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When Holly Madison considers her past fashion choices, she has only one regret: layers.
In the 2000s, the Playboy Mansion denizen turned reality star wore her fair share of revealing outfits, but Madison, 45, reckons her look is by far the most cringeworthy.
“(There was) that tendency … where you would layer a million things with no business being layered,” he said Us Weekly. In the exclusive video, she played Fashion Police — with herself — and admitted to being guilty of rocking Y2K-era dresses over shirts over “crazy low-cut” jeans.
“Usually, I look back at my stuff and I’m like, ‘I like it,'” Madison said. “Even if it’s camp or silly, I know what I was going for.”
Holly Madison in a Juicy Couture dress at the Playboy Mansion in 2005.
Kevin Winter/Getty ImagesCase in point: the Juicy Couture strapless babydoll dress with ruffles that she loved so much she bought it in three colors (pink, yellow and black). “I recently wore it for the podcast, because sometimes I like to bring out throwback outfits,” she noted.
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The “Women’s Next Level” The podcast host has a history of reviving iconic fashion looks. The vintage inspired flesh colored nude dress is a dazzling sight Bob Mackie a gown she bedazzled herself for Hugh Hefner80th birthday party in 2006. “I went to Hollywood Boulevard where they have all the strippers and got this endless dress, and then I put a crystal bunny on it,” Madison explained.
Bridget Marquardt, Hugh Hefner, Holly Madison and Kendra Wilkinson at Hefner’s 80th birthday party in London in 2006.
David Westing/Getty ImagesShe even hit the red carpet in the DIY dress, which was a shorter version of the bespoke look Mackie, 84, had specially designed for the then-Player of the Year Monique St.Pierre to be worn on the June 1979 cover of Playboy magazine.
Decades later, Hefner bought the original as a gift to Madison, who at the time was one of the late publisher’s three live-in lovers, together with Bridget Marquardt a Kendra Wilkinsonas immortalized on the E! reality tv show The Girls Next Door.
“I still have it!” Madison gushed. “I love the history of fashion, (and) I love the history of the Playboy pictures.” He added: “My dream is to build a house with a perfect closet where I can display many things and have a mannequin, like a small museum of my favorite things.”
For more throwbacks, watch the exclusive Madison Fashion Police video above.
