Last Updated on February 9, 2026 by Nikki Vega
Do you have a couple of minutes to get into what makes Olivia Dean so unique?
If you’ve fallen in love with her buttery-smooth vocals that make the perfect background music to your morning commute, workout mixes, or late-night drives, we know we have too.
The British singer’s soulful, jazz-tinged music slowly made its way into the limelight as she recently took home her first Grammy for Best New Artist. But just as notable is her retro-glam style and glasses looks that have seeped into our hearts, just like her music. Let’s break down how to get her signature looks.
Are you ready to dive in?
About Olivia Dean
Born Olivia Lauryn Dean in London, the British singer-songwriter has been turning heads with her jazz-influenced melodies and brutally honest songwriting. Her music is as rich as her heritage: Japanese-Guyanese from her mother’s side and English from her father’s. That cultural blend shows up in everything she does, from her music to her effortlessly vintage style.
Did you know? Olivia’s parents played a huge role in her awakening as a musician. Growing up, they filled the house with old classics from legends like Ella Fitzgerald, Nina Simone, and Stevie Wonder, encouraging her to sing from the time she was a young girl. By her teens, Olivia was already writing her own songs and performing at open mics across East London.
2026 Best New Artist, Grammy Win
The up-and-coming British singer-songwriter known for her retro dresses and ultra classy dancing won her first and well-deserved Grammy for Best New Artist, proving what fans have known all along: It’s so easy to fall in love with Olivia Dean.
Olivia Dean’s Glasses and Ultra Chic Retro Style: How to Get the Look
And here’s the much-awaited closer look on Olivia Dean’s style. Oversized, retro-inspired glasses have become her signature, adding instant flair to every outfit while keeping her look modern and approachable. She pairs them with high-waist trousers, patterned blouses, and structured jackets, proving that the right frames can elevate any ensemble.
Without further ado, here’s a classic view on how to match Olivia Dean’s retro vibe. Start with statement frames in timeless colors like black or tortoiseshell, then blend vintage pieces with contemporary staples. Let your glasses be the focal point, and you can bring Olivia’s ultra-chic, retro-inspired style into your everyday wardrobe.
Oversized Square Frames
The Style: Vintage-inspired with a thick-rimmed profile. These frames offer a retro-cool silhouette with maximum coverage and a high-fashion edge.
Pair With:
- Simple ribbed tanks and high-waisted denim
- Flowing white cotton dresses
- Playful knit hats or gold hoop earrings
Classic Specs Pick: Square Oversized Darcey frames to elevate your outfit even on the most casual days
Thick Oval Frames
The Style: A slim, elongated profile with a distinct 90s feel. These frames offer a sleek, low-profile silhouette that balances soft curves with a sharp, fashion-forward edge.
Pair With:
- Graphic mini dresses or printed maxi skirts
- Black tanks and high-waisted white skirts
- Gold chain necklaces and effortless curls
Classic Specs Pick: Dakota in Havana Tortoise
Not the same after that Olivia Dean style moment?
Whether you are tracking her latest retro elegant looks, revisiting festival outfits, or pulling quiet style cues for everyday wear, her influence is unmistakable. And her eyewear? Just as iconic as her music. While The Man I Need stays on repeat, discover frames that channel the same effortless cool. Visit Classic Specs for the latest in fashion and eyewear.
