Get ‘Obsessed’ With Olivia Rodrigo’s Style: Sunglasses and Cool Outfits

Olivia Rodrigo holding awards.
Courtesy: @oliviarodrigo/IG

Last Updated on June 11, 2024 by Sophia Angel Lou Quiachon

In the driver’s seat of both pop charts and fashion trends, Olivia Rodrigo is steering a new generation of style with her stunning fits. The 21-year-old pop star first captured hearts in 2021 and she’s been accelerating ever since with two chart-topping albums, a slew of awards, and a global fanbase that hangs on her every word.

As her latest hit “Obsessed” climbs the charts, fans are equally fixated on replicating her unique style. In this article, explore Olivia’s journey to stardom and get ‘obsessed’ with her fashion, starting with the perfect pair of sunglasses.

Who Is Olivia Rodrigo?

Olivia Rodrigo burst onto the global music scene with her debut single, “Drivers License” in January 2021. The track’s raw emotional honesty struck a chord with listeners worldwide, marking her as one of the most influential new voices in pop music.

Building on this success, Rodrigo released her critically acclaimed debut album, “Sour,” in May 2021 and later “Guts” in September 2023. Standout tracks include the unapologetically assertive “All-American Bitch” and “Teenage Dream,” a song that nods to pop icon Katy Perry.

Beyond music, Rodrigo has also made her mark in television. She first gained recognition for her roles in Disney Channel’s “Bizaardvark” and later in the lead role of Nini Salazar-Roberts in Disney’s meta-musical series “High School Musical: The Musical: The Series.”

What Is Olivia Rodrigo’s Biggest Hit?

Olivia Rodrigo’s debut single, ‘Drivers License,’ isn’t just her biggest hit—it’s a global phenomenon. Released in January 2021, the track skyrocketed to the top of charts worldwide and was even recorded on Guinness as the most streamed non-Christmas track in 24 hours with 13,714,177 plays globally.

What makes it so captivating? Its raw, confessional lyrics about heartbreak and loss resonate deeply with listeners. Fans widely speculate that the song draws from Rodrigo’s rumored past relationship with her ‘High School Musical: The Musical: The Series’ co-star, Joshua Bassett. While neither has confirmed these theories, the lyrics—‘and you’re probably with that blonde girl, who always made me doubt’—have fans convinced that Olivia was referencing her feelings on Josh reportedly moving on with Sabrina Carpenter.

Olivia Rodrigo’s Sunglasses and Cool Outfits

In fashion, Gen Z pop artist Olivia Rodrigo is also taking the front seat with her Y2K and modern edge fits. Her wardrobe is a vibrant mix of patterns, bright colors, and vintage finds. On any given day, you might spot Rodrigo rocking a flirty mini-dress paired with stomping combat boots. The cherry on top, her statement sunglasses, often oversized or cat-eyed, add a dash of retro cool to every ensemble.

Ready to replicate Olivia’s best looks? Start with sunglasses that uncannily resemble those the star is wearing…

The Classic Round Sunglasses

Courtesy: @oliviarodrigo/IG 

You can never go wrong with a fun pair of round, black sunglasses, and Olivia Rodrigo proves that. Whether it’s for a mini white dress or a casual red sweater, it goes with anything you can imagine. 

Need a pair? Here are some of Classic Specs’ top picks that are identical to Olivia’s:


The Mae round sunglasses are the perfect accessory to complement your white lace dress for a playful yet elegant style, the Olivia Rodrigo way! Mae is also available in bold colors like Brandy Tortoise, Jade Crystal, and Marble Horn.


Another fancy pick is Beaumont, a carbon black sunglass set apart by its classic gold accents to elevate your look. Like Mae, it also comes in fun colors like Crystal, Maple Crystal Tortoise, and Havana Tortoise.

The Stylish Oversized Sunglasses

Courtesy: @oliviarodrigo/IG

Rodrigo also loves rocking her oversized black sunglasses in many of her OOTD pics. Most of these are featured on her trips all around the globe, which shows just how versatile the pair is.

If you’re just as obsessed with Olivia Rodrigo’s sunglasses as much as we are, then here are some identical pieces from Classic Specs to help you nail this fit:


Mirror Olivia’s look when in London with the Wayward sunglasses. The pair is designed to complement all face types and has a large fit for that oversized look. Perfect for all occasions and aesthetic!


If you have smaller facial features than most, then the Merriam sunglasses will help you achieve a chic, oversized look without overwhelming your face. It has a medium-sized round frame that strikes the perfect balance between trendy and subtle and comes in a stunning Forest Fade color.

Olivia Rodrigo’s Awards and Nominations

In just three years since her debut, Olivia Rodrigo has raced to the top of the music industry. Her trophy case is as impressive as her Billboard chart history: three Grammy Awards (including Best Pop Vocal Album for ‘Sour’), seven Billboard Music Awards, four MTV Video Music Awards, and an American Music Award. She’s also scooped up five iHeartRadio Music Awards, four People’s Choice Awards, a Brit Award, and a Juno Award.

Olivia has also been named in elite lists like Billboard’s 21 Under 21, Forbes’ 30 Under 30, and Bloomberg 50, recognizing her as a powerhouse even in global business and culture. All that at just 20.

A look at some of Olivia Rodrigo’s most promising awards…

2021Guinness World RecordsDriver’s LicenseFastest time for a music track to reach 100 million streams on Spotify
Most streamed non-Christmas track on Spotify in 24 hours
Most streamed track on Spotify in the first week
Most streamed track on Spotify in one week (female)
2022Billboard “Women in Music”N/AWoman of the Year
Billboard Music AwardsTop New Artist
Top Female Artist
Top Hot 100 Artist
Top Streaming Songs Artist
Top Radio Songs Artist
Top Billboard Global 200 Artist
SourTop Billboard 200 Album
Grammy AwardsDrivers LicenseBest Pop Solo Performance
SourBest Pop Vocal Album
N/ABest New Artist
2023MTV Video Music Awards JapanVampireBest Solo Artist Video: International
Irish Official Charts AwardsVampireNumber One Song
GutsNumber One Album
BRIT Billion AwardsN/A1 Billion U.K. Streams
2024Gold ListCan’t Catch Me NowBest Original Song
Clio AwardsGet Him BackBest Music Video (Bronze)
iHeartRadio Music AwardsGutsPop Album of the Year
Spotify 1 BILLION Streams PlaqueHappierAward Winning Song
Favorite Crime

Why Choose Classic Specs?

Olivia Rodrigo’s style is all about keeping it cool and effortless—something you can easily achieve with Classic Specs. Unlike fleeting trends, our retro-chic styles have serious staying power so you can rock your shades while keeping your eyes safe.

Embrace Olivia’s laid-back cool vibe this season and explore our collection of vintage-inspired frames. With Classic Specs, you can mirror her style while investing in eyewear made to go the distance.