The 15 Most Embarrassing Wardrobe Malfunctions

The 15 Most Embarrassing Wardrobe Malfunctions

Emma Watson

“This was a small wardrobe malfunction that happens,” the 19-year-old Harry Potter star told David Letterman in July 2009 as she held her head in her hands. “At least I’m wearing underwear!” she joked.

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Mischa Barton

Mischa Anne Barton is a film, television, and stage actress, and occasional fashion model. Although the former O.C. actress was recently hospitalized and under psychiatric evaluation, she suffered a major fashion faux pas back in May 2007 while out in London.

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Heidi Montag

The reality star left revealed her undergarment in Hollywood in October 2008. “It feels so amazing to be an official sex symbol,” the reality star — whose Playboy cover comes out August 15 — told Us. “It is something that only a few people in the world really get to experience and it’s just unbelievable, and the experience is great.”

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Whitney Port

The American television personality and The City star’s breast was exposed throughout her entire lunch at the Ivy in L.A. in May 2008.

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Lindsay Lohan

 The star — who was also photographed getting off a boat sans underwear in 2006 — flashed her slip and black panties after being caught off guard by a heavy breeze at the MTV Movie Awards in L.A. in 2008.

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Lily Allen

“I wore a loose fitting T-shirt yesterday,” the English recording artist and actress blogged after this photo surfaced in August 2008. “It was very hot in London yesterday and it’s no secret I don’t like wearing bras. Besides I don’t need to — measuring in at 32A, it hardly seems necessary.”

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Naomi Campbell

The supermodel wore a see-through dress when she vacationed in St. Tropez, France, with her boyfriend in July 2008.

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Paris Hilton

The socialite — who wore a too-short dress as she danced on a table in Las Vegas in January 2008 — has said.  ”I’ve only had a few boyfriends, and I don’t even do anything with anyone — it’s just the media making stuff up,”

“I’m far less promiscuous than any of my friends.”

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Tara Reid

“People act like it was the worst crime in the world. It was a mistake, you know!” Reid — who later corrected her botched boob job in 2006 — said of her major slip at P. Diddy’s 35th birthday party in NYC in 2004. “But you would think my boob had popped out and shot Gandhi! My hooters are under control. I’m taped up now, totally. I’m using double tape. Double double tape. My boobs are going nowhere again.”

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Britney Spears

The pop star went through one serious flashing phase. On just one night in November 2006, the mother of two went club hopping in L.A. with Paris Hilton and Lindsay Lohan — both of whom have frequent red carpet bloopers — and had a difficult time gracefully exiting a car.

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Jessica Simpson

The singer’s frilly dress might not have been the best choice for her concert on Good Morning America in September 2008 in NYC’s Times Square. A gust of wind blew her dress up, giving the audience a noticeable rear view. She tried her best to hold down her dress and took a short pause before continuing with the show.

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Jessica Alba

This star has problems keeping her clothes on! At Us Weekly’s Hot Hollywood party in L.A. in April 2006, the Fantastic Four star nearly lost her little black dress after a strap fell.

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Toni Braxton

The R&B diva gave a cheeky performance with Il Divo at the 2006 FIFA World Cup in Berlin in June 2006.

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Sharon Stone

The 51-year-old star isn’t afraid to show some skin, as she did with a sheer dress at an AIDS foundation party in February 2009. “I’m a person who feels that if it’s appropriate for the character I’m playing or the mood of the piece, then [nudity is] no big thing,” she said.

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Janet Jackson

The singer coined the term “wardrobe malfunction” after her infamous performance at Super Bowl XXXVIII in 2004, when Justin Timberlake accidentally removed a piece of her costume. The Federal Communications Commission even took CBS to court, seeking nearly $600,000 in fines for the breast-baring half-time performance.

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There we go. Who deserves the award for most embarrassing wardrobe malfunction?
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