Lifestyle Style 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 By Emily Kirkpatrick Updated on February 20, 2018 08:50 AM Share Tweet Pin Email Trending Videos 01 of 49 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). 02 of 49 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. 03 of 49 NOT SO VERY LOW-KEY TULLE 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. 04 of 49 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. 05 of 49 LBD Stephane Cardinale/Corbis/Getty Rihanna's take on the classic LBD means being anything but classic. 06 of 49 GOING FOR GOLD 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. 07 of 49 SHINE BRIGHT LIKE A DIAMOND 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. 08 of 49 LILAC BABYDOLL DRESS 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. 09 of 49 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. 10 of 49 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. 11 of 49 JANE MANSFIELD-CALIBER CLEAVAGE Karwai Tang/WireImage/Getty Images The pop star balanced out her voluminous Giambattista Valli gown with a whole lot of sex appeal up top. 12 of 49 RED CARPET PRINCESS Todd Williamson/Getty Riri wore a gown worthy of a fairytale princess to the L.A. premiere of her new film Valerian. 13 of 49 WILD, WILD, WILD, PANTS INSTARimages.com Only the bad gal could make a totally sheer top and combination pant-boots look this nonchalant. 14 of 49 FRESH OFF THE RUNWAY GUCCI Getty; Rihanna/Instagram One person's totally unwearable outfit is Rihanna's low-key Coachella lewk. 15 of 49 BIG AND TALL MENSWEAR Jamie McCarthy/Getty The singer channeled the Talking Heads' David Byrne in this super oversized suit. 16 of 49 UNCONVENTIONAL CANNES 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. 17 of 49 ROCKET MAN CHIC Splash News Online No that's not Elton John stepping out of the club, it's just Barbados' baddest. 18 of 49 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. 19 of 49 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. 20 of 49 GREY GARDENS HYPEBEAST Robert Kamau/GC Images Rihanna brings you Little Edie realness with a streetwear twist. 21 of 49 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. 22 of 49 TRACKPANT HOOD AND MATTRESS COAT 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. 23 of 49 TOP TO BOTTOM TRENDS 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. 24 of 49 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. 25 of 49 MAXI MAXI DRESS 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. 26 of 49 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? 27 of 49 TEES THAT WILL BLOW YOUR MIND 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. 28 of 49 GIANT PUFFER KCS Presse / Splash News Online Pants do feel a little irrelevant when you're wearing a puffer coat that's three feet thick. 29 of 49 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. 30 of 49 IRL HEART EMOJI Robert Kamau/GC Images Who but Rihanna could manage to make the heart emoji look ... kind of sexy? 31 of 49 TINKERBELL PROM DRESS AKM-GSI It's not fair-y that no one but Rih could look so cute in electric green tulle. 32 of 49 DENIM CHAP BOOTS She actually managed to make chaps a thing. Enough said. 33 of 49 CUPCAKE COUTURE Jon Kopaloff/FilmMagic Have we mentioned Rihanna's a bit of a maximalist? 34 of 49 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. 35 of 49 BLUE LIPSTICK Michael Loccisano/Getty Showing off frostbitten lips before Queen Elsa made them cool. 36 of 49 NEXT LEVEL PJ DRESSING Giving us a TLC "Creep" moment in a silk robe, pajama pants, and sheer lace bra. 37 of 49 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. 38 of 49 SCARF TOP Courtesy Rihanna Pro FENTY Tip: Your Hermès scarf can always double as a very tiny top in a pinch. 39 of 49 BATGIRL FameFlynet Solving crimes has never looked so chic. 40 of 49 3D 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)? 41 of 49 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. 42 of 49 "FEAR" STOLE Rex USA While everyone else is still wearing statement tees, Riri's already moved on to a statement fur stole. 43 of 49 FUR INSTEAD OF A SHIRT INF No shirt? No problem. That fur wrap is probably warmer than most of her usual tops anyway. 44 of 49 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.) 45 of 49 ALL CAMO EVERYTHING NorthWoodsPix / Splash News If there's one thing Rihanna doesn't know how to do, it's blend in. 46 of 49 SHEER SKIRT AKM-GSI For when you're feeling conservative, but still want to show off a little bit of everything. 47 of 49 LITTLE BO PEEP LINGERIE 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? 48 of 49 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. 49 of 49 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.