RIHANNA VS. STACY

RIHANNA VS. STACY

In RiRi's world, these bold J Brand bottoms require an even bolder topper (re: her black-and-white checkered Saint Laurent moto jacket). On the safe side of the style spectrum, Stacy teams the same coated skinnies with a solid black blazer and graphic tee.

From: Fashion Faceoff

1 of 50 Beretta/Sims/Rex USA; David X Prutting/BFAnyc/Sipa
MILEY VS. RIHANNA

MILEY VS. RIHANNA

Frankly, we're a little surprised the Queen of Twerking and RiRi don't Faceoff more frequently. Here, they both kick it in gold lamé Chanel platform sneakers, and each bares some belly and a lotta leg while doing so (shocker).

From: Fashion Faceoff

2 of 50 Courtesy Miley Cyrus; Marc Piasecki/FilmMagic
DRESSING LIKE A ZEBRA

DRESSING LIKE A ZEBRA

We've always thought of Rihanna as more of a chameleon, but in this wild Tom Ford dress, complete with spiky fur at the neck, meant to look like a mane, the singer makes it clear her spirit animal is a zebra.

From: Obsessed or Hot Mess? Vote on These Daring Looks

5 of 50 DCC/INF
RIHANNA IN RAF SIMONS

RIHANNA IN RAF SIMONS

We have a number of firsts here: first time there's an ensemble from a men's show in Runway vs. Red Carpet. First time there's a diver motif on the article of clothing in question. And first time mesh bike shorts were added to change up the look. (Not the first time, however, that the model and the celeb have the same haircut.)

From: High-Fashion Faceoff: Runway vs. Red Carpet

7 of 50 Catwalking/Getty; Wenn
KILLER TALONS

KILLER TALONS

If you do a lot of typing, texting or piano-playing, Rihanna's ultra-long purple-pink nails are probably not for you. But if you're looking to make a statement with your hands, we say go for it.

From: Would You Try These Daring Beauty Looks?

8 of 50 Elder Ordonez/INF
SHEER GENIUS

SHEER GENIUS

Work it, girl! Rihanna struts her stuff while performing Thursday night at Sydney's Allphones Arena, the latest stop on her "Diamonds" world tour.

From: Star Tracks: Friday, October 4, 2013

10 of 50 Cameron Spencer/Getty
RIHANNA

RIHANNA

We guess RiRi's rattail is sticking around for the duration of Fashion Week. The singer pairs her bizarre hairpiece with a gray Zac Posen design and '90s-inspired black platforms (to match her totally '90s choker, of course) at the Opening Ceremony show.

From: In the Front Row and at the Parties with Stars

11 of 50 Taylor Hill/FilmMagic
RIHANNA

RIHANNA

You better sit down for this next sentence: RiRi is wearing her mullet-cum-rattail with a white turtleneck crop top and a center-slit skirt at an event celebrating a MAC store opening in Hong Kong.

From: Last Night's Look: Love It or Leave It?

13 of 50 INF
RIHANNA AT THE GRAMMYS

RIHANNA AT THE GRAMMYS

Zoë Ruderman, Senior Style Editor: When the Grammys wardrobe memo asked stars to cover up, I assumed Rihanna would rebel and go half-naked. I mean, isn't showing skin a hobby of hers? But she surprised everyone by wearing this beautiful Alaïa gown with a train and crisscross neckline, plus enough sheer paneling to remind everyone RiRi wasn't, like, entering the sisterhood.

From: "My Favorite Gown of the Year Was ..."

15 of 50 Jason Merritt/Getty
YOU NAME IT

YOU NAME IT

Rihanna takes time out from her "Diamonds" world tour to put her signature style on display Sunday at a M.A.C store opening in a Hong Kong mall.

From: Star Tracks: Monday, September 16, 2013

16 of 50 ChinaFotoPress/Getty
RIHANNA

RIHANNA

While red lips are the hot color for fall, it's no surprise RiRi bucks convention with a crazy blue pout. What is surprising: The singer keeps it covered up (!) in a varsity jacket, cuffed skinnies and a bunch of rings at a London photo call for her new River Island collection.

From: Last Night's Look: Love It or Leave It?

17 of 50 James McCauley/Rex USA
RIHANNA

RIHANNA

Most women pay to hide their grays, but RiRi pays to get 'em. "Call it #Brr," the singer shared on Instagram along with a snap of the cool shade she's testing out, a dramatic transformation from her previous warm ombré look.

From: Celeb Hair Makeovers: Better Before or After?

20 of 50 Dominique Charriau/WireImage; Xposure
RIHANNA IN CITIZENS OF HUMANITY

RIHANNA IN CITIZENS OF HUMANITY

How do you take the same pair of basic black skinnies from basic to look-at-me? Try pairing them with a different midriff-baring top every time like RiRi does with her "Avedon" bottoms.

From: I Really Love My Denim

21 of 50 AKM-GSI; Pacific Coast News; INF
DORIS DAY & RIHANNA: 25

DORIS DAY & RIHANNA: 25

Two blondes, two (very) different beauties. Sweet-as-pie Day became one of the top stars of all time thanks to sly sex comedies like 1959's Pillow Talk, and she maintained her signature wholesome style throughout her career. "Bad Girl" RiRi, on the other hand, changes her look with each new song, but she's also setting her own records, with the most No. 1 hits in Billboard history. Still, can she top Day's catchy "Que Sera, Sera"?

From: Can You Believe They're the Same Age?

22 of 50 Warner Brothers/Getty; Francois Guillot/AFP/Getty
RIHANNA & ARIANA

RIHANNA & ARIANA

Amid rumors she's dating The Wanted's Nathan Sykes, Grande is spotted puckering up to someone else: fellow VMAs attendee Rihanna. "THE SWEETEST AND MOST BEAUTIFUL," Tweeted Grande. "Thank you for being so kind to me. Love you so very much."

From: VMAs Stars' Personal Pics

23 of 50 Courtesy Ariana Grande
MASS APPEAL

MASS APPEAL

Rihanna stops traffic while indulging in a little retail therapy in New York's SoHo neighborhood on Thursday.

From: Star Tracks: Friday, August 23, 2013

25 of 50 Humberto Carreno/Startraks
RIHANNA

RIHANNA

The singer gets a "kick" out of playing soccer while on holiday in Barbados on Aug. 8, then enjoys a leisurely dip in the ocean (inset) a day later near her hometown.

From: Stars' Wet & Wild Summer Adventures!

27 of 50 Splash News Online (2)
HOME BODY

HOME BODY

Barbados native Rihanna gets a "kick" out of playing football with the family while on holiday at home on Thursday.

From: Star Tracks: Friday, August 9, 2013

33 of 50 Splash News Online
HOMECOMING QUEEN

HOMECOMING QUEEN

Rihanna lights up the Crop Over festival of her native Barbados on Monday, celebrating Kadooment Day with an over-the-top get-up.

From: Star Tracks: Tuesday, August 6, 2013

34 of 50 Sammy Grace/Splash News Online
JESSICA VS. RIHANNA

JESSICA VS. RIHANNA

Old MacDonald had a farm, and on that farm Jessica and Rihanna duked it out in these Big Star USA overalls. Not surprisingly, they style them very differently, with the actress looking so 2013 and the singer bringing back 1994 with a crop top and jacket around her waist.

From: Fashion Faceoff

35 of 50 AKM-GSI; Beretta/Sims/Rex USA
RIHANNA VS. NICOLE

RIHANNA VS. NICOLE

They're probably not the first two celebs to wear the same exact bras, but this is the first time we can actually see it. RiRi bares her midriff in the T by Alexander Wang piece, but Nicole covers up by layering it under a white J Brand vest.

From: Fashion Faceoff

36 of 50 INF; Dara Kushner/INF
BRA TOPS WITH OVERSIZE BLAZERS

BRA TOPS WITH OVERSIZE BLAZERS

The difference between Rihanna and all of us? We dreamed about growing up to be as snazzy a dresser as Tiffani Amber Thiessen on Saved by the Bell (seen here in 1990); RiRi actually made that dream come true.

From: Fashion Comebacks: We Can't Believe These Looks Still Exist!

37 of 50 Time & Life Pictures/Getty; Marc Piasecki/FilmMagic
SHINE BRIGHT

SHINE BRIGHT

There are no boundaries to Rihanna's sexiness! The singer brings some swag to Stockholm, Sweden, the latest stop on her Diamonds tour, on Monday night.

From: Star Tracks: Tuesday, July 23, 2013

38 of 50 Rex USA
CHRIS ROCK

CHRIS ROCK

Lookin' good, RiRi! The comedian shows his approval of Rihanna's assets while sneaking behind the singer on the press line during Fashion Week in 2008.

From: Celebrity Photobombers

40 of 50 Stephen Lovekin/Getty
GAM-OROUS LIFE

GAM-OROUS LIFE

Who wouldn't want a look at those sexy stems? Rihanna draws a crowd as she exits her London hotel on Monday.

From: Star Tracks: Tuesday, July 16, 2013

41 of 50 Splash News Online
RIHANNA

RIHANNA

The singer was only 3 years old in 1991, so we can understand how she may feel she missed out on the opportunity to wear this DKNY number and therefore decided to bust it out now.

From: Stars Are Still All About Jumpsuits

42 of 50 FameFlynet
RIHANNA

RIHANNA

Have you ever seen a granny cardigan look so positively un-grannie-ish? The singer leaves us without words when she goes without pants in this floor-length sweater, accessorized with tons of pearls at the Chanel Haute Couture fashion show in Paris.

From: Last Night's Look: Love It or Leave It?

48 of 50 Pascal Le Segretain/Getty
RIHANNA'S BACK

RIHANNA'S BACK

You might say the singer's all about giving back, whether she's on the stage or on the red carpet. "For the first time, I don't want to get rid of the curves," she told Vogue in 2011. "My body is comfortable, and it's not unhealthy, so I'm going to rock with it."

From: Stars' Favorite Body Part

49 of 50 Rex USA; Wireimage; Filmmagic
MAKE A MOVE

MAKE A MOVE

Rihanna lets her dance moves take center stage at her Sunday "Diamonds" world tour stop in Amsterdam.

From: Star Tracks: Monday, June 24, 2013

50 of 50 Paul Berger/EPA/Landov