Celebrity Beauty Awards: The 100 Best and Worst Looks of 2011

Zooey Deschanel's perfectly symmetrical, spidery fringe is creeping us out! The doll-like look should start and stop with her flawless, porcelain skin.

When you're as gorgeous as Rose Byrne, it's hard to imagine anything would look bad. While the Bridesmaids star is still stunning, we nearly cried when she made the ill-decision to cut some serious fringe.

Pops of bright lipstick is a beauty trend that won't be loosing steam anytime soon. Still, Petra Nemcova makes a misstep, picking a color that looks pure orange rather than a coral or tangeriney-red.

A gorgeous Penelope Cruz takes a walk on the gray side, showing a salt-and-pepper look on the set of her latest movie. Gray and white hair can be beautiful, but only if it's super hydrated.

There's something about Mena Suvari's glossy bowl cut that doesn't quite work. Perfectly-in-place strands feel more right for long locks; we would've liked to see this length with loose waves or curls.

A little bit of hairstylist magic is responsible for making Lauren Conrad's hair look shorter than it actually is. We love beauty tricks, but would've preferred a uniform length.

Just because '80s crooners wear their sunnies at night doesn't mean it's approved for the general style-population. Madonna's ruby pair detract from her otherwise gorgeous hair and makeup.

The overly processed platinum hair, the costume-y makeup. We're speechless.

We can let the thick eyebrows pass, and we're even okay with the aqua pageboy. But that super-strong, perfectly round beauty mark? No can do, Gaga.

The feathered Farah Fawcett look still has legs, but it needs more volume than just a few pieces. Lake Bell's bangs look more like forehead-curtains than anything else, a style we're not so crazy about.

Why does Kelly Osbourne look more like a southern Toddlers & Tiaras star than her normal, spunky Brit-self? The heavy lashes and coiffed 'do might work on someone older (or with a drawl) but they feel all wrong on her.

The most stylish of the Kardashian klan, Kourtney, makes a rare beauty mistake. Her nude lips are on-trend, but a matte lipstick, rather than a high-shine gloss, makes it look like someone just covered her pout with foundation. Not cute!

Katy Perry has fun with her hair and makeup, yes. But the popstar doesn't always nail it. Here, this high, overly extension'ed pony looks way too gimmicky.

Vampire Diaries actress Katerina Graham steps out with false eyelashes that would only pass muster on Halloween. They don't look like they were sized properly for her eyes, and that length makes sure they're not fooling anybody.

Some girls just work as blondes. Such is the case with Julianne Hough, who loses some of her sparkle when stepping out with light auburn locks earlier this year.

We love the casual, all-American feel of a ponytail at high-style events. With brittle-looking strands and a severe chop-line, Modern Family matriarch Julie Bowen doesn't do the look justice.

What is that color exactly? Jessica Szohr's icy plum/pink/nude gloss doesn't flatter her complexion. And it actually makes her look like she's in the early stages of hypothermia.

With her hair brushed back, it's shockingly obvious how badly Hilary Swank needs to see her colorist. The shade-difference, probably unnoticeable when her hair is down normally, looks bizarrely striking like this.

Okay, okay—we know Jennifer Love Hewitt is always husband-hunting, but the cobalt blue bustier on outside of her clothes is just crossing the desperate line.

Even a pretty grin won't get Hayden Panettiere out of this beauty violation. Winter hats can look great, but the style of this tight, knitted cap doesn't work on her pixie cut.

Did her High School education teach her absolutely nothing? Ashley Tisdale picks a bronzer several shades too dark, and looks like she dived in a vat full of it!

From the moment Blake Lively entered our lives, we've been taught to expect great things from that head of hair of hers. Compared to the gorgeous curls and lush strands we've been taught to expect, this frizzy, lank look just won't cut it.

Songbird Alicia Keys puts a twist on the classic mullet, keeping it all business on the right, and party on the left. We think she's gorgeous both ways, but sorry, lady—you need to choose.

Here's hoping that Abbie Cornish's cropped 'do was for a movie role. The short look is absolutely cringe-worthy on her round face, and gentle side bangs would've flattered her wider forehead.

Big might be in when it comes to hair, but we have a feeling no one was talking about this big. Jennifer Lopez looks like she's imitating a lion with these combed-out, fluffed-up curls. Rawr!

Kristen Stewart, known for her laid back, muss-free style, should know better than to try too hard. Red lipstick, one of our favorite fall trends, looks overdone and dowdy on her.

Rockstar progeny Zoë Kravitz (dad is super-stud Lenny) is a gorgeous gal with the modeling stints to prove it. That said, we can't figure out why she'd throw her lovely visage off-kilter with these scraggly chopped bangs.

If January Jones was dressing for a sci-fi convention, we might have let this one slide. But the severe front of this classic French twist left her looking half-shaved at the Unknown premiere. What would Betty Draper say!?

There's lots of ways to make beauty edgy: a sculpted 'do, severe eyeliner, or a neon lipstick. Facial tattoos? Not one of them. Guilty-as-charged, Shenae Grimes.

We love the Rapunzel feel of Rihanna's ultra-long, wrap-around braid. It's romantic and on-trend, but absolutely wrong for her formal dress and event. Pair it with a light cotton frock but a ball gown? Come on, Ri Ri.

Mascara on the lower lashes can create flirty, doll-eyed beauties, but British socialite Peaches Geldof didn't quite nail the look. A thick and clumpy application leaves them looking stumpy and brittle, two things you never want your makeup to do.

Heidi Klum loves to dress up, this we know, but eccentric makeup doesn't always work. The supermodel, mom, and mogul had a heavy-hand with the blue shadow at a photo exhibit, resulting in an oddly extraterrestrial look.

Exhausted Hollywood'ers (and their makeup artists) have to reach for concealers to hide late nights on set, but it's Christina Applegate's super bright circles that have us scratching our head. The reverse raccoon look—not sexy.

After seeing a gothed-out Sienna Miller, it's suddenly clear why the sunny actress chooses boho beauty so much of the time. Too much dark shadow makes her look ghostly (and blood-thirsty!).

Without a hair out of place, Fergie's '50s-style retro bob is technically perfect. The look would work for a costume party, but in real life, the style ages the pop star and makes her look more like June Cleaver than a fist-pumping Black Eyed Pea.

The rule of thumb with glitter: If you're hell-bent on using it, do so sparingly. Ke$sha flaunts all beauty conventions (no newsflash there) with a shiny gold splatter we'd rather not see repeated.

Even screen goddesses can make some makeup missteps. It's hard finding fault with Angelina's drop-dead gorgeous genes, but we're calling the shine police on this one! A little bit of powder or off-screen blotting papers would make her look 100% flawless (rather than just 99.9).

Scenester Chloë Sevigny is an original and always dresses for herself (something we love!). The androgynous look is big this year, yeah, but the bow tie and slicked back hair make her seem leering and greasy, not fashionable.

If we had a nickel for every celeb who OD'ed on DHA… Jane Krakowski took it a few steps past Cali-bronzed at this year's Emmys, stepping out in a uniform orangey shade that was too unnatural to pass beauty muster.

Even if hippies don't really wear lipstick, Nicole Richie's pucker would have benefited from a hint of color. Her nude lips blend in with her complexion, and all the tans and purples start to make everything look a little sickly gray.

Actress and rocker Juliette Lewis's eyebrows look all bent out of shape. The arch has an aggressive angle that seems like a tweezing mistake, and we're wondering why some trusty makeup artist couldn't have penciled a little somethin' somethin' to get a fiercer, more complete look.

Fashion week's runways are proof that the slick-back look is big. In real life, Claire Danes rocked so much gel on her crown that it feels dirty, not chic.

We loved Vanessa Hudgens's pixie cut, required for an upcoming movie. Shoulder-grazing extensions let her go longer for a day, but the glossy pieces look too much like a full-on wig.

While we've applauded Miss Barrymore in the past for being a champion of the ombré hair trend, we're calling this one a foul. The gradiation between her strands' blonde and brown is so harsh, it looks a little like a clown wig.

Alexa Chung has made her it girl rep with a barebones beauty regime. While the former model can pull off her fuss-free look, this messy mop looks like it could have used some Q.T. with a comb.

Sure, every girl needs a change now and then, but we're strongly suggesting Katie Cassidy go back to her natural blonde. The deep chocolate hue makes her look almost unrecognizable—and not in a good way.

Did the Aussie star forget to do a mirror-check before stepping onto the red carpet? Nicole Kidman's pretty flawless, per usual, until you notice that her part seems to be oddly askew.

Deep-set eyes can often be blamed for tired-looking shadows, but these exhausted rings just aren't working for Leighton Meester. Does our favorite Gossip Girl need more beauty sleep?

Move over Selena Gomez, there's a new young, It girl in Hollywood. The Modern Family actress has been getting gold stars on the red carpet. We love how she makes her doll eyes pop by highlighting the inner corners of her peepers with white shimmer.

If your roots show through under your strands, not just at the part, you know you're in trouble. Elizabeth Banks might want to schedule an appointment with her colorist, stat.

One of the perils of being a blonde? Fair lashes. A red carpet vet, Kate Hudson usually defines her eyes with mascara and shadow for a super glam look. Here, ignored eyelashes make her look like a teen who ought to be home in bed.