Holly Madison arrives at the 2010 Playboy's Playmate of the Year in Las Vegas on May 15, 2010.David Becker/WireImage/Getty Images
The breakout reality star paired the reflective dress with a pair of gold heels and silver jewelry at the 2010 awards.
She paired the daring look with matching gold jewelry.
Polizzi attended the 2021 MTV Movie & TV Awards in a black silk romper, floor-length matching robe, and glittering silver accessories.
"Jersey Shore Family Vacation" won the award for best docu-reality show at the event.
"10+ years in the making & we finally won popcorns!" Polizzi wrote on Instagram, referencing the popcorn-shaped trophies. "So grateful & thankful for our fans, production company & Mtv family! Congrats to my roomies,second fam,best friends since 2009. love yew!"
She kept the accessories simple in comparison to her daring look but opted for a pair of thigh-high black boots.
To attend the 2016 MTV Video Music Awards, she wore a floor-length gown with a plunging neckline and sheer cut-outs by Pnina Tornai.
She paired the attention-grabbing look with a simple black clutch.
Madison has recently spoken out about her time living in the Playboy mansion, dropping a number of bombshells about what it was really like to be one of Hugh Hefner's live-in girlfriends.
"I was in this cycle of misery," the reality star said in an episode of A&E's new "Secrets of Playboy" series.
The reality star, who shot to fame after appearing on Flavor Flav's dating show "Flavor of Love," paired the otherwise revealing look with black tights.
In 2002, she attended the MTV Video Music Awards wearing a hot pink floral halter top, low-waisted skirt, and matching mini bag.
When Hilton attended Rihanna's Savage X Fenty Show in October 2020, she opted for a high-low gown with sheer paneling in the front and a cage detail on her midriff. Hilton also appeared in the fashion show's closing number wearing hot pink lingerie.
The dress was designed by the New York-based fashion design duo The Blonds and featured crystals, mirror fragments, and spikes.
The socialite paired a simple yellow dress with a matching headscarf, gold handbag, and stiletto heels to attend an event in 2004.
For the event, the "Getting Curious" star paired the Maison Margiela dress with a Prada clutch and Pierre Hardy platform booties.
"We absolutely came to slay this lewk & f--- a gender norm," Van Ness wrote in an Instagram post sharing the outfit.
The "Next in Fashion" host wore an ivory-colored suit with a cropped jacket and a statement-making black bow tie.
At the time, Kardashian was pregnant with her first child, North West. However, while the 2013 look is undoubtedly memorable, Kardashian later revealed she was upset by people's reactions to the bold gown and how it had been dubbed "the couch dress."
"I was crying, like, the whole way home because I just couldn't believe it. There were all these memes about me and this couch," she told Vogue in 2019.
The dress, pulled straight from the designer's Spring 2016 collection, was completely sheer and perfectly displayed Kardashian's baby bump.
The dress, which originally appeared in Jean Paul Gaultier's Spring 1996 collection, featured sheer detailing and highlighted the reality star's famous curves.
The gown was designed by Versace and featured a see-through netted skirt, purple feather-trimmed bottom, and plunging neckline. Jenner paired the look with purple hair and matching lilac feather sleeves.
Khloe Kardashian wore a sheer, sparkling "naked dress" to attend the 2016 Angel Ball.
She paired the bold look with a simple red lip and pulled-back hair.
The model paired the gown, designed by couture designer Rami Kadi, with practically no accessories and a pair of black ankle-strap pumps.
The see-through gown was inspired by one of Audrey Hepburn's costumes in "My Fair Lady."
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