Long before she was a household name for her vocal prowess, Anna Kendrick was already mastering the art of the bold red carpet statement.
A standout moment in her style evolution occurred on January 25, 2014, at the Hyatt Regency Century Plaza in Los Angeles, where she attended the 66th Annual Directors Guild of America Awards.
Anna Kendrick ties her hair back at the 66th annual Directors Guild of America Awards held on January 25, 2014, at the Hyatt Regency Century Plaza in California (Credit: Apega / WENN)
While she first gained global recognition as Jessica Stanley in the Twilight Saga film series, this appearance proved she had moved well beyond her Forks High School roots.
Transitioning from a teen franchise star to a red-carpet mainstay, Kendrick showcased a sophisticated eye for color and—most importantly—high-end architectural footwear.
Anna Kendrick was just 23 when the first Twilight film premiered in 2008, marking one of her earliest major roles in a franchise. She reprised her part throughout the series, with her final appearance in The Twilight Saga: Breaking Dawn – Part 1 (2011), where her character memorably delivers an awkward, irreverent wedding speech at Bella and Edward’s reception.
Anna Kendrick keeps it sleek and understated in a ruffled black mini dress paired with classic black pumps at the premiere of The Twilight Saga at Mann’s Village Theater in Westwood, California, on November 17, 2008 (Credit: Carrie Nelson / Shutterstock)
At the 66th Directors Guild of America Awards, the then-28-year-old actress and singer looked radiant in a vibrant turquoise Monique Lhuillier Resort 2014 dress, bringing a pop of color to the black carpet.
Anna Kendrick stuns in a strapless turquoise Monique Lhuillier dress, finishing the look with black Christian Louboutin bow-accented peep-toe booties
Her strapless dress featured a sweetheart neckline, a cinched waist, and a high-low hemline that ended just above her knees.
Anna Kendrick shows off her legs and shoulders at the Directors Guild of America Awards in a turquoise Monique Lhuillier dress (Credit: Apega / WENN)
The Mr. Right actress kept her accessories minimal, choosing only a matching pair of earrings and a necklace to accompany the dress.
Anna grounded the vibrant turquoise moment with a striking pair of Christian Louboutin “Estanodo” booties — an unexpected choice that added graphic contrast and a touch of vintage allure. While delicate sandals might have leaned into the dress’s airy silhouette, the Estanodo’s structured finish gave the look a sharper, more directional edge.
A standout from the brand’s Fall 2013 lineup, the Estanodo is a sophisticated, vintage-inspired design defined by its multi-material construction.
Most versions feature glossy black patent leather offset by nude mesh inserts that create a subtle illusion effect, while a signature bow at the toe — crafted in matching patent or grosgrain — adds a feminine flourish.
The silhouette is typically finished with a soaring 120mm (approximately 4.7-inch) heel, though 100mm variations also exist, and, of course, the Maison’s unmistakable lacquered red sole.
Anna Kendrick’s feet in black patent Christian Louboutin peep-toe booties
Close-up of Anna Kendrick’s feet in glossy black Christian Louboutin “Estanodo” peep-toe booties, featuring sheer mesh panels and delicate bow accents at the vamp
Anna Kendrick shows off the signature red lacquered soles of her black Christian Louboutin “Estanodo” booties, complete with glossy patent leather, sheer mesh panels, and feminine bow detailing at the toe
Though no longer part of Christian Louboutin’s core collection, the Estanodo remains highly coveted on the luxury resale market, where archival pairs frequently surface on premium consignment platforms.
Fit-wise, the style is known to run small — especially in the higher heel heights — so sizing up by half to a full size is often recommended. Many pre-owned pairs also feature protective Vibram or red rubber soles added to preserve the iconic finish.
For those drawn to its elegant bow detail and sculpted profile, contemporary alternatives like the Cassia Nodo or Miss Z collections offer a similarly polished pointed-toe silhouette with modern refinements.
Christian Louboutin “Estanodo” Booties, $1,075
Black Christian Louboutin Estanodo 120 patent-leather peep-toe ankle boots with mesh trim, bow embellishment at the front, and zip closure at the back
More of Anna Kendrick’s Standout Heel Moments, Red Carpet Shoes & Petite Style Secrets
From sky-high platform pumps to sleek lace-up sandals, Anna Kendrick consistently proves that strategic footwear styling can completely transform a look.
Whether she’s balancing proportions on the red carpet or adding polish to a press tour ensemble, her shoe choices play a defining role in her fashion narrative. Explore more of her best shoe and fashion moments below.
👠 Explore Anna Kendrick’s Best Shoe & Fashion Moments:
- 🎬 Anna Kendrick’s A Simple Favor Press Tour Style — A deep dive into how Kendrick used strategic heels (from strappy sandals to platform pumps) to balance her petite frame across red-carpet and press tour looks.
- 👢 Anna Kendrick & Halston Sage in Giuseppe Zanotti Boots — Street-chic and red-carpet footwear highlights including Kendrick’s plush Giuseppe Zanotti ankle boots.
- ✨ Anna Kendrick in Velvet Platform Pumps & Markarian Mini Dress — A standout retro-inspired look pairing burgundy velvet Malone Souliers pumps with a Markarian mini dress.
- 👠 Anna Kendrick’s Monique Lhuillier Look with Burgundy Pumps — Modern feminine style with eye-catching burgundy suede heels that elevate her petite stature.
- 🎥 Anna Kendrick in David Koma & Stuart Weitzman at “Mr. Right” Premiere — A polished mini dress paired with Stuart Weitzman lace-up sandals for cinema-event glamour.
- 💫 Inside Anna Kendrick’s Chic Red Carpet Shoe Moments — A broader retrospective on her evolving footwear and red-carpet style.