Mastering the “gym-to-street” transition requires a balance of comfort and intentional structure.
On June 8, 2023, Olivia Wilde demonstrated this aesthetic in Los Angeles, swapping her activewear for a cohesive, vintage-inspired ensemble built around high-quality French staples and artisanal footwear.
Her choice of the “Samy” jumpsuit by Sézane—a $195 light-wash denim piece featuring adjustable straps and a wide-leg silhouette—serves as a blueprint for effortless daytime dressing.
By layering the workwear-inspired jumpsuit over a $65 La Ligne tank top, Wilde achieved a refined silhouette that bridges the gap between casual errands and a polished lunch date.

The standout element of the look is her choice of clogs, a perennial footwear staple that offers more architectural interest than a standard sandal. Wilde opted for the Sézane “Dakota” high-heeled clogs, a pair that highlights the brand’s commitment to traditional craftsmanship.
Handmade in a Portuguese atelier, these $240 clogs feature:
- Split Leather Exterior: Accented with antique gold metal studs for a bohemian edge.
- Hand-Cut Wooden Soles: Providing a sturdy, natural base with rubber outsoles for traction.
- Slingback Design: A secure buckle closure and peep-toe finish that elevates the overall height of the denim look.

The American actress carried a Sézane printed canvas tote bag over her shoulder, a $198 Free People Dolman Quilted Knit Jacket over one arm, and a beverage in one hand.
Looking fresh out of the shower, Olivia had her tousled wet hair tucked beneath a blue cap from 47 Brand x SXSW 2023, featuring the phrase “These Gays, They’re Trying to Murder Me”—Jennifer Coolidge’s iconic line in the finale of the HBO Max show The White Lotus.
She further accessorized with the $85 Astrid & Miyu crystal spike gold huggies and wore a pair of Ray-Ban Wayfarer sunglasses.

Earlier, Olivia was pictured heading to the gym in her usual workout clothes. She flaunted her toned legs in a $98 pair of Alo Yoga high-waist Airbrush leggings, paired with a gray-and-black tank top and Free People’s Dolman quilted knit jacket.
She wore the same Astrid & Miyu spike earrings, a $360 pair of Sophie Lis Fallen stud earrings, and carried the same Sézane printed tote.
As for her shoes, Olivia selected the comfy Adidas Ultraboost 4.0 DNA Primeblue sneakers.

From Gym Sneakers to Statement Heels: Olivia Wilde’s Footwear Evolution
Whether she’s stepping out in performance sneakers, embracing artisanal clogs, or anchoring red-carpet gowns with architectural heels, Olivia Wilde’s style consistently proves that footwear is the foundation of every look—making her off-duty gym moments just as compelling as her most polished premieres.
👠 Explore Olivia Wilde’s Shoe & Fashion Moments on Your Next Shoes:
- 📏 Olivia Wilde’s Height & Heels: How She Towers at 5’7″ — A detailed look at her stature, shoe size (US 8), and standout red-carpet heel moments.
- 🎬 Olivia Wilde Pairs $6,995 Dolce & Gabbana Lace With Gritty Cowboy Boots at Sundance — A bold footwear choice blending cowboy boots with red-carpet glamour.
- 👢 Boho Dream: Olivia Wilde Stuns in Prada and Chloé Heels at Taormina Film Festival — Architectural block heels and platform sandal highlights.
- 📼 Booksmart, Olivia Wilde, and the Power of Statement Shoes — How her directorial debut aligned with memorable footwear moments on and off the red carpet.
- 👠 Olivia Wilde Radiates Elegance in Roksanda Gown and Stuart Weitzman “Nudist” Sandals — Classic minimalist heels anchoring a sleek red-carpet look.
- 🎥 Tron Star Olivia Wilde’s Edgy Red-Carpet Moment — A retro-leaning fashion and heel moment from earlier in her career.