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Rihanna’s Most Risk-Taking Fashion Moments

The pop star is the only girl in the world who could wear these over-the-top outfits like they’re no big deal

LEATHER TRENCH

THEO WARGO/WIREIMAGE

Rihanna experimented with the Matrix-inspired trend at the Grammy’s by wearing a super-shiny brown Alexandre Vauthier Haute Couture patent leather trench coat as an off-the-shoulder dress with matching knee-high slouched boots and gloves (both also by Alexandre Vauthier Haute Couture).

BEDAZZLED GUCCI SOCKS

COURTESY RIHANNA/INSTAGRAM

If anyone could pull off the socks with heels trend it’s Rihanna, with crystal $1,340 Gucci stocking socks no less.

NOT SO VERY LOW-KEY TULLERIHANNA/INSTAGRAM

What a casual Tuesday looks like for Rihanna: wearing a Giambattista Valli dress made completely out of blue tulle, sneakers and cool sunglasses.

DENIM ON DENIM ON DENIM

DIMITRIOS KAMBOURIS/GETTY

There are very few people who can rock denim from head-to-toe and Rihanna is one of them in this Tom Ford ensemble.

LBD

STEPHANE CARDINALE/CORBIS/GETTY

Rihanna’s take on the classic LBD means being anything but classic.

GOING FOR GOLDGREGORY PACE/SHUTTERSTOCK

Rihanna absolutely nailed this season’s biggest color trend (and we should all stop trying). She looked radiant in a yellow Oscar de le Renta ballgown that she paired with a cropped shirt in a matching golden hue for her Fenty Beauty launch.

SHINE BRIGHT LIKE A DIAMONDKEVIN MAZUR/GETTY IMAGES FOR FENTY BEAUTY)

The singer really brought her shine factor to the Sephora launch of Fenty Beauty in N.Y.C. wearing a mini black dress adorned with shiny embellishments and over-the-knee sparkly boots.

LILAC BABYDOLL DRESSDAVID M. BENETT/DAVE BENETT/GETTY IMAGES FOR KENDO

RiRi channeled her feminine side with this light purple Molly Goddard dress she wore to the launch of her Fenty Beauty line in London.

LOUIS VUITTON DENIM

CHARLES PITT/246PAPS/MEGA

An oversize Louis Vuitton x Supreme denim jacket, Balenciaga hat and bright blue hair just screams Bad Gal RiRi.

RED CARPET LINGERIE

SPLASH NEWS

We almost didn’t notice Rihanna chose to wear a bra to the premiere of Valerian and the City of a Thousand Planets, because we were too busy staring at her standout pink sunnies and the sequin, fringe and feather adornments on her Prada two-piece ensemble.

JANE MANSFIELD-CALIBER CLEAVAGEKARWAI TANG/WIREIMAGE/GETTY IMAGES

The pop star balanced out her voluminous Giambattista Valli gown with a whole lot of 𝓈ℯ𝓍 appeal up top.

RED CARPET PRINCESSTODD WILLIAMSON/GETTY

Riri wore a gown worthy of a fairytale princess to the L.A. premiere of her new film Valerian.

WILD, WILD, WILD, PANTS

INSTARIMAGES.COM

Only the bad gal could make a totally sheer top and combination pant-boots look this nonchalant.

FRESH OFF THE RUNWAY GUCCI

GETTY; RIHANNA/INSTAGRAM

One person’s totally unwearable outfit is Rihanna’s low-key Coachella lewk.

BIG AND TALL MENSWEAR

JAMIE MCCARTHY/GETTY

The singer channeled the Talking Heads’ David Byrne in this super oversized suit.

UNCONVENTIONAL CANNESDOMINIQUE CHARRIAU/WIREIMAGE

Of course, Riri had to give the Cannes red carpet her own unique twist, pairing her white Dior gown with a teeny-tiny pair of sunglasses.

ROCKET MAN CHIC

SPLASH NEWS ONLINE

No that’s not Elton John stepping out of the club, it’s just Barbados’ baddest.

MET GALA CHAMPION

This is a woman who knows how to dominate even a red carpet packed with the biggest style stars on the planet, showing up this year in a Comme des Garçons sculptural floral explosion.

DENIM CENTAUR

ROGER/AKM-GSI

If Britney Spears circa the 2001AMAs had a 𝑏𝑎𝑏𝑦 with a centaur, Riri in this outfit would undoubtedly be the result.

20of 49GREY GARDENS HYPEBEASTROBERT KAMAU/GC IMAGES

Rihanna brings you Little Edie realness with a streetwear twist.

ELF HEELS

KEVIN MAZUR/GETTY

A white linen jodhpur would be enough of a fashion risk for your average woman to handle, but Rihanna takes it one step further adding on a pointy, white elf shoe.

TRACKPANT HOOD AND MATTRESS COATSPLASH NEWS

We want to say this isn’t a thing, but get back to us two years from now when we’re all wrapping our hair up in trackpants and wearing floor-length mattress coats.

TOP TO BOTTOM TRENDSAKM-GSI

Mastering a single trend is no longer a challenge for someone like Riri, which is why she likes to go all out with her lewks, accidentally inventing five new style crazes in the process.

SANTA CLAUS BELT

PAP NATION/SPLASH NEWS ONLINE

It’s a rare woman who can borrow a belt from Santa’s closet and make it look nonchalant.

MAXI MAXI DRESSCHRIS JACKSON/GETTY IMAGES

Rihanna doesn’t just throw on jeans and sweats when she wants to go low-key – she swathes herself in tons of print fabric and adds super-strappy heels.

BLACK TIE ATHLEISURE

BILL DAVILA/STARTRAKS

Regular athleisure is so 2015. This year, it’s all about black tie athleisure or bust. After all, if your sportswear doesn’t come with a bedazzled Juicy opera glove and tons of diamonds, what’s the point?

TEES THAT WILL BLOW YOUR MINDRAYMOND HALL/GC IMAGES

Only a true icon can wear a T-shirt that instantly gets turned into another T-shirt, which then turns into a meta Inception-style fashion moment when she wears the finished product.

GIANT PUFFERKCS PRESSE / SPLASH NEWS ONLINE

Pants do feel a little irrelevant when you’re wearing a puffer coat that’s three feet thick.

MARIBOU BRA AND FISHNETS

THEO WARGO/GETTY

Lil’ Kim has got to be furious she didn’t get her hands on this maribou-trimmed bra first.

IRL HEART EMOJIROBERT KAMAU/GC IMAGES

Who but Rihanna could manage to make the heart emoji look … kind of 𝓈ℯ𝓍y?

TINKERBELL PROM DRESS

AKM-GSI

It’s not fair-that no one but Rih could look so cute in electric green tulle.

DENIM CHAP BOOTS

She actually managed to make chaps a thing. Enough said.

CUPCAKE COUTURE

JON KOPALOFF/FILMMAGIC

Have we mentioned Rihanna’s a bit of a maximalist?

FUR ON FUR

247PAPS.TV / SPLASH NEWS ONLINE

A fur stole worn as a belt over a fur mini dress on a balmy 40-degree night? Why not.

BLUE LIPSTICK

MICHAEL LOCCISANO/GETTY

Showing off frostbitten lips before Queen Elsa made them cool.

NEXT LEVEL PJ DRESSING

Giving us a TLC “Creep” moment in a silk robe, pajama pants, and sheer lace bra.

NEON GREEN THIGH-HIGHS

FRAZER HARRISON/GETTY

While everyone’s now wearing thigh-high boots, are they neon green thigh-high boots with perfectly coordinated matching accessories? We didn’t think so.

SCARF TOP

COURTESY RIHANNA

Pro FENTY Tip: Your Hermès scarf can always double as a very tiny top in a pinch.

BATGIRL

FAMEFLYNET

Solving crimes has never looked so chic.

D NIPPLE EMBELLISHMENT

JASON MERRITT/GETTY

Who needs pasties when you can have 3D breast ornaments designed by Tom Ford (that were inspired by you in the first place)?

BEDAZZLED NAKED DRESS

DIMITRIOS KAMBOURIS/GETTY

The only appropriate ensemble for a woman about to accept a CFDA Fashion Icon Award is a dress that’s not really a dress at all.

“FEAR” STOLE

REX USA

While everyone else is still wearing statement tees, Riri’s already moved on to a statement fur stole.

FUR INSTEAD OF A SHIRT

INF

No shirt? No problem. That fur wrap is probably warmer than most of her usual tops anyway.

CRUELLA COUTURE

SPLASH NEWS ONLINE

A very ’80s mob boss’s wife moment just for a change of pace. (She liked the sweatband veil so much, she later made her own.)

ALL CAMO EVERYTHINGNORTHWOODSPIX / SPLASH NEWS

If there’s one thing Rihanna doesn’t know how to do, it’s blend in.

SHEER SKIRT

AKM-GSI

For when you’re feeling conservative, but still want to show off a little bit of everything.

LITTLE BO PEEP LINGERIEOWEN KOLASINSKI/BFA/REX/SHUTTERSTOCK

Our only question is: What is the storybook shepherdess supposed to wear now that the pop star has clearly raided her lingerie drawer?

BEJEWELED BRAS

While these types of bras are a staple at every West Indian Day parade, only on Rihanna do they look like just another casual aspect of her ever day apparel.

MILE-LONG TRAIN

RABBANI AND SOLIMENE PHOTOGRAPHY/GETTY

And finally, a train isn’t truly a train unless it requires three men to help you carry it up the Met Gala steps.

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