Olivia Wilde Styles $1,365 Casadei “Rock” Platform Boots Two Ways for The Late Show

When Don’t Worry Darling dominated headlines during its Venice Film Festival debut in September 2022, the conversation extended far beyond the red carpet—spilling into late-night television, cast dynamics, and, notably for style watchers, Olivia Wilde’s sharply edited footwear choices.

Appearing on The Late Show with Stephen Colbert in New York, Wilde addressed the film’s most persistent rumors while delivering a minimalist, menswear-leaning look grounded by statement platform boots.

The interview offered a rare moment where Hollywood discourse, personal style, and practical shoe design intersected—making it a lasting reference point in Wilde’s fashion evolution.

While appearing on The Late Show, Wilde addressed the viral “spit-gate” rumors involving Harry Styles and Chris Pine that had dominated social media since the Venice Film Festival.

Wilde acknowledged how viral “clickbait” can often override reality, noting that the resulting frenzy was largely a creation of online drama. She also touched on the production shifts involving Shia LaBeouf and Florence Pugh, framing the casting changes as a necessary move to maintain a stable working environment.

For Wilde, this high-stakes interview required a wardrobe that signaled both professionalism and personal strength—a feat she achieved by pairing menswear-inspired tailoring with her signature Casadei edge.

Olivia kept things simple but elegant for the interview. She just tucked a plain white tee underneath a pair of black wide-leg pants and finished the look with Casadei “Rock” platform boots.

Injecting a hint of ‘70s edge to her ensemble, these $1,365 boots are made from soft leather and feature a sculptural silhouette with side zips, 2.3-inch concealed platforms, and 6.3-inch towering block heels.

Olivia Wilde keeps it effortlessly sharp while promoting Don’t Worry Darling on The Late Show with Stephen Colbert on September 21, 2022, grounding her white tee and black wide-leg pants with towering Casadei “Rock” platform boots (Credit: Janet Mayer / Startraksphoto / Cover Images)

Carrying a black bag with a gold chain strap, the Tron: Legacy actress accessorized her outfit with gold-tone jewelry from Anita Ko.

She wore a $35,250 Zoe 18-karat gold diamond choker, a $7,250 Zoe bracelet, and a matching $5,100 Thin Zoe bracelet. She further styled her look with a gold Ana Khoury Single Lila earring and a pair of Ray-Ban Wayfarers.

Olivia Wilde pairs a white tee with black wide-leg pants, Casadei platform boots, and Ray-Ban sunnies (Credit: Roger Wong / INSTARimages / Cover Images)

After sporting an elevated casual ensemble for her interview, Olivia was pictured leaving the Ed Sullivan Theater in a daring white gown.

The American actress showcased her cleavage in a slinky dress by English fashion designer Stella McCartney. It features thin spaghetti straps, a navel-deep plunging neckline, and cutouts across the midriff.

Olivia Wilde steps out in a plunging white Stella McCartney gown, sharpening the sultry silhouette with towering black Casadei “Rock” platform boots as she leaves The Late Show with Stephen Colbert (Credit: John Eddy / INSTARimages / Cover Images)

She wore the same gold jewelry and drew further attention to her boobs with a couple of delicate, long, layered necklaces.

Wearing her tresses down in waves, Olivia took her outfit to the next level with the same Casadei “Rock” platform boots.

Olivia Wilde steps out in a plunging white cutout dress, elevating the minimalist silhouette with sleek accessories and confident after-dark style (Credit: Roger Wong / INSTARimages / Cover Images)

Olivia Wilde’s Enduring Shoe Style, Beyond the Headlines

While interviews and on-set controversies may fade from public memory, Olivia Wilde’s footwear choices continue to offer a clearer, more lasting record of her style evolution.

From razor-sharp stilettos to sculptural platforms, her looks consistently balance intention with wearability—making her Casadei moments especially worth revisiting.