haven't seen Silk Nutmeg Ganache running a back-alley butt pad business out of the trunk of her car you need to check it out ASAP! Este es el mejor dia de mi vida #aubreyplaza #dragrace #rupaulsdragrace Agatha All Along star Aubrey Plaza joined RuPaul on the judge's panel for the season 2 episode 'Family that Drags Together,' where the queens had to give members of their drag family makeovers. Plaza used her signature brand of dark humor and flat delivery to have us laughing during her critiques. But it was her line, 'This is the greatest day of my life. I'm killing myself tomorrow,' that people really remember.