Hailee Steinfeld Stuns in Playful Alberta Ferretti Dress & Jimmy Choo Boots at Cars 2 Premiere

At just 14, Hailee Steinfeld was already proving she had an eye for red carpet fashion. Looking back at the Cars 2 premiere, it’s clear this was an early sign of the style icon she would become.

Even as a young teen, she struck the perfect balance between playful and polished in a chic printed cocktail dress and statement boots. Sarah Hyland also attended the event in a stunning Gypsy 05 dress paired with Ruthie Davis Robot sandals, giving us another standout moment from the night.

Hailee Steinfeld dazzled at the ‘Cars 2’ premiere in a chic Philosophy di Alberta Ferretti multi‑print cocktail dress, paired with Jimmy Choo “Youth” boots and an H&M clutch (Credit: Starbux / WENN / Adriana M. Barraza)

Fast‑forward to today, and it’s easy to see how Hailee’s bold choices from that evening laid the groundwork for her fearless fashion journey.

The Oscar‑nominated actress exuded effortless charm in a denim jacket layered over a vibrant multi‑print dress and finished with edgy biker boots—an ensemble that still feels fresh more than a decade later.

This look was age‑appropriate yet undeniably fashion‑forward—an early glimpse at Hailee’s now‑signature ability to merge youthful energy with high‑fashion sensibilities.

Hailee Steinfeld exudes youthful charm in a vibrant multi‑print dress and a classic denim jacket as she attends the Cars 2 world premiere at the El Capitan Theatre in Hollywood, California, on June 18, 2011 (Credit: Starbux / WENN / Adriana M. Barraza)

Philosophy di Lorenzo Serafini: Youthful Elegance Meets High Fashion

Her dress was a beautifully mixed‑print piece from the Philosophy di Alberta Ferretti Spring 2011 collection.

A closer look at the Philosophy di Alberta Ferretti dress worn by Hailee Steinfeld

Now rebranded as Philosophy di Lorenzo Serafini, the line serves as a diffusion brand of the Italian fashion house Alberta Ferretti, founded in 1984 under the Aeffe group.

Philosophy has carved out a niche for itself by offering a more youthful, accessible take on Ferretti’s signature elegance — think airy, romantic silhouettes crafted from fine fabrics with intricate details, from delicate draping to subtle layering. It’s this blend of femininity and contemporary luxury that made Hailee’s choice feel both age‑appropriate and distinctly high‑fashion.

The Philosophy di Alberta Ferretti strapless print dress, priced at $900

While her denim jacket covered up some of the dress’s stunning details, the layering choice was intentional—softening the look and keeping it age‑appropriate for a teenage red carpet debut.

Jimmy Choo’s “Youth” Biker Boots: A Celebrity-Favorite Blend of Edge and Elegance

Hailee’s biker boots were none other than the iconic Jimmy Choo “Youth” style — a design as effortlessly cool as its name suggests. This short, ankle‑length biker boot strikes the perfect balance between rugged durability and refined elegance, drawing inspiration from classic motorcycle footwear.

A closer look at the iconic Jimmy Choo ‘Youth’ biker boot, a staple of celebrity style known for its rugged-chic design and distinctive gold buckles

Crafted with a sleek leather finish and detailed with Jimmy Choo’s signature gold‑tone buckles, the “Youth” boot captures the brand’s hallmark fusion of edgy sophistication and timeless appeal.

Hailee Steinfeld arrives at the Cars 2 premiere, exuding youthful style in a denim jacket layered over a vibrant multi-print dress, complete with a yellow clutch and edgy black biker boots (Credit: INFevents)

Hailee Steinfeld isn’t the only star who has fallen for the rugged yet stylish appeal of the Jimmy Choo ‘Youth’ biker boots. These versatile boots have been spotted on several other A-listers, proving their status as a must-have wardrobe staple.

Hailee Steinfeld’s Evolving Shoe Game

From her early red‑carpet appearances to her most daring fashion statements, Hailee has consistently shown that her footwear choices are as bold and versatile as her style itself. Whether she’s rocking edgy biker boots, sleek stilettos, or over‑the‑knee showstoppers, her shoe moments continue to inspire.