The Most Embarrassing Celebrity Wardrobe Malfunctions the World Has Ever Seen
Celebs: They’re just like us — which means wardrobe malfunctions seem to happen at seriously inconvenient times. For these celebrities, unfortunately, those clothing mishaps are caught on camera, video, and plastered across papers nationwide.
Some are worse than others, naturally. We’ve compiled the most embarrassing celeb wardrobe malfunctions of all time — can you guess the final four?
15. Kourtney Kardashian lost a strap
- When: 2018 dinner in Los Angeles with half-sister Kendall Jenner
Sisters Kourtney Kardashian and Kendall Jenner met for dinner at celebrity hotspot Craig’s in Los Angeles. Kardashian dressed in a classic LBD with a sheer neckline and sleeves.
One side of Kardashian’s dress fell apart as the two exited the restaurant to reveal black, heart-shaped nipple covers. Kardashian handled the mishap calmly as she walked hand-in-hand in Jenner.
Next: The Olympic athlete who couldn’t face the wind.
14. Lindsey Vonn’s Marilyn Monroe moment gone wrong
- When: 2016 Los Angeles Dodgers Foundation Blue Diamond Gala
Lindsay Vonn posed in a blue, floor-length dress at the charity gala. The gown had a thigh-high slit that proved hazardous when the windy day took control, revealing Vonn’s underwear. Hey, at least they matched her nude sandals.
Next: This celeb is no stranger to human red carpet fails.
13. Jennifer Lawrence falls (a lot)
- When: The Berlin Premiere of The Hunger Games: Mockingjay – Part 2
JLaw is the queen of the red carpet falls: she’s had over four of them to date. Lawrence first took a tumble accepting the award for best actress at the 2013 Oscars. She made it a bit of an annual tradition by falling again at the 2014 Oscars and then at the 2015 premiere of the second installment of The Hunger Games: Mockingjay in Madrid.
She nearly lost more than just her balance at the Berlin premiere of The Hunger Games: Mockingjay, however. Bending down to adjust the bottom of her Dior gown, Lawrence nearly dropped her top: she grabbed it last minute to avoid any slippage.
Next: Wardrobe mishaps aren’t exclusively female.
12. Harry Styles’ nip slip
- When: A Saturday Night Live afterparty in 2014
Next: This celebrity nearly lost it with all eyes on her.
11. Katherine Heigl’s dress snapped — luckily she didn’t
- When: 2010 ShoWest Awards
Katherine Heigl accepted the award for Female Star of the Year alongside presenter Billy Bush. Mid-speech, one of the straps on her dress came loose and nearly exposed her. Rightfully shocked, Heigl struggled through the rest of her acceptance speech while Bush helped keep her dress up.
Next: It’s all for the fans.
10. Cara Delevingne’s mini dress caused a major commotion
- When: The London premiere of Pan in 2015
Cara Delvigne had two wardrobe malfunctions in the middle of two months. Delvigne, who played a mermaid in Pan, greeted fans over a barrier at the Oden theater in London.
She was photographed in a black fringe mini dress and black stilettos. Mid-greeting, her dress rose up to expose her bare backside.
Next: His fans probably didn’t forget this show.
9. Lenny Kravitz ripped his pants
- When: A 2015 performance in Stockholm
Lenny Kravitz may be a style icon, but this wardrobe malfunction was no fashion statement. Kravitz was performing “Fly Away” for fans during his Strut tour when his pants split — right in the crotch. “Do I have any underwear on now? No,” Kravitz told the publication Mr Porter in an interview about the incident, “Thus the problems that I incur.”
The rocker kept his cool: He changed into a new pair of pants backstage and continued the concert.
Next: For models, wardrobe malfunctions are just part of the job.
8. Gigi Hadid’s nip slip
- When: The Versace show at Milan Fashion Week in 2016
Gigi Hadid closed the Versace show during Milan Fashion Week. Her loosely draped black dress slipped to the side to reveal her left nipple in what Cosmo called “a full-on breast’s bid for freedom.”
Hadid handled the incident like the pro she is and walked half the runway ignoring the malfunction. She tweeted after the show that wardrobe malfunctions “happen on the runway every day of fw & are…unfortunate, lol,” before redirecting the conversation back to Versace’s new chokers.
Next: This celebrity laughed off an embarrassing mishap.
7. Elizabeth Olsen fell victim to a gust of wind
- When: Miu Miu Club collection launch in 2016
Olsen arrived at Miu Miu’s launch of their first fragrance and 2016 collection. Cameras unintentionally caught photos of Olsen’s underwear when a gust of wind swept her dress up. As a result, photographers managed to caption Olsen’s hilarious look of surprise as she used her purse to hold her dress down.
Next: This star mooned the crowd.
6. Jessica Simpson mooned the audience
- When: A 2008 Good Morning America performance
Simpson wore a frilly dress during her GMA performance in Times Square. She, like Olsen, became subject to untimely weather. The wind blew her dress up and Simpson unintentionally mooned the audience. She recovered after a short pause and held her dress down throughout the remainder of the show.
Next: This starlet has had her fair share of controversy.
5. Paris Hilton’s high-cut dress became highly controversial
When: Her 32nd birthday party
It’s no secret Paris Hilton loves to be the center of attention. However, her numerous wardrobe malfunctions probably weren’t what she had in mind. Hilton posed for the cameras on her 32nd birthday in a hot pink Livné dress with high side slits. She managed to keep her sides barely covered but the media speculated she just forgot to wear anything underneath.
Next: This star posted one of her mishaps on Instagram.
4. Nicki Minaj has some serious dress issues
- When: The 2014 MTV Video Music Awards
The rapper is no stranger to clothing mishaps: She’s handled wardrobe malfunctions so smoothly the public didn’t even notice.
They all haven’t been discreet, however. Minaj uploaded a picture to her Instagram account with Derek Jeter featuring a nip-slip. It wasn’t’ the first time a mishap went public — her low-cut black dress popped open while she performed at the VMAs in 2014. Minaj told backstage reporters that she “ran out of time getting the dress zipped up.”
Next: No better place to have a wardrobe mishap than on live television.
3. Eva Longoria’s jacket popped open
- When: During an interview on the Late Show with David Letterman
Longoria wore what Letterman dubbed “only part of a tuxedo” on the Late Show and even the part she wore didn’t stay intact. She wore a jacket with nothing underneath, which would have been an incredible style statement — had it stayed on. The buttons began to pop open while Longoria presented her new cookbook to Letterman.
Letterman attempted to keep his focus on Longoria’s guacamole recipe despite his “predisposition” to find the dip soapy tasting.
Next: This celeb has had plenty of slip-ups in the past few years.
2. Queen of the slip: Mariah Carey
- When: On the beach in Hawaii, on a date, during a performance, etc.
Mariah Carey has had plenty of wardrobe malfunctions over the course of her career — enough that OK! Magazine kept a list of her 6 craziest — but most of them have happened since she started dating dancer Bryan Tanaka. Her bathing suit slipped on the beach in Hawaii, again on a date night dinner, and while performing “All I Want for Christmas Is You” at the Beacon Theater.
Next: The most embarrassing wardrobe malfunction of all time goes to …
1. Justin Timberlake exposes Janet Jackson
- When: Superbowl XXXVIII Halftime Show
This incident tops the list, and with good reason. “Nipplegate,” as it is informally known, resurged in the media prior to Justin Timberlake’s return to the Super Bowl arena in 2018.
Jackson joined Timberlake onstage in 2004. As the halftime show culminated, Timberlake pulled off part of Jackson’s outfit, briefly exposing her right breast on TV for over 140 million viewers to see. Jackson’s representatives declined to comment to USA Today, while Timberlake has said little more than “sorry” since the event.
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