Beauty 50 Memorable Faces By InStyle Editors InStyle Editors Facebook Instagram Twitter Our editors and writers comprise decades of expertise across the beauty, fashion, lifestyle and wellness spaces in print and digital. We prioritize journalistic integrity, factual accuracy, and also having fun with every story we share. InStyle's editorial guidelines Updated on February 27, 2015 @ 11:32AM Pin Share Tweet Email Trending Videos Photo: AP Photo/Reed Saxon 50 Memorable Faces 01 of 50 Lady Gaga Jason Merritt/Getty Images WHEN AND WHERE The 2010 Grammy AwardsWHY WE LOVE IT For her first appearance at the Grammy Awards, Lady Gaga didn't disappoint in an ombre yellow wig, bubblegum pink lips, and heavy metallic shadow. Try on Lady Gaga's statement-making hair with our Hollywood Makeover Tool! 02 of 50 Nicki Minaj Lester Cohen/WireImage WHEN AND WHERE The 2011 Grammy AwardsWHY WE LOVE IT This day in age, firsts are almost impossible. Minaj's leopard-spray-painted platinum bouffant was truly one-of-a-kind. 03 of 50 Drew Barrymore David Fisher/Rex USA WHEN AND WHERE The 2009 Golden Globe AwardsWHY WE LOVE IT This whipped-up bob might have been a risk, but paired with soft makeup and a diaphanous gown, Barrymore pulled it off with aplomb. Try on Drew Barrymore's many hairstyles with our Hollywood Makeover Tool! 04 of 50 Christina Aguilera Jeffrey Mayer/WireImage WHEN AND WHERE The 2001 Grammy AwardsWHY WE LOVE IT Down-to-there platinum braids were fitting for the artist, whose eponymous album went platinum a whopping nine times. 05 of 50 Gwen Stefani Jim Smeal/WireImage WHEN AND WHERE The 1998 Grammy AwardsWHY WE LOVE IT Only the No Doubt front-woman could make a headful of loopy buns look downright sophisticated. Also note her pencil-perfect brows. Try on Gwen Stefani's many wild hairstyles with our HollywoodMakeover Tool! 06 of 50 Paula Abdul Jim Smeal/WireImage WHEN AND WHERE The 1990 Grammy AwardsWHY WE LOVE IT With her hair piled on top of her head in a gold scrunchie, Abdul was straight-up pop perfection. 07 of 50 Marlee Matlin Ron Galella/WireImage WHEN AND WHERE The 1987 Academy AwardsWHY WE LOVE IT Only in the height of the '80s would poufy bangs and baby's breath fly on a Best Actress winner. 08 of 50 Cher Scott Downie/CelebrityPhoto.com WHEN AND WHERE The 1986 Academy AwardsWHY WE LOVE IT Some people would get lost in this burst of crystals and feathers. In Cher's case, it's the woman that makes the headdress, not vice versa. 09 of 50 Cyndi Lauper Ron Galella/WireImage WHEN AND WHERE The 1984 Grammy AwardsWHY WE LOVE IT Presenting at her first Grammys in no less than five shades of eyeliner, it's no wonder Lauper would go on to have a MAC makeup collection. 10 of 50 Gwyneth Paltrow Matt Baron / BEImages WHEN AND WHERE The 2002 Academy AwardsWHY WE LOVE IT Her sheer tank dress turned heads, but her Heidi braids and seriously smoky eyes were worth a second glance. 11 of 50 Britney Spears Kevin Mazur/WireImage WHEN AND WHERE The 2002 Grammy AwardsWHY WE LOVE IT While she would later experiment with shorter styles, on this night her wild ringlets reached impressive lengths. Try on Britney Spears's hair with our Hollywood Makeover Tool! 12 of 50 Kate Hudson Frank Foden/ZUMA Press WHEN AND WHERE The 2001 Academy AwardsWHY WE LOVE IT Hudson was nominated for her role in Almost Famous, but with curls this cute she was fully on her way to the A-List. 13 of 50 Jennifer Lopez SGranitz/WireImage.com WHEN AND WHERE The 2000 Grammy AwardsWHY WE LOVE IT While most couldn't tear their eyes from her plunging neckline, her diffuse green shadow and lush, bumped-up ponytail were likewise statement-making. 14 of 50 Hilary Swank STEWART COOK / Rex WHEN AND WHERE The 2000 Academy AwardsWHY WE LOVE IT Swank's cropped Boys Don't Cry hair-for which she won Best Actress-grew into this adorable side-swept pixie just in time for the red carpet. 15 of 50 Angelina Jolie Steve Granitz/WireImage WHEN AND WHERE The 2000 Academy AwardsWHY WE LOVE IT Jet-black hair and nude lipstick make Angelina's pillowy lips even more arresting. (We didn't think it was possible, either.) 16 of 50 Cameron Diaz Steve Granitz/Retna WHEN AND WHERE The 1999 Academy AwardsWHY WE LOVE IT Adorable in a crisp barretted bob, Diaz was striking even without her signature beachy waves. Try on Cameron Diaz's many hairstyles with our Hollywood Makeover Tool! 17 of 50 Madonna SGranitz/WireImage WHEN AND WHERE The 1999 Grammy AwardsWHY WE LOVE IT Ray of Light won Album of the Year; Madonna went dark with an angular brunet cut and heavy crimson lips. 18 of 50 Jewel KMazur/WireImage WHEN AND WHERE The 1998 Grammy AwardsWHY WE LOVE IT With Pieces of You going platinum twelve times over, Jewel could do no wrong: Skinny, sectioned-off ponytails and asymmetrical face-framing pieces, included. 19 of 50 Kate Winslet Steve Granitz/WireImage WHEN AND WHERE The 1998 Golden Globe AwardsWHY WE LOVE IT Winslet epitomized '90s glam with a piled-high updo, full lip liner, and choker necklace. Oh, and her leading role in Titanic, one of the highest grossing films of all time. 20 of 50 Minnie Driver Evan Agostini/Liaison WHEN AND WHERE The 1998 Academy AwardsWHY WE LOVE IT Driver's unconventional beauty -tight ringlets, snow-white skin-was a breath of fresh air. 21 of 50 Celine Dion AP Photo/Kathy Willens WHEN AND WHERE The 1997 Grammy AwardsWHY WE LOVE IT Celine Dion nailed the '90s. "My Heart Will Go On"-which won Record of the Year-was the definitive lovesong; brick-red lipstick and flipped-up ends were the definitive beauty trends. 22 of 50 Winona Ryder Ron Galella/WireImage WHEN AND WHERE The 1994 Golden Globe AwardsWHY WE LOVE IT The actress was nominated for her portrayal of the boyish Jo March in Little Women-but she dressed it up on the red carpet with a sweep of purple eye shadow and rosy lipstick. 23 of 50 Elizabeth Taylor Time Life Pictures/DMI/Time Life Pictures/Getty Images WHEN AND WHERE The 1993 Academy AwardsWHY WE LOVE IT Only Elizabeth Taylor can successfully pair hair this big with blue eye shadow, pink lipstick and heavy rouge. 24 of 50 Demi Moore Scott Downie/CelebrityPhoto.com WHEN AND WHERE The 1992 Academy AwardsWHY WE LOVE IT Long silky strands may be Moore's signature, but she was coolly confident in short, swept-back waves and precise red lips. Try on Demi Moore's many hairstyles with our Hollywood Makeover Tool! 25 of 50 Mariah Carey Bill Swersey/Liaison/Getty Images WHEN AND WHERE The 1991 Grammy AwardsWHY WE LOVE IT The Best New Artist winner should also have gotten best hair with this fun spiral perm. 26 of 50 Julia Roberts Ron Wolfson/Landov WHEN AND WHERE The 1990 Golden Globe AwardsWHY WE LOVE IT Riotous curls, a contagious smile, and natural brows? It's no wonder Julia Roberts was America's sweetheart after winning Best Supporting Actress for her role in Steel Magnolias. Try on Julia Roberts' hair with our Hollywood Makeover Tool! 27 of 50 Meryl Streep Ron Galella/WireImage WHEN AND WHERE The 1979 Academy AwardsWHY WE LOVE IT For her first of many trips to the Oscars, Streep let her soft blond hair, natural flush, and inimitable acting chops do all the talking. 28 of 50 Barbra Streisand AP Photo/George Birch WHEN AND WHERE The 1969 Academy AwardsWHY WE LOVE IT When Streisand accepted the Best Actress award for Funny Girl her quintessentially '60s bumped-up bob, nude lips and cat-eye liner were no laughing matter. 29 of 50 Marilyn Monroe, 1962 Michael Ochs Archives/Getty Images The actress accepted a Golden Globe in 1962 for her performance in The Misfits in a flipped-up platinum bob, flicked-out cat-eye liner, and heavy faux lashes. 30 of 50 Michelle Williams Jason Merritt/Getty Images WHEN AND WHERE The 2011 Academy AwardsWHY WE LOVE IT "I didn't want her to look like a sea of white," makeup artist Jeanine Lobell said of the pewter shadow she dusted under the star's eyes. Try on Michelle Williams' many hairstyles with our Hollywood Makeover Tool! 31 of 50 Natalie Portman Kevin Mazur/WireImage WHEN AND WHERE The 2011 Academy AwardsWHY WE LOVE IT With soft waves and a mama-to-be-glow, the tortured ballerina the Best Actress winner portrayed in Black Swan couldn't have been further from her mind. Try on Natalie Portman's many hairstyles with our Hollywood Makeover Tool! 32 of 50 Anne Hathaway Steve Granitz/WireImage WHEN AND WHERE The 2011 Golden Globe AwardsWHY WE LOVE IT Hairstylist Adir Abergel countered the star's floor-length sequined gown with this easy style. "I wanted to let her natural wave surface," he explained. 33 of 50 Emma Stone Kyle Rover/Startraksphoto.com WHEN AND WHERE The 2010 Golden Globe AwardsWHY WE LOVE IT Stone deftly embraced her newly blond hair with a pale palette of peachy lips, pastel cheeks, and lush lashes. Try on Emma Stone's many hairstyles with our Hollywood Makeover Tool! 34 of 50 Sandra Bullock Jason Merritt/Getty Images WHEN AND WHERE The 2010 Academy AwardsWHY WE LOVE IT The precision of this hairstyle is astounding. "The most important component of this look was the gently curved part, which started right above the arch of her brow," hairstylist Adir Abergel told us. Try on Sandra Bullock's sleek hairstyles with our Hollywood Makeover Tool! 35 of 50 Katy Perry Gilbert Flores/CelebrityPhoto.com WHEN AND WHERE The 2010 Grammy AwardsWHY WE LOVE IT "I have this whole India thing going on because we came back from India a few weeks ago," Perry said of her gold bindi and gilded eye shadow. Try on Katy Perry's many hairstyles with our Hollywood Makeover Tool! 36 of 50 Jennifer Aniston Dan MacMedan/WireImage WHEN AND WHERE The 2009 Academy AwardsWHY WE LOVE IT The hairline braid was a super-simple tweak that elevatedAniston's covetable sun-kissed layers. Try on Jennifer Aniston's many hairstyles with our Hollywood Makeover Tool! 37 of 50 January Jones Quasar/Starmaxinc.com WHEN AND WHERE The 2009 Golden Globe AwardsWHY WE LOVE IT By pairing her soft, sculpted waves with a modern tangerine lip, Jones showed us the joys of retro beauty weren't just for Betty Draper. Try on January Jones's retro waves with our Hollywood Makeover Tool! 38 of 50 Taylor Swift Kevin Mazur/WireImage.com WHEN AND WHERE The 2008 Grammy AwardsWHY WE LOVE IT The Best New Artist nominee was also America's reigning sweetheart with her perfect ringlets and fairydust eye shadow. Try on Taylor Swift's signature curls with our Hollywood Makeover Tool! 39 of 50 Sienna Miller David Fisher/Rex USA WHEN AND WHERE The 2007 Golden Globe AwardsWHY WE LOVE IT Who knew a coronation-style braided headband could be so fresh, inviting and appealing? Try on Sienna Miller's braids with our Hollywood Makeover Tool! 40 of 50 Reese Witherspoon Kevin Winter/Getty WHEN AND WHERE The 2007 Golden Globe AwardsWHY WE LOVE IT Witherspoon's airy bangs made a huge bang on the red carpet. "I got more questions and emails about this haircut than anything I've ever done," says hairstylist Mark Townsend, who created the look. Try on Reese Witherspoon's many hairstyles with our HollywoodMakeover Tool! 41 of 50 Beyoncé Alex Berliner/BEImages WHEN AND WHERE The 2007 Golden Globe AwardsWHY WE LOVE IT The singer was a sleek and shiny vision in gold when she nabbed a Best Actress nomination for her role in Dreamgirls. Try on Beyonce's hair with our Hollywood Makeover Tool! 42 of 50 Rihanna Lester Cohen/WireImage WHEN AND WHERE The 2007 Grammy AwardsWHY WE LOVE IT Rihanna ditched her Bajan braids and debuted this A-line bob at the Grammys, thus skyrocketing herself into mega-stardom. Try on Rihanna's many hairstyles with our Hollywood Makeover Tool! 43 of 50 Cate Blanchett KMazur/WireImage WHEN AND WHERE The 2005 Academy AwardsWHY WE LOVE IT You walk enough red carpets and you know that fresh skin, red lipstick and a yellow dress are an unexpectedly fantastic (and winning!) combination. 44 of 50 Kirsten Dunst Jeffrey Mayer/WireImage WHEN AND WHERE The 2005 Academy AwardsWHY WE LOVE IT A chin-length bob and sculpted smoky eyes are simple but flawless. 45 of 50 Scarlett Johansson Steve Granitz/Retna WHEN AND WHERE The 2005 Academy AwardsWHY WE LOVE IT It doesn't get more Hollywood than baby blond ringlets and a diamond tiara. Try on Scarlett Johansson's many hairstyles with our Hollywood Makeover Tool! 46 of 50 Nicole Kidman AP Photo/Kevork Djansezian, Carlo Allegri/Getty Images WHEN AND WHERE The 2004 Academy AwardsWHY WE LOVE IT Kidman was a natural as a blond bombshell! Especially with this flirty, flapper-ish headband. Try on Nicole Kidman's many hairstyles with our Hollywood Makeover Tool! 47 of 50 Beyoncé Gregg DeGuire/WireImage for NARAS WHEN AND WHERE The 2004 Grammy AwardsWHY WE LOVE IT We were crazy in love with both the voluminous updo of tumbling curls and the singer's lit-from-within glow. Try on Beyonce's many glam hairstyles with our Hollywood Makeover Tool! 48 of 50 Charlize Theron Frank Micelotta/Getty Images WHEN AND WHERE The 2004 Academy AwardsWHY WE LOVE IT The Best Actress winner perked-up a sculpted bob with a sexy tan. Try on Charlize Theron's many hairstyles with our Hollywood Makeover Tool! 49 of 50 Halle Berry Globe Photos/ZUMAPRESS.com WHEN AND WHERE The 2002 Academy AwardsWHY WE LOVE IT Sometimes it's the simplest things that are just so right: Rumpled pixie, coppery shadow, glossy lips. Yes, yes and yes. Try on Halle Berry's short hair with our Hollywood Makeover Tool! 50 of 50 Julia Roberts AP Photo/Reed Saxon WHEN AND WHERE The 2001 Academy AwardsWHY WE LOVE IT Roberts, who won Best Actress for her role in Erin Brockovich, showed her more serious side in this sleek, intricately woven updo.