Rihanna's Craziest Fashion Moments of 2008

From the planet's biggest stages to its most stylish streets, the jet-setting singer kept the fabulous fashions coming all year long. By Katherine Kluznik Rentmeester

01 of 22

OCTOBER 21

OCTOBER 21
KO/JD/Flynet

With Justin Timberlake by her side, the singer showed off her long legs in a patterned leotard, fishnets and sky-high platforms while filming the duo's music video in L.A.

02 of 22

OCTOBER 17

OCTOBER 17
Frank Micelotta/Getty

Hitting the stage in Las Vegas for a children's charity concert, Rihanna flaunted her signature style in high-waisted leather pants, a neon bustier and patent booties.

03 of 22

SEPTEMBER 7

SEPTEMBER 7
Frank Micelotta/Getty

It was all about having fun at the MTV Video Music Awards in L.A., where the "Umbrella" songstress walked the red carpet in a gilt Peter Pilotto miniskirt, Patricia Field bustier and white T-strap Cesare Paciotti heels – and a matching platinum streak in her hair!

04 of 22

SEPTEMBER 5

SEPTEMBER 5
Frank Micelotta/Getty

The performer – never afraid to ruffle a few feathers – took her dramatic style to the stage, adorned in pheasant and ostrich plumes at the Fashion Rocks extravaganza in N.Y.C.

05 of 22

AUGUST 21

AUGUST 21
Ramey

Wearing her outrageous knee-high Balenciaga gladiator sandals, Rihanna took a stroll down L.A.'s Melrose Avenue in a coordinating Matthew Williamson top and black short-shorts, with a Givenchy by Riccardo Tisci Nightingale bag.

06 of 22

JUNE 24

JUNE 24
Frank Micelotta/Getty

For her performance at the BET Awards, the star channeled the '80s in a black crinoline dress and heeled gladiator sandals.

07 of 22

JUNE 20

JUNE 20
Eddie Mejia / Splash News

Rihanna balanced the bright ruffles of her Poltock amp Walsh miniskirt with a black vest and patent-billed cap for an early-morning performance on the Today show in N.Y.C.

08 of 22

JUNE 19

JUNE 19
Jason Kempin/WireImage

What a view! The Grammy winner's patterned PPQ bustier dress, Christian Louboutin booties and elegant Cartier hair jewels competed with the Empire State Building's stunning vistas at a party for the famed jewelry brand.

09 of 22

JUNE 16

JUNE 16
George Pimentel/WireImage

Balancing the girly ruffles of her Thomas Wylde top, the singer poured herself into latex leggings and accessorized with a Temperley London hat and lace-up boots at the MuchMusic Video Awards in Toronto.

10 of 22

APRIL 19

APRIL 19
John Medina/WireImage

The supporting singer took the name of Kanye West's Glow in the Dark tour to heart, adding a flash of neon to her look with fuchsia piping on her leather short-set – plus coordinated hot-pink gloves and nails – to hit the stage in San Jose, Calif.

11 of 22

APRIL 10

APRIL 10
INF

Spring was in the air as the big sister picked up her brother from school in L.A. wearing a floral chiffon Stella McCartney jumpsuit and sandal flats.

12 of 22

MARCH 29

MARCH 29
Steve Granitz/WireImage

Rihanna went cheap and chic for the Kid's Choice Awards in L.A. in a pink polka-dot bustier from HampM, but added high-fashion flair with baggy Stella McCartney jeans and sky-high platforms.

13 of 22

MARCH 1

MARCH 1
Eliot/Bauer-Griffin

The star set out in high style to shop Paris's most exclusive boutiques, wearing a cropped leather jacket, shiny leggings and on-trend riding boots while carrying a leopard-print purse.

14 of 22

FEBRUARY 29

FEBRUARY 29
Eric Ryan/Getty

Taking Paris Fashion Week by storm, Rihanna headed to the Chanel show in an oversized patterned sweater and royal blue T-strap heels from the design house's Paris/London collection.

15 of 22

FEBRUARY 29

FEBRUARY 29
Lydie/Sipa

Same day, different look! The style star hit Sonia Rykiel's runway show in a rainbow of elegant items, including a cobalt jacket, purple jumpsuit, red heels and a canary yellow bag.

16 of 22

FEBRUARY 27

FEBRUARY 27
ShowBizIreland.com/Getty

She's got legs! The singer dazzled on the Dublin stage in patent, thigh-high, lace-up boots and a buckled-up red and black patent bodysuit.

17 of 22

FEBRUARY 20

FEBRUARY 20
Goff/INF

Never one to get stuck in a style rut, Rihanna performed at the Brit Awards in the U.K. in a floor-length hooded robe and arms full of bangles.

18 of 22

FEBRUARY 10

FEBRUARY 10
Jeff Vespa/WireImage

Showing off a blue-ribbon look, the Grammy winner arrived at the awards show in a sapphire Zac Posen frock trimmed with tiny feathers at the hem.

19 of 22

FEBRUARY 10

FEBRUARY 10
Mike Blake /Landov

That same night, Rihanna amped up the plumes for her performance on the Grammy stage, in a feather mini and pumps with patent spats.

20 of 22

FEBRUARY 9

FEBRUARY 9
ER/Flynet

The star made a chic showing at a Clive Davis pre-Grammy party in a patterned, floor-skimming Mara Hoffman jersey gown.

21 of 22

FEBRUARY 7

FEBRUARY 7
ER/Flynet

Letting her legs get all the attention, Rihanna headed to the InStyle Grammy Salute to Fashion party in Hollywood in a long-sleeved black lace shorts ensemble with ankle strap peep-toes.

22 of 22

FEBRUARY 4

FEBRUARY 4
Jason Kempin/Wireimage

The singer sizzled onstage, performing in the Bahamas in a black-and-white zippered vest, tap pants and thigh-high boots.

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