Fierce, fearless and the boss-lady of all things Fenty, we couldn’t resist celebrating the style evolution of this epic Pisces ahead of her zodiac season (and ahead of her sure-to-be-epic Super Bowl halftime show). So, pour it up, pour it up and kick back as we take you through the fashion evolution of the one and only Rihanna.

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Rihanna is newly-signed and fresh on the music scene at the World Music Awards in 2005
Discovered in her hometown of Bridgetown, Barbados, signed to Def Jam Recordings and pumping out her first major hits all within that same year, a 16-year-old Rihanna began doing the rounds at industry events in 2005, with one of her first major red carpets being the World Music Awards.
Rocking a poofy mini-skirt and crop top, the singer is almost unrecognizable from the otherwise edgy music icon we know from today. The cutesy-styling was never quite a fit on the stunning singer, who would soon begin to explore her unique sense of personal style.
Rocking a poofy mini-skirt and crop top, the singer is almost unrecognizable from the otherwise edgy music icon we know from today. The cutesy-styling was never quite a fit on the stunning singer, who would soon begin to explore her unique sense of personal style.

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Rihanna celebrates being Female Artist of the Year at the Billboard Music Awards in 2006
One year into the game and already topping the charts with her number one single, “SOS”, Rihanna took home the hardware for “Female Artist of the Year” at the 2006 Billboard Music Awards. For the big night, she stepped out in a risqué white mini dress and bold red lip.

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Rihanna chops it off for a fresh look in 2007
Showcasing a shorter, sleeker hairstyle first debuted in her massive 2007 hit “Umbrella”, Rihanna was slowly but surely revealing her desire to break away from the “teen pop princess” role and find a more grown-up sound — and look — of her own.
You may also like: (Not) just a girl: Gwen Stefani's style evolution.

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Rihanna wins her first Grammy – and makes us all want a pixie cut — in 2008
Shining bright like a diamond at the 2008 BET Awards, Rihanna had reason to smile. Up for a slew of awards that evening, and fresh off her Grammy win, the singer sported a piecey pixie-cut and bright yellow gown with ruffle details.

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Rihanna steals the show at the Met Gala in 2009
Dressed to impress for the 2009 theme of “The Model as Muse”, Rihanna nailed it in a shiny suit with exaggerated shoulder details, bowtie and leather driving gloves. We love the unexpected look of a full suit on the singer, whose edgy hair and on-point makeup completed the ensemble for a memorable first Met experience.
Related: Met Gala 2022: The best beauty looks.

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Rihanna takes a fashion risk at Glamour Magazine’s Women of the Year event in 2009
Sometimes fashion risks pay off — and sometimes they miss the mark. While we can’t say we loved this Stephane Rolland white gown, we do give Rihanna props for taking a chance on a style she wouldn’t typically lean toward.

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Rihanna wows at the MTV Europe Awards in 2010
Rocking a glamorous, one-shoulder, feathered gown to the 2010 MTV Europe Awards, Rihanna looked all grown up and ready to spread her style wings. We love this glamorous and high-fashion side of the singer.

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Rihanna looks heaven-sent at the Grammy Awards in 2011
2011 was the year of Rihanna’s mega-smash hit “We Found Love” and we really felt that when she stepped out in this sheer-paneled white gown for the 2011 Grammy Awards. From the fiery-red hair to the perfect berry lip, we’re calling this funky look as one of her best.
You may also like: The Bad Bunny effect: How the Puerto Rican artist is making history.

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Rihanna serves up serious style as a blonde at the Grammy Awards in 2012
Possibly one of our favourite years for Rihanna fashion, RiRi rolled into 2012 ready to rock any and every red carpet. From dark pixie haircuts and daring gowns, to big, voluminous blonde locks and lower-than-low cut dresses, all eyes were on her this year as everyone wondered, “What will she do next?”

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Rihanna keeps it short – and forgets her shirt – at the American Music Awards in 2013
While we love the bold pixie cut, we can’t say the same for the bizarre bra-and-skirt combo Rihanna wore to the 2013 American Music Awards.

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Rihanna dons her most risqué look yet for the CFDA Fashion Awards in 2014
In a sparkly sheer dress and fur shawl (we’re hoping faux!), Rihanna showed up and bared (almost) every inch of her figure for the 2014 CFDA Fashion Awards. Did we love the look? Meh. Do we respect every bit of this red carpet moment? Hell, yes.

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Rihanna and that dress from the Grammy Awards in 2015
Ladies and gentlemen: the dress that broke the internet. Love or hate it, this bubblegum-pink princess ballgown was all anyone could talk about for weeks after the event, launching a slew of imitation styles for the masses to scoop up.

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Rihanna is all class for a Christian Dior photocall at Paris Fashion Week in 2016
In 2016, Rihanna released a surprise for eager fans in the form of her eighth studio album, “Anti”. Amidst all the red carpets of that year for the singer, some of her best looks were served during off-duty moments and fashion week photo-calls. This Christian Dior moment was easily one of our favourites.
You may also like: Rihanna's latest fashion statement has fans convinced new music is coming.

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Rihanna is a floral mess at the MET Gala in 2017
We’re still not sure what to make of this bouquet-style ensemble that Rihanna donned to the 2017 Met Gala. From the mess of faux petals to the unflattering strappy red shoes, we’re just not board with this one, but kudos to RiRi for committing to this look, right down to the makeup.

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Rihanna launches Fenty Beauty in 2017
Launching her super-successful makeup line — Fenty Beauty — at Harvey Nichols in 2017, Rihanna was perfection in a voluminous purple strapless mini dress. We love how this pretty hue pops against her skin tone and pairs so well with show-stopping diamond accessories.
You may also like: The richest celebs who own beauty brands.

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Rihanna takes her talent to the movies with Ocean’s 8 in 2018
Attending the world premiere for her film Ocean’s 8 in 2018, Rihanna stepped out and showed up in a big way wearing something between a dress and an actual piece of art. This funky, almost fluid one-shoulder gown is perfection. Edgy, unexpected and unique, it’s the perfect fit for the star.

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Rihanna slays off-duty style in 2019
Rihanna is one of the few celebrities who’s as fun to watch off-duty as she is on the red-carpet. Doing her thing while out in New York in 2019, RiRi served up some serious on-trend style in an oversized blazer and silk slip dress. We’re here for it.

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Rihanna is a couture queen at the 5th Annual Diamond Ball in 2019
A seasoned couture-queen by now, the multiple award-winner looks stunning in a black gown with voluminous dropped skirt and intricate white underlay.

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Rihanna shows us how a monochromatic moment is done in 2020
Starting the year off right, Rihanna is on-trend and proving that orange is, in fact, the new black. Yes, queen.

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Rihanna accepts the President’s Awards at the 51st NAACP Image Awards
On February 22nd, Rihanna accepted the President’s Award at the 51st NAACP Image Awards, hosted by BET. Radiant in a voluminous purple mini dress, RiRi is definitely setting the stage for another stylish year ahead.

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Rihanna is fashionably late at the Met Gala in 2021
At the Met Gala 2021, Rihanna was the last celebrity to arrive on the red carpet and shut it down wearing a long black Balenciaga overcoat, and matching Stephen Jones Millinery hat. We’re not sure if it’s on theme but she looked gorgeous anyway, and love how her diamond necklace adds the perfect touch.

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Rihanna displays her baby bump at the Fenty Beauty event
Arguably one of the only celebs who can handily rock her baby bump but keep it fashionable, Rihanna stunned wearing a green beaded halter top with gray beaded pants at the Fenty Beauty Universe event in Los Angeles on February 11, 2022.
You may also like: Rihanna wants to be a mother just like this 'Real Housewives' star.

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Rihanna is fashionably chic in Milan
During Milan Fashion Week in 2022, Rihanna arrived at the Gucci show after-party wearing a faux-fur purple coat (with matching eye shadow), vintage dress and crystal Gucci embellishments. It’s giving disco and we love it.
See also: Oh my God: Adele's style evolution.

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Rihanna sparkles at the Fenty Beauty Ulta launch
A month later, RiRi’s maternity wear continues to be a banger as she wears a silver two-piece outfit. A diamond belly chain by Messika pulled together the custom Coperni look inspired by the Spring 2022 collection.

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Rihanna slays off-duty style again in 2022
At this point, the Fenty mogul is a new mom. The singer served on the New York streets wearing a mini cut-off denim skirt, t-shirt and baggy, thigh-high wader-like boots proving that her casual style still slays post-baby.
You may also like: Stylish wide-calf boots to shop now (and other inclusive sizes).

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Rihanna matches with A$AP Rocky
Fashion couple Rihanna and A$AP Rocky wore matching outfits for the premiere of Black Panther 2: Wakanda Forever. She paired the Rick Owens dress with the same taupe-coloured gloves, and sparkly eye-makeup look. Everything about this look was on point.

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Rihanna is best dressed at the Golden Globes 2023
At the Golden Globes this year, RiRi looked stunning in a custom black velvet Schiaparelli gown. Her longtime hairstylist Yusef Williams described her updo as “Princess Leia-meets Hollywood-meets-Wakanda” and we think he nailed it. We love how her simple makeup look is breathtaking without taking away from the gorgeous gown.
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