The 21 Most Wardrobe Malfunctions That Are Still Embarrassing Years Later

January 17th, 2017   |   Updated on April 22nd, 2024

Embarrassing. Shocking. Wardrobe malfunctions have long captivated our attention, especially when they occur in the realm of celebrities.

From red carpet mishaps to live television blunders, these moments have a way of etching themselves into our collective memory.

Hollywood actress wardrobe malfunctions have become the stuff of legend, reminding us that even the most glamorous stars are not immune to sartorial slip-ups.

Let’s delve into some of the worst cases of actress wardrobe malfunctions, that unforgettable celebrity oops moments that still make us cringe.

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The Lingerie Football League was pretty much designed with wardrobe malfunctions in mind…

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Arms up!

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Surf champ Stephanie Gilmore…

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Water polo is surprisingly violent.

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Bailey Noble arrived at the SLS hotel party, where the “True Blood” star had a wardrobe malfunction.

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Deena’s skirt blew up as she walked up the stairs of the “Jersey Shore” house in Seaside Heights, New Jersey.

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Jennifer Lawrence pops out of her dress while laughing in the car with singer Lorde.

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Kelly Rowland had a bit of slipage.

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Kate Upton was a little too bouncy on the set of “The Other Woman.”

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Joanna Krupa flashed her dog.

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Chloe Goodman Camel Toe

Natalie Nunn got hit by a big wave that left her a little displaced.

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Margot Robbie had a good night.

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Lea Michele popped out of her green dress.

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Kim Kardashian and sister Khloe Kardashian with a wardrobe malfunction filming KUWK in the Hamptons.

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Tara Reid has a slight wardrobe malfunction as she gets into a car wearing a tight fitted black mini dress.


Eve has a wardrobe malfunction during a live performance at the Kung Fu Necktie in Philadelphia, PA.

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Adrienne Bailon has a wardrobe malfunction at The Escape To Total Awards Event in NYC

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Lindsay Lohan had a major wardrobe malfunction as her breast popped out of her dress as she took to the rooftop of the Raleigh Hotel.

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This bobsledder had his malfunction behind the scenes, but…

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Ariel Winter Camel Toe


Jennifer Lawrence’s Dior Dilemma: At the 2013 Oscars, the talented actress tripped on her voluminous Dior gown while climbing the stage stairs to accept her award. A fashion misstep that garnered worldwide attention.

Janet Jackson’s Super Bowl Surprise: In the infamous halftime show of Super Bowl XXXVIII, a wardrobe malfunction exposed one of Janet Jackson’s breasts, instantly becoming one of the most talked-about incidents in television history.

Marilyn Monroe’s Billowy Blunder: In the iconic subway grate scene from “The Seven Year Itch” (1955), Marilyn Monroe’s white dress billowed up, revealing more than intended, creating an enduring image of allure and vulnerability.

Gwyneth Paltrow’s Transparent Moment: Paltrow attended a film premiere in 2002 wearing a sheer top that left little to the imagination, resulting in a flurry of paparazzi frenzy.

Anne Hathaway’s Unintentional Flash: While exiting a car at the 2012 New York premiere of “Les Misérables,” Hathaway unwittingly showcased more than her grace, momentarily exposing herself to the flashing cameras.

Tara Reid’s Red Carpet Mishap: At P. Diddy’s 35th birthday party in 2004, Tara Reid’s strapless dress betrayed her, slipping down and revealing a little too much cleavage, leading to an awkward moment.

Emma Watson’s Slip-Up: The “Harry Potter” star experienced a slight wardrobe malfunction while attending a red carpet event when her dress strap fell off, prompting a momentary panic.

Chrissy Teigen’s High-Slit Surprise: Teigen attended the 2016 American Music Awards in a stunning black gown with a dangerously high slit that exposed a bit more leg than intended, causing quite a stir.

Rita Ora’s Zipper Trouble: While performing on stage, the singer’s jumpsuit zipper malfunctioned, leaving her exposed from behind and creating an unforgettable concert mishap.

Jennifer Lopez’s Versace Revelation: At the 2000 Grammy Awards, J.Lo’s plunging Versace gown left little to the imagination, generating a fashion moment that continues to be remembered and referenced even years later.

Beyoncé’s Hair Gets Tangled: During a concert in 2013, Beyoncé’s hair extensions got caught in a stage fan, resulting in an unexpected and amusing moment of embarrassment.

Nicky Hilton’s Ripped Dress: At a fashion event, Paris Hilton’s sister experienced a wardrobe malfunction when her dress ripped, revealing a portion of her undergarments, reminding us that even the fashion elite can have their fashion faux pas.

Madonna’s Cape Catastrophe: During a live performance at the 2015 BRIT Awards, Madonna’s cape failed to detach as planned, causing her to be yanked backwards off the stage stairs and leaving her momentarily stunned.

Selena Gomez’s Tights Trouble: While performing in concert, Gomez’s fishnet tights tore, exposing more than just her dance moves, leading to an unplanned moment of vulnerability.

Rihanna’s Dress Gets Caught: At the 2014 CFDA Fashion Awards, Rihanna’s sheer dress got caught on a metallic grille, momentarily trapping her and creating a memorable fashion mishap.

Kim Kardashian’s Rip-Off Dress: During a New York Fashion Week event, Kardashian’s custom-made dress began to unravel at the seams, resulting in an unexpected and unplanned reveal.

Cara Delevingne’s Zipper Mishap: Delevingne encountered an unfortunate zipper malfunction while attending the “Savage X Fenty” fashion show, requiring the assistance of a fellow model to keep her dress in place.

Miley Cyrus’ MTV Awards Stunt: In 2013, Cyrus shocked the world with her provocative performance at the MTV Video Music Awards, where she twerked and provocatively gyrated against Robin Thicke, forever etching the image in our minds.

Kate Middleton’s Windy Encounter: The Duchess of Cambridge experienced a Marilyn Monroe moment during an Australian visit when a gust of wind lifted her skirt, resulting in a moment of sheer embarrassment.

Blake Lively’s Shoe Snag: While attending a “Shark Tale” premiere, Lively’s stiletto got caught in her dress, causing her to trip and stumble momentarily, reminding us that even the most elegant can face fashion hiccups.

Jennifer Aniston’s Bra Peek: During the filming of an episode of “Friends,” Aniston’s bra strap accidentally made an appearance, which may have gone unnoticed by some, but has since become an amusing trivia for fans.