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Olivia Rodrigo Upgrades the Little Black Dress With Lingerie Inspiration & Grungy Dr. Martens Loafers for Chappell Roan Concert

Olivia Rodrigo upgrades the little black dress while in New York.
Olivia Rodrigo leaving a concert and than later arriving at her New York City hotel on Aug 20, 2022.
HOLLYWOOD, LOS ANGELES, CA, USA - OCTOBER 10: Los Angeles Premiere Of Disney And Marvel's 'Thor: Ragnarok' held at the El Capitan Theatre on October 10, 2017 in Hollywood, Los Angeles, California, United States. 10 Oct 2017 Pictured: Olivia Rodrigo. Photo credit: Xavier Collin/Image Press Agency / MEGA TheMegaAgency.com +1 888 505 6342 (Mega Agency TagID: MEGA331642_218.jpg) [Photo via Mega Agency]
LOS ANGELES, CA - NOVEMBER 08: Actor arrives at the premiere of Disney Pixar's 'Coco' at El Capitan Theatre on November 8, 2017 in Los Angeles, California. 08 Nov 2017 Pictured: LOS ANGELES, CA - NOVEMBER 08: Actor Olivia Rodrigo arrives at the premiere of Disney Pixar's 'Coco' at El Capitan Theatre on November 8, 2017 in Los Angeles, California. Photo credit: Jeffrey Mayer / MEGA TheMegaAgency.com +1 888 505 6342 (Mega Agency TagID: MEGA115315_025.jpg) [Photo via Mega Agency]
The Actors Fund's 2017 Looking Ahead Awards held at the Taglyan Complex in Hollywood, California on December 5, 2017. 2017. 05 Dec 2017 Pictured: Olivia Rodrigo attends The Actors Fund's 2017 Looking Ahead Awards held at the Taglyan Complex in Hollywood, California on December 5, 2017. 2017. Photo credit: ZUMAPRESS.com / MEGA TheMegaAgency.com +1 888 505 6342 (Mega Agency TagID: MEGA128527_009.jpg) [Photo via Mega Agency]
My Friends Place 30th Anniversary Gala, Hollywood Palladium. 07 Apr 2018 Pictured: Olivia Rodrigo. Photo credit: David Edwards / MEGA TheMegaAgency.com +1 888 505 6342 (Mega Agency TagID: MEGA198211_038.jpg) [Photo via Mega Agency]
21 Images

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Olivia Rodrigo wore a modernized version of a little black dress at a Chappell Roan concert last night in New York. The “Drivers License” songstress had on a silky slip-style number by Mirror Palais that featured a structured underwire bodice made of black lace that mimicked a bra.

Olivia Rodrigo leaving a concert and than later arriving at her New York City hotel on Aug 20, 2022.
Olivia Rodrigo leaving a concert and later arriving at her New York City hotel on Aug. 20, 2022.WavyPeter / SplashNews.com

Rodrigo coordinated the dress with “Adrian” Dr. Martens loafers and chunky white socks. The loafers featured tassels and chunky rubber soles that make the style more durable than traditional loafers. The brand’s slip-ons became popular in the ’70s and have since become a popular unisex style at just $140.

The loafer was first popularized in the 1950s amongst men, yet evolved over time into many styles and silhouettes. For men, loafers tend to be business-casual shoes; for women, they can also be lug-sole shoes synonymous with schoolgirl style. The shoe is usually made of leather. Bella Hadid, Lily Collins and more stars also count loafers as a go-to style.

The former Disney protege can usually be found in fashion-forward silhouettes that are heavily inspired by the Y2K movement. When the “High School Musical” star isn’t rocking stadiums around the globe in the most up-to-date fashions, Rodrigo often opts for simple silhouettes like pleated skirts or slip dresses that offer the pop star an easy and trendy option. Everything from lacy camisoles to low-rise jeans, Rodrigo has made the 2000s fashion craze her own.

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The songwriter adds youthful flares to her everyday ensembles that align with the recent surge in the grunge mania. Rodrigo often embraces platform heels, combat boots, and comfortable loafers.

Olivia Rodrigo leaving a concert and than later arriving at her New York City hotel on Aug 20, 2022.
Olivia Rodrigo leaving a concert and than later arriving at her New York City hotel on Aug 20, 2022.WavyPeter / SplashNews.com

Put on a pair of sleek black loafers for a polished look.

Gucci Hunder crystal-embellished leather platform loafers

To Buy: Gucci Hunder Crystal-Embellished Leather Platform Loafers, $980

Stuart Weitzman Parker Lift Mini Pearl Loafer

To Buy: Stuart Weitzman Parker Lift Mini Pearl Loafer, $495

Ganni crystal-embellished slingback loafers

To Buy: Ganni Crystal-Embellished Slingback Loafers, $394

PHOTOS: Click through the gallery to see Olivia Rodrigo’s red carpet style evolution.

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