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

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LEATHER TRENCH

60th Annual GRAMMY Awards - Show
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).

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BEDAZZLED GUCCI SOCKS

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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.

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NOT SO VERY LOW-KEY TULLE

rihanna
Rihanna/Instagram

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

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DENIM ON DENIM ON DENIM

Vogue's Forces Of Fashion Conference
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.

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LBD

Sephora Hosts Fenty Beauty By Rihanna Launches in Paris
Stephane Cardinale/Corbis/Getty

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

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GOING FOR GOLD

Fenty Beauty by Rihanna launch, Spring Summer 2018, New York Fashion Week, USA - 07 Sep 2017
Gregory 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.

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SHINE BRIGHT LIKE A DIAMOND

rihanna-1-2000
Kevin 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.

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LILAC BABYDOLL DRESS

rihanna-2
David 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.

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LOUIS VUITTON DENIM

rihanna
Charles Pitt/246paps/MEGA

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

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RED CARPET LINGERIE

Stars attend the "Valerian" premiere in Paris
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.

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JANE MANSFIELD-CALIBER CLEAVAGE

rihanna
Karwai Tang/WireImage/Getty Images

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

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RED CARPET PRINCESS

Premiere Of EuropaCorp And STX Entertainment's "Valerian And The City Of A Thousand Planets" - Red Carpet
Todd Williamson/Getty

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

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WILD, WILD, WILD, PANTS

Rihanna Films a Music Video With DJ Khaled
INSTARimages.com

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

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FRESH OFF THE RUNWAY GUCCI

rihanna
Getty; Rihanna/Instagram

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

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BIG AND TALL MENSWEAR

The 69th Annual Parsons Benefit
Jamie McCarthy/Getty

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

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UNCONVENTIONAL CANNES

"Okja" Red Carpet Arrivals - The 70th Annual Cannes Film Festival
Dominique 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.

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ROCKET MAN CHIC

'Rei Kawakubo/Comme des Garcons: Art Of The In-Between' Costume Institute Gala After Party at 1 OAK
Splash News Online

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

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MET GALA CHAMPION

"Rei Kawakubo/Comme des Garcons: Art Of The In-Between" Costume Institute Gala - Arrivals

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.

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DENIM CENTAUR

*EXCLUSIVE* Rihanna is sexy in denim at Kendrick Lamar's Coachella Performance
Roger/AKM-GSI

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

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GREY GARDENS HYPEBEAST

Celebrity Sightings in New York City - March 23, 2016
Robert Kamau/GC Images

Rihanna brings you Little Edie realness with a streetwear twist.

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ELF HEELS

2017 Roc Nation Pre-GRAMMY Brunch
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.

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TRACKPANT HOOD AND MATTRESS COAT

Rihanna on the set for "Paper" magazine photo shoot in LES, NYC
Splash 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.

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TOP TO BOTTOM TRENDS

Rihanna steps out in a $5,000+ street style look
AKM-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.

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SANTA CLAUS BELT

Rihanna arrives to Giorgio Baldi in LA
Pap Nation/Splash News Online

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

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MAXI MAXI DRESS

harry-rihanna-2-1333x2000
Chris 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.

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BLACK TIE ATHLEISURE

30th FN Achievement Awards
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?

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TEES THAT WILL BLOW YOUR MIND

Celebrity Sightings in New York City - November 8, 2016
Raymond 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.

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GIANT PUFFER

EXCLUSIVE: Rihanna went to studio for Puma Shooting advertising
KCS Presse / Splash News Online

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

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MARIBOU BRA AND FISHNETS

Image
Theo Wargo/Getty

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

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IRL HEART EMOJI

Celebrity Sightings in New York City - September 5, 2016
Robert Kamau/GC Images

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

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TINKERBELL PROM DRESS

TUTU CUTE
AKM-GSI

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

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DENIM CHAP BOOTS

Rihanna wears Princess Diana T-shirt

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

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CUPCAKE COUTURE

Image
Jon Kopaloff/FilmMagic

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

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FUR ON FUR

Image
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.

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BLUE LIPSTICK

RIHANNA
Michael Loccisano/Getty

Showing off frostbitten lips before Queen Elsa made them cool.

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NEXT LEVEL PJ DRESSING

Rihanna in see-through bra

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

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NEON GREEN THIGH-HIGHS

RIHANNA
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.

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SCARF TOP

Image
Courtesy Rihanna

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

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BATGIRL

Image
FameFlynet

Solving crimes has never looked so chic.

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3D NIPPLE EMBELLISHMENT

RIHANNA
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)?

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BEDAZZLED NAKED DRESS

RIHANNA
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.

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"FEAR" STOLE

RIHANNA
Rex USA

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

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FUR INSTEAD OF A SHIRT

SHEER TALENT
INF

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

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CRUELLA COUTURE

SECOND COAT
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.)

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ALL CAMO EVERYTHING

Rihanna leaving the Bowery Hotel wearing an all-camouflage outfit in Soho, New York City
NorthWoodsPix / Splash News

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

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SHEER SKIRT

Rihanna flashes a peek after a dinner at Giorgio Baldi
AKM-GSI

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

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LITTLE BO PEEP LINGERIE

Grammy after party at Club Anti, Los Angeles, USA - 13 Feb 2017
Owen 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?

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BEJEWELED BRAS

Rihanna jumping in Zulu International Band, Kadoom

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.

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MILE-LONG TRAIN

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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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