33 Most Frightening Celeb Hair Moments

Despite having access to the best tress experts in the world, stars are not immune to sporting some truly scary hairstyles. These celebs' major mane missteps will make you wonder what they did to piss off their stylists.

By Andrea Lavinthal

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Drew Barrymore

We know that ombre is a hot hair-color trend right now, but we can't help thinking that Drew Barrymore's super-dark roots and bleached-out blonde ends takes the look just a bit too far.
caridee english
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CariDee English

If you're looking for your lost toy poodle, you might want to check this America's Next Top Model winner's house because apparently she likes to wear them on her head.
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Kimberly Wyatt

We wish we could tell you that this former Pussycat Dolls' up-up-and-away 'do was the result of a freakishly strong wind gust, but unfortunately her look was totally intentional.
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AnnaLynne McCord

It appears that AnnaLynne McCord had a throwdown with an angry blackbird. The bird won.

Chloë Sevigny

It's never a good sign when your hairstyle channels Donald Trump, as was the case with the Big Love actress's crazy-looking comb-over.
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Britney Spears

Technically, Brit-Brit's worst hair moment of all time was when she decided that she didn't need any and shaved her head. Sadly, things don't seem to have improved much since her hair has grown back. The pop star constantly steps out with ratty extensions that look like they belong on a Cabbage Patch Kid.
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Christina Aguilera

Xtina has sported a lot of questionable hairstyles over the years — from multicolored highlights to crazy cornrows — but her current bleached-blonde bob loses major points for lack of originality since it's pretty much a rip-off of Lady Gaga's signature style. And just like lace face masks and circle lenses, there are certain things only Gaga can get away with.
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Gwyneth Paltrow

It's reassuring that even someone as chic as Gwyneth can experience an amazingly bad hair moment. Case in point: This conehead-style pompadour.
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Heather Morris

This Glee actress should take a cue from her onscreen alter ego, Brittany, and stick with a simple ponytail for her next red carpet outing. This milkmaid-esque updo would get her kicked off the Cheerios.
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Naya Rivera

We feel really bad for the person who was stuck sitting behind Naya Rivera and her ginormous updo at this year's Emmy Awards.
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Karina Smirnoff

Karina Smirnoff might be able to blame the costume department for some of the bizarre looks she sports on Dancing with the Stars, but what's her excuse for wearing her hair like this in real life? Those crazy curls are making us cringe!
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Juliette Lewis

When Juliette Lewis arrived at the premiere of The Switch, her bright blue updo stole the spotlight from costar Jennifer Aniston's famous mane…just not in a good way.
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Jessica Szohr

Between her severe bangs in the front and her bulletproof "pouf" in the back, Jessica Szohr looks more Jersey Shore than Gossip Girl.
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Ke$ha

We get that this pop star's shtick is "garbage chic" (her words, not ours), but these matted blonde extensions look like they were literally pulled out of a Dumpster. Someone please get her a brush.
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Mindy Kaling

This brilliant star makes us LOL on The Office and Twitter (seriously, follow her now!), but the giant ball of hair on top of her head in this picture is no laughing matter.
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Mena Suvari

At first we thought that Mena was wearing some kind of strange hat, but after a closer look, we can confirm that the thing sitting on her head is indeed her hair. And the worst part: The updo is French braided up the back, prom-style. That's two major hair offenses rolled into one horrifying look.
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Mischa Barton

It's hard to believe that there was a time when we totally coveted Mischa Barton's mane. Those sun-kissed highlights! Those glossy waves! If the O.C.’s Marissa Cooper, could see the star now, we're certain that she would like, totally barf, over these fake-looking, Barbie-esque extensions.
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Rose Byrne

The last place you would expect to see an actress walking around with frizzy hair is on the red carpet at the Emmys. The Damages star is in desperate need of some smoothing cream.

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Kelly Osbourne

When the former Dancing with the Stars contestant first dyed her hair lavender we actually thought it looked kind of cool. But now that the color is more gray than purple (not to mention those lunch lady-inspired curls), the only place that this look would be considered trendy is at Bingo Night. Hey, at least we know that Kelly will be a GILF when she’s like 70.
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Katherine Heigl

In all fairness, the actress had to dye her gorgeous blonde hair dark brown for a movie role, so we won't rag on her about the color. But what's her excuse for this '80s-news-anchor-meets-politician's-wife bouffant? We can only imagine how many cans of hair spray had to die to achieve this helmet hairdo.
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Heidi Klum

As the mother of four children, it's entirely possible that Heidi Klum didn't have enough time to blow-dry her hair before running to this red carpet event. However, we have a very bad feeling that her wet-looking, slicked-back style was done intentionally.
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Taylor Momsen

The Gossip Girl star's Rapunzel-goes-Goth extensions are so long and straggly, we actually miss that weird mullet cut she used to have (and that's saying a lot). Oh, and no one was even remotely surprised when the wannabe rock star recently told mtv.com that she doesn't brush her hair.
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Cassie

If you stood on Cassie's left side, you would assume that she had a lovely head of hair. And you would be half right. Recently, the singer shaved one side of her head, writing on Twitter "sometimes in life you need a change…" Yeah, that's what a few face-framing layers or some pretty highlights are for.
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Avril Lavigne

Compared to some of the other celebs in this roundup, Avril Lavigne's hair is relatively tame. We're just sick of seeing her rock the same multicolored skunk streaks and girlie bow year after year.
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Jaime King

At first we thought that the My Bloody Valentine actress was headed to a costume party, where she dressed up as some sort of alien with crazy hair. But she actually sported these finger-in-the-socket curls to an awards show. Yikes!
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Rihanna

We're usually fans of Ri-Ri's envelope-pushing style, but we just couldn't get behind her cherry Kool-Aid colored, half-shaved bowl cut. (Just writing that made us woozy.) Luckily, her hair is starting to grow out and our fingers are crossed that her next look won't be quite as aggressive as this one.
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Jennifer Lopez

Maybe arriving at the London premiere of The Back-Up Plan with her hair styled in a way that can only be described as "fancy bird's nest" was JLo's misguided attempt to distract people from the rom-com bomb.
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Ashlee Simpson-Wentz

We liked her as a blonde, loved her as a brunette, were indifferent to her as a redhead, and tolerated her raven-black shade. And now, Ashlee's latest two-toned hue is officially our least favorite look. It's time for her to pick one color and stick with it.
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Roselyn Sanchez

We assume that Roselyn Sanchez had someone steering her down the red carpet at The Ugly Truth premiere because there is no way she could see through those overgrown bangs.
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Aubrey O'Day

The good news: Aubrey O'Day nailed the "I Dream of Jeannie" ponytail at this party. The bad news: It wasn't a costume party.
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Lo Bosworth

We were excited when we heard that this reality TV star was getting a Mad Men-inspired makeover for the Emmys, but this teased updo is a hair fail in any decade.
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Mel B

We were totally baffled when this former Spice Girl stepped out sporting a half-shaved head. Not only is it really unattractive, but Cassie already worked the exact same look before her. (See Slide #23 for reference.)
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Megan Fox

What bothers us most about this photo isn't Megan Fox's greasy, slicked-back mullet. It's that she looks insanely gorgeous with a greasy, slicked-back mullet.
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