Jenny Shimizu is here to dish about her rollercoaster romance with none other than the Queen of Pop herself—Madonna! If you’ve been living under a rock or are just not a fan of sequins and high drama, let me enlighten you: these two were hotter than a pepper sprout back in the ’90s!
So, picture this: it’s the ’90s, and Jenny—who’s rocking the runway as a former model—is dating the 66-year-old “Hung Up” diva, who, let’s face it, was basically a walking party. In Hulu’s fabulously nostalgic docuseries In Vogue: The 90s, Jenny reflects on their “crazy and fun” love life. And when I say “fun,” I mean you might need a seatbelt.
“I mean, who in their right mind would say no to Madonna in the ’90s?” Jenny mused. “It was like being a high-class hooker, minus the street corner! You’d get these late-night calls like, ‘Hey, can you jet over to my Paris show? You’re in Europe, right?’”
And let’s be real—if someone like Madonna calls you, you drop everything. “Oh, I was just wrapping up at Prada, but let me just toss my bags into the nearest jet and be on my way!” Jenny quipped. “I’d show up at her fancy Ritz hotel at 4 AM, we’d have a little rendezvous, and then I’d fly back to Milan like a jet-setting superhero!”
But don’t worry, she’s got a sense of humor about it all, joking, “My wife is going to kill me,” while referring to Michelle Harper, who she’s been blissfully married to since 2014. I mean, who wouldn’t want to be married to a woman with stories that could make the Kardashians jealous?
Jenny reminisced about the ’90s as a time of wild antics and heartfelt moments. “That era was like a fabulous fever dream—crazy, fun, and with just the right amount of melodrama!”
And if you thought Jenny’s memoir from last year was just a boring old autobiography, think again! She got candid about her time with Madonna, revealing, “It wasn’t about an emotional bond; it was about reaching the zenith of sexual ecstasy! Honestly, I loved being at her beck and call. It was like a really hot game of ‘Simon Says’ but with a lot more… enthusiasm.”
So, if you want a blast from the past and some juicy gossip, grab your popcorn and dive into all six episodes of In Vogue: The 90s, streaming now on Hulu. You won’t want to miss it—unless you’re allergic to glitter and drama!
