Lucy Hale Elevates the Shirt Dress With Valentino Rockstud Espadrilles at Jennifer Klein’s Day of Indulgence

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Jennifer Klein’s annual “Day of Indulgence” party in Brentwood has long served as a definitive showcase for elevated daytime dressing—where West Coast ease meets quiet luxury.

While the guest list often includes Lea Michele in softly glamorous, heel-forward looks, the event is just as much about relaxed polish as it is about red-carpet impact.

In August 2016, Lucy Hale offered a more grounded interpretation of that same setting—arriving at the private residence in an outfit that prioritized comfort without sacrificing the designer nuance expected at one of Los Angeles’ most photographed daytime gatherings.

Lucy Hale wears a casual ponytail at Jennifer Klein's annual "Day of Indulgence" partyLucy Hale wears a casual ponytail at Jennifer Klein’s annual “Day of Indulgence” party held on August 14, 2016, in Los Angeles (Credit: WENN)

The Pretty Little Liars star chose a minimalist black shirt dress as her base, allowing her accessories to provide the visual interest. She paired the look with a Chanel “Coco Boy” flap bag and layered gold necklaces, finishing the ensemble with a bold red lip.

Lucy Hale steps out in a chic black shirt dress, pairing it with studded Valentino espadrille flats, a classic Chanel bag, and bold red lipstick for a casual yet stylish look at Jennifer Klein's "Day of Indulgence" eventLucy Hale steps out in a chic black shirt dress, pairing it with studded Valentino espadrille flats, a classic Chanel bag, and bold red lipstick for a casual yet stylish look at Jennifer Klein’s “Day of Indulgence” event (Credit: WENN)

The petite actress grounded her look with black Valentino “Rockstud” espadrille flats, a defining example of luxury-meets-leisure dressing at its most effortless.

Crafted in grained calfskin leather and set on a traditional jute sole, the design blends the relaxed ease of a beach-ready espadrille with Valentino’s signature edge—most notably the platinum-finish pyramid studs inspired by Roman palazzo architecture. The wraparound ankle straps add structure, transforming the silhouette into something more polished than a typical slip-on.

By choosing flats over heels, Hale preserved the laid-back, off-duty mood of the afternoon while subtly elevating her outfit with one of the decade’s most recognizable designer signatures.

Lucy Hale sharpens her off-duty look with black Valentino “Rockstud” espadrille flats, the jute sole and signature pyramid-studded ankle straps adding a subtle edge to the relaxed silhouetteLucy Hale sharpens her off-duty look with black Valentino “Rockstud” espadrille flats, the jute sole and signature pyramid-studded ankle straps adding a subtle edge to the relaxed silhouette (Credit: WENN)

By 2026 standards, the Rockstud espadrille sits firmly in “modern vintage” territory. Yet its appeal hasn’t faded. With renewed interest in Valentino’s studded motifs—especially following Alessandro Michele’s reinterpretation of the house codes—the original mid-2010s versions, like Hale’s, feel softer, more wearable, and distinctly timeless.

Part of their enduring draw lies in versatility: they bring just enough attitude to sharpen a simple outfit, offering the visual impact of a statement shoe without sacrificing comfort.

Originally retailing between $775 and $895 and crafted in Italy, the style remains a staple on resale platforms—proof that when design balances practicality with identity, it rarely goes out of fashion.

Why Valentino Rockstud Espadrilles Remain a Summer Staple for Off-Duty Celebrity Style

As this look shows, Valentino’s “Rockstud” espadrille flats strike a rare balance between comfort and statement-making design—blending the ease of a classic jute-soled flat with the brand’s signature pyramid studs for just enough edge.

They’ve become a go-to for celebrities navigating off-duty moments, from airport dressing to casual city outings, proving that flat shoes can still deliver the same visual impact as heels when styled with intention.

For more ways stars wear studded flats and espadrilles with effortless polish, explore these standout Your Next Shoes features below.

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