Fashion Faceoff

Sometimes, stylish star minds think alike. You decide: Who wears it better?

01 of 34

LAUREN VS. ANNALYNNE

Image
Frazer Harrison/Getty; Albert Michael/Startraks

The new wore her Gypsy 05 maxidress to a charity event in June, while the 90210 actress wore her tie-dyed silk dress for her 22nd birthday bash on the beach this month.

02 of 34

CARRIE VS. CARMEN

CARRIE VS. CARMEN
Jason Merritt/Getty; Denise Truscello/WireImage

The returned to American Idol in her pink Jenny Packham dress, while the sexy starlet heated up Las Vegas in her beaded pink frock.

03 of 34

KRISTIN VS. ELIZA

KRISTIN VS. ELIZA
Hugh Dillon/WENN; Albert L. Ortega/PR Photos

The newest member of The Hills cast partied in Atlantic City in her Gryphon frock, while the Dollhouse actress hit Comic-Con in her gold sequined minidress.

04 of 34

KATE VS. LISA

Image
Tim Whitby/WireImage; Jen Lowery/startraks

dazzled in her silver Roberto Cavalli gown back in 2005, while Rinna picked the gold version for a charity event in L.A. this weekend.

05 of 34

SHENAE VS. TAYLOR

Image
Jones/Sharma/Pacific Coast News; Justin Campbell/BuzzFoto/FilmMagic

Same dress, same day! The 90210 star paired her Ecoganik dress with a vest and side-slung bag while out in L.A., while the the Gossip Girl star stepped out in N.Y.C. in her black-and-white striped tunic.

06 of 34

ROSARIO VS. JENNIFER

ROSARIO VS. JENNIFER
Johns PkI / Splash News Online; Splash News Online

hit a Fashion Week party in her printed Diane von Furstenberg maxidress last September, while wore her black-and-white dress to dinner with her husband Marc Anthony last week in L.A.

07 of 34

MADONNA VS. WHITNEY

Image
INF; Richard Young/Startraks

One dress, one night, two divas! wore her Dolce & Gabbana dress while partying with the designers at their Gold restaurant in Milan, while Houston celebrated her album release in her leopard-print sheath.

08 of 34

KHLOE VS. FERGIE

Image
Ethan Miller/Getty; Eliot Press/Bauer-Griffin

The reality star flaunted her slimmer figure at a Las Vegas charity event in her Alexander Wang dress, while the got slinky in her sheer-paneled LBD at an album release party for The E.N.D..

09 of 34

LEIGHTON VS. AMANDA

LEIGHTON VS. AMANDA
Dara Kushner/INF; Alexandra Wyman/WireImage

The Gossip Girl wore her olive green Pencey dress to the Tribeca Film Festival in 2008, while the Hairspray actress picked the black version of the corset dress for a party in L.A. this week.

10 of 34

JESSICA VS. SASHA

Image
Whittle/Kaminski/Splash News Online; Landov

stayed chic for a flight into LAX in her ruffled 3.1 Phillip Lim dress, while the He’s Just Not That Into You actress hits the red carpet at the designer’s anniversary bash in her gray, tiered frock.

11 of 34

JESSICA VS. JENNIFER

Image
Nate Jones/Pedro Andrade/Pacific Coast News, Splash News Online

hit the streets of Los Angeles in her Diane von Furstenberg dress back in January, while was chic in N.Y.C. this spring in her navy shirtdress.

12 of 34

LAUREN VS. HAYLIE

LAUREN VS. HAYLIE
Frazer Harrison/Getty, Flynet

attended a charity carnival in Los Angeles in her Gypsy 05 maxidress, while Duff headed out with her boyfriend in the strapless version of the tie-dyed silk dress.

13 of 34

DEBRA VS. SAMANTHA

DEBRA VS. SAMANTHA
Demis Maryannakis/Splash News Online, Lane Ericcson/PhotoLink

The Starter Wife star attended a charity event in N.Y.C. in her Diane von Furstenberg dress, while the Dancing with the Stars host celebrated her Broadway debut in Chicago in her printed maxidress.

14 of 34

AMBER VS. KHLOE

Image
Peter Kramer/AP, Joe Kohen/WireImage

The actress hit the Whitney Art Party in her belted Alice + Olivia dress, while the reality star skipped the accessories for her black-and-white dress at the Three-O Vodka bash.

15 of 34

ANGIE VS. SERENA

ANGIE VS. SERENA
Donato Sardella/WireImage, Ian West/PA Photos/Landov

The actress paired her Ralph Lauren harem pants with a blouse for an event at the label’s L.A. store, while the tennis champ paired her gold sequined pants with a simple white tank for a pre-Wimbledon bash.

16 of 34

GWYNETH VS. MISCHA

Image
Larry Busacca/Getty; Humberto Carreno/Startraks

topped her Versace mini with a Burberry cardigan at the Grammys, while went for motorcycle boots while filming The Beautiful Life in N.Y.C. in her shimmering, metallic mini.

17 of 34

MILEY VS. HILARY

Image
Jon Kopaloff/FilmMagic; Pacific Coast News

got glam in her Marchesa mini for the American Music Awards last November, while filmed a scene for her new role on Gossip Girl in her gold and black dress, set off with Lee Angel earrings.

18 of 34

HAYDEN VS. AUDRINA

HAYDEN VS. AUDRINA
David Tonnessen/Pacific Coast News; Jon Kopaloff/FilmMagic

hit Comic-Con in her Zuhair Murad dress, while heated up the Teen Choice Awards in her purple ruched minidress.

19 of 34

ANNA VS. CAMERON

Image
Roger Wong/INF; Jason Merritt/Getty

The newly engaged Paquin visited The Late Show with David Letterman in her black Alexander McQueen sheath, while chose the gray version to accept her award at the Teen Choice Awards this week.

20 of 34

VANESSA VS. MICHELLE

Image
INF; Theo Wargo/Getty

The newly single paired her Alice + Olivia jumpsuit with a gold clutch for a party in L.A., while Trachtenberg went for bold fuchsia to set off her simple one-piece at a fashion party in N.Y.C.

21 of 34

KIM VS. ALI

KIM VS. ALI
Otto /Landov; Ramey

The heated up a fashion party in L.A. in her Jay Godfrey dress, while newly married got into character on the set of Heroes in her colorblock sheath.

22 of 34

RACHEL VS. LEIGHTON

RACHEL VS. LEIGHTON
Right/Fame; Splash News Online

flaunted her sheer Chris and Jaime romper while out in L.A., while hit a concert in N.Y.C. in her floral one-piece.

23 of 34

SOPHIA VS. KERRY

Image
Russ Einhorn/Splash News Online; Diane Cohen/Fame

The One Tree Hill star celebrated at the Catherine Malandrino boutique in the designer’s chain-laden top, while the Lakeview Terrace actress paired her festive Malandrino top with a Whitley Kros skirt for the Super Saturday event in the Hamptons.

24 of 34

KRISTIN VS. RIHANNA

KRISTIN VS. RIHANNA
David Aguilera/BuzzFoto/FilmMagic; INF

The newest member of The Hills headed to dinner in West Hollywood in her Charley 5.0 dress, while the paired her denim tube dress with a bold hat for a day of shopping in N.Y.C.

25 of 34

JENNIE VS. SAMANTHA

JENNIE VS. SAMANTHA
Michael Tran/FilmMagic; Joe Corrigan/Getty

The 90210 star arrived at a March of Dimes event last year in her Alice + Olivia dress, while the Dancing with the Stars host picked her magenta-and-yellow dress to ring the bell at the New York Stock Exchange this July.

26 of 34

RIHANNA VS. SIENNA

Image
The Media Circuit/INF; Ramey

The paired her Twenty8Twelve skirt with a button-down and pearls for a day of shopping, while of Twenty8Twelve (along with her sister Savannah) paired her own creation with a Susie Rose tank top and her favorite Prada purse for a day out in N.Y.C.

27 of 34

JENNIFER VS. KAT

JENNIFER VS. KAT
Guerra/Ramey; Todd Williamson/WireImage

The visited David Letterman in her belted Ports 1961 dress, while the Nick and Nora’s Infinite Playlist actress kept it simple in her black sheath for the Shorts premiere.

28 of 34

PARIS VS. DAPHNE

PARIS VS. DAPHNE
Demis Maryannakis/Splash News Online; Gus Ruelas/AP

The promoted her sunglasses collection in her Nicole Miller dress, while the Melrose Place resident celebrated the show’s revival in her ruched blue frock.

29 of 34

DIANE VS. ALEXA

DIANE VS. ALEXA
Jackson Lee/Splash News Online; Scott Gries/Picture Group

The Inglourious Basterds star paired her Opening Ceremony dress with ballet flats to visit Live with Regis and Kelly, while the MTV host belted her ivory dress and paired it with flat black boots.

30 of 34

RIHANNA VS. KHLOE

RIHANNA VS. KHLOE
INF; Humberto Carreno/Startraks

hit the town in N.Y.C. in her Alexander Wang minidress, while the reality star promoted her new show Kourtney and Khloe Take Miami in her sheer-sleeved black dress.

31 of 34

LEIGHTON VS. VICTORIA

LEIGHTON VS. VICTORIA
Splash News Online; Fame

The Gossip Girl got into character as Blair Waldorf in a dress from Victoria Beckham’s collection, while the designer herself modeled the red peplum sheath while judging auditions for American Idol.

32 of 34

DEMI VS. ASHLEE

Image
Fame; John Shearer/Getty

paired her Gap boyfriend blazer with cuffed jeans and a bright cardigan for dinner in West Hollywood, while dressed for a celebration in her $98 blazer several days later.

33 of 34

NIKKI VS. MALIN VS. KOURTNEY

NIKKI VS. MALIN VS. KOURTNEY
Stefanie Keenan/WireImage; Lacroix/WireImage; Carreno/Startraks

Reed first wore her Alice + Olivia frock to an L.A. fashion event, followed by Ackerman, who paired it with neutral accessories for a party in West Hollywood. The newly pregnant Kardashian hid her bump in her maroon halter dress while making the talk-show rounds in N.Y.C.

34 of 34

ANNALYNNE VS. OLIVIA

ANNALYNNE VS. OLIVIA
Jeff Vespa/WireImage; Scott Kirkland/INF

The 90210 actress made a dramatic entrance to the Chrysalis Butterfly Ball in her Kimberly Ovitz dress, while the House M.D. star attended a TCA bash in her strap-backed dress.

Vote on More Fashion Faceoffs >

Related Articles