Celebrity 20 Most Shocking Beauty Moments Rihanna's close shave! Kristen's mullet! Taylor's raccoon eyes! Hollywood didn't hold back in '09 By Katherine Kluznik Rentmeester Published on November 2, 2009 12:00 PM Share Tweet Pin Email Trending Videos 01 of 20 RIHANNA'S CLOSE SHAVE Gardiner Anderson/Carlos Vila With verdicts ranging from "HORRID!" to "FIERCE!," hundreds of you weighed in on the newly shorn sides of Rihanna's pompadour. And while comparisons to Woody Woodpecker abounded, more than a few fans dubbed the singer's new look a style inspiration. 02 of 20 MEGAN'S OIL SLICK Jason Merritt/Getty She may be a Fox, but at the MTV Movie Awards the actress looked a little closer to a wet seal after shellacking the top of her hair with a generous helping of gel. Arf! 03 of 20 KIM'S CAT EYES Chris Weeks/WireImage Meow! Kardashian got poised for a catfight at her sister Khloe's 25th b-day in Las Vegas with high-drama sweeps of black liquid eyeliner that kept all eyes on the birthday girl's big sis. 04 of 20 GWEN GETS TWISTED Janet Mayer/Splash News Online Straddling punk and Playskool, Stefani hit the Today show with her platinum hair tied into multiple top knots – a look that surely got high marks from toddler son Kingston. 05 of 20 ANNE'S BIG BOUFFANT Bill Davila/Startraks Ms. Hathaway, are you trying to seduce us? Channeling the '60s for the Met Gala, Hathaway swept back her hair into an lacquered-up retro bouffant. 06 of 20 KATE'S BACKWARDS MULLET Michael Kovac/FilmMagic "Everybody loves it!" Gosselin boasted of the spiky asymmetrical hairdo that she insisted had been copied across the nation – but PEOPLE readers weren't so sure, dubbing the look a "reverse mullet" and wondering if "each of the kids took a turn at cutting the back while she was sleeping." 07 of 20 DREW'S HAIR SPRAY Celebrity Photo With a Marilyn-inspired style that dwarfed the original, Barrymore rocked – and shocked – at the Golden Globe Awards with her amped-up platinum bouffant. 08 of 20 ELIZABETH'S ELECTRIC BLUES PA Photos/Landov Hurley turned up at the GQ Men of the Year Awards with a jolts of Technicolor shadow circling her eyes that gave viewers a shock. 09 of 20 SOLANGE'S BUZZ CUT Splash News Online "i. just. wanted. to. be. free. from. the. bondage. that. black. women. sometimes. put. on. themselves. with. their. hair," Tweeted Knowles about the super-short do that caused an unexpected stir among fans – and more than 400 PEOPLE readers couldn't hold back from weighing in on the look. 10 of 20 KHLOE ROLLED WITH IT Flynet Kardashian got way to into the '80s spirit at the Pepsi Throwback World on Wheels roller skating party, pairing a golden braided headband with green shimmer shadow. 11 of 20 CASSIE GOES HALFSIES Michael Tran/FilmMagic "What did she do to her head? OMG it's horrible!" asked PEOPLE reader Brian after the singer buzzed off one half of her long hair. And while the look didn't compute for most of you, fans like La Femme Digital commented, "Wish I had as much bravado to do the same." 12 of 20 SHANNA'S NEON LIGHTS Andy Fossum/Startraks Demonstrating how a good trend can go bad – reform-school bad! – Moakler took the year's bright makeup trend to new heights for a magazine party in Hollywood, slapping on rainbow-bright shimmer-shadow. 13 of 20 TYRA'S HEAD BUN Greg Allen/Rex USA Banks, we have a problem. Going avant-garde for the Met Gala, Tyra plopped a space-age chignon above her forehead. 14 of 20 ANNALYNNE CHANNELED ELVIS Dan Steinberg/AP AnnaLynne has left the building – or at least that's what we were hoping when 90210's queen bee tried a pompadour at the Chrysalis Butterfly Ball that was all about resuscitating the King. 15 of 20 TAYLOR'S EYE SHADOWS LAN/Corbis The Gossip Girl star took up the plight of the raccoon by making heavy circles of ebony shadow her signature beauty statement in '09. 16 of 20 CHLOE'S COMB-OVER Andrew H. Walker/Getty We wouldn't want to go up against Donald Trump's team of lawyers, but Sevigny tempted fate by stealing the Apprentice host's signature comb-over. 17 of 20 KRISTEN LOVED ROCK 'N' ROLL Richie Buxo/Splash News Online Stewart ran with her biopic role as Joan Jett in a mullet that made her a dead-ringer for the Runaways frontwoman. But what did you think? "The new hairstyle is a total, epic fail," commented Hayley, while readers like Jennifer pointed out, "Have you seen Joan Jett??? This look is spot-on for her role. Kristen works it well." 18 of 20 KATY PERRY GOT LIPPY Alpha/Landov She might have kissed a girl, but we doubt that Perry would have had many takers with this bubble-gum lipstick that looked a lot more sticky than sweet. Add black and white shimmer shadow, and consider us more cold than hot. 19 of 20 ASHANTI GOT UPBRAIDED Landov No one's ever accused Ashanti of being afraid to try out the trends. And she got busy this fall, winding her hair up into tight ringlets and then taming just one side with row upon row of braids. 20 of 20 GAGA FEATHERED HER NEST Uffe Kongsted/Fame When it comes to the First Lady of Outrageous, how do you choose just one look? But our top honors go to the look that Gaga debuted in Denmark, accenting the whirl of purple hair that topped her blunt blonde wig with a few jauntily placed plumes.