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Rihanna's Best New York Fashion Moments, Because the Woman Brings It

Picture of Jill Di Donato
Fashion Editor
Updated: 24 February 2018

When it comes to style, Rihanna is just as hot on the red carpet and in the streets as she is on the Top 40. The singer knows how to mix high-low fashion like no other.

60th Annual Grammy Awards, Show, New York, USA - 28 Jan 2018

© USA TODAY Network/Sipa USA/REX/Shutterstock | Rihanna performs “Wild Thoughts” 60th Annual Grammy Awards at New York’s Madison Square Garden

Sartorial risk-taker Rihanna can wear couture just as easily as she can pull a street look. In 2014, Rihanna was awarded the Fashion Icon Award by the Council of Fashion Designers of America, (CFDA) an event to which the singer wore a transparent Adam Selman dress covered in crystals.

That so-called naked dress was a major fashion moment for Bad Girl Riri, and an inspiration for her 2017 full body crystal Gucci bodysuit. That look helped catapult Gucci into its most relevant year in decades, and was debuted on the singer’s Instagram with the caption, “phresh out”.

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Born in Barbados, Rihanna has made New York her second home since 2013, renting a four-bedroom penthouse in the trendy lower Manhattan/Chinatown neighborhood. In 2017, the penthouse, located at 129 Lafayette Street, was put on the market, as the singer was paying close to $50 thousand per month in rent, according to Variety. Where will the singer and fashion legend land? Only time will tell, but the girl does love to strut her stuff in New York City.

In May 2018, Rihanna will co-host the Met’s annual Costume Institute Ball, an event to which she famously wore the “flame” dress by Chinese couture designer Guo Pei. Was that her most jaw-dropping New York fashion moment? Here are some of her most memorable New York looks, so you can decide for yourself.

1. Rihanna attends the Met Ball at the Costume Institute in 2015


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This look helped put China’s premiere couture designer on the global fashion stage, and went viral as soon as the singer walked the red carpet.

2. Rihanna attends CFDA Awards at Alice Tully Hall in 2014

2014 CFDA Awards, New York

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Rihanna has always been known for showing skin, but this look elevated her style, summoning old Hollywood glamour and glitz.

3. Rihanna out in Manhattan during NYFW in 2017

Rihanna out and about, New York Fashion Week, USA - 10 Sep 2017

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Keeping it casual, Rihanna rocks a basic black tank dress and sneakers, but her Gucci fanny pack lets everyone know she is no “basic bitch”.

3. Rihanna at the Annual Clara Lionel Foundation Diamond Ball, at  Cipriani Wall Street in 2017

Rihanna's 3rd Annual Clara Lionel Foundation Diamond Ball, Arrivals, Cipriani Wall Street, New York, USA - 14 Sep 2017

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Rihanna’s charity, the Clara Lionel Foundation, promotes education through the arts and honors the signer’s grandparents. At the famed Cipriani Wall Street in 2017, Rihanna wears Ralph & Russo Couture and jewels by Chopard.

4. Rihanna after the Fenty x Puma Show at SS18 NYFW

Fenty Puma by Rihanna show, Spring Summer 2018, New York Fashion Week, USA - 10 Sep 2017

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Wearing her own Fenty x Puma SS18 designs, the singer—and designer—dresses up athleisure with heels, setting a major trend.

5. Rihanna in the Meatpacking District in summer 2017

Rihanna out and about, New York, USA - 19 Oct 2017

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Wearing two of 2017’s hottest trends—the off-the-shoulder suit and the plastic covered heel (these are Off-White x Jimmy Choo) the songstress makes taking fashion risks look easy.