Justin Long and Kate Bosworth redefined red-carpet romance when they effectively confirmed their engagement at the 2023 Vanity Fair Oscar Party in Beverly Hills.
Kate Bosworth, wearing a Monique Lhuillier dress with Cicada earrings, and Justin Long at the 2023 Vanity Fair Oscar Party on March 12, 2023, at the Wallis Annenberg Center for the Performing Arts in Beverly Hills, California (Credit: PA Images / INSTARimages)
While the couple later shared the intimate details of their proposal on Long’s Life is Short podcast, it was Bosworth’s impeccably curated ensemble—and a certain sparkling accessory—that first signaled their new chapter to the world.
Stepping out at the Wallis Annenberg Center for the Performing Arts on March 12, 2023, the Wonderland actress proved why she remains a perennial fashion icon.
While Kate Bosworth had previously shown off her engagement ring at the Vanity Fair Oscars party, the couple saw Justin Long’s Life Is Short podcast as an opportunity to share their proposal story (Credit: PA Images / INSTARimages)
She paired a textured Monique Lhuillier gown with Cicada jewelry, but for shoe enthusiasts, her red-carpet choices consistently serve as a masterclass in balancing femininity with high-fashion edge.
Since first sparking a connection on the set of the horror film House of Darkness, the pair has mastered the art of “couple style,” blending Long’s understated classicism with Bosworth’s penchant for avant-garde labels like Zimmermann and Chloé. He wore a streamlined, classic black suit by Berluti.
Kate Bosworth proudly showed off a massive engagement ring from Justin Long (Credit: PA Images / INSTARimages)
There’s a noticeable height difference between the couple—Justin Long stands at 5ft 9in, while Kate Bosworth is 5ft 5in—but Bosworth has long mastered the art of balance, often opting for heels that discreetly add lift beneath sweeping hems and tailored silhouettes, ensuring her proportions remain polished without visually overpowering her partner.
Justin Long and Kate Bosworth revealed that they each knew they had found “the one” shortly after building a friendship while working alongside each other in the 2022 American comedy horror film House of Darkness (Credit: PA Images / INSTARimages)
Kate Bosworth Embraces 1970s-Inspired Monochrome Style in New York City
Following her high-glamour appearance at the Oscars, Kate Bosworth shifted into a sophisticated monochrome moment while out in New York City on March 29, 2023. She was photographed leaving a taping of The Drew Barrymore Show as part of her press tour for the film Last Sentinel. The actress traded her structured red-carpet gown for a breezy, 1970s-inspired ensemble that leaned into a “clean girl” aesthetic with a bohemian twist.
The core of her look consisted of ivory-colored separates from the Zimmermann spring 2023 “Wonderland” collection. She wore the Wonderland waistcoat, a slim-fitting vest, paired with matching Wonderland tailored pants. The trousers were notable for their flared silhouette and a delicate gold chain detail that acted as a built-in belt at the waist.
While promoting her new film ‘Last Sentinel’ with a Chloé Penelope small soft shoulder bag, Kate Bosworth was seen in New York City on March 29, 2023, donning a Zimmermann Wonderland waistcoat and chain-detailed tailored pants from the Spring 2023 collection (Credit: Roger Wong / INSTARimages)
To complete the outfit, Bosworth leaned into her long-standing relationship with the fashion house Chloé. She carried a Chloé Penelope small soft shoulder bag in a complementary tan shade and wore a pair of Chloé Daisy platform sandals, which have been a recurring staple in her wardrobe for several years.
Her beauty look for the day featured a voluminous, bouncy blowout, providing a soft contrast to the tailored lines of her waistcoat.
Kate Bosworth’s Enduring Shoe Legacy: From Red Carpet Heels to Everyday Style
From discreet height-boosting heels on the red carpet to carefully chosen platforms and boots in her off-duty wardrobe, Kate Bosworth’s style evolution has always been anchored by thoughtful footwear choices.
Whether she’s dressing for high-profile premieres or navigating city streets, her shoes consistently balance proportion, polish, and personality—cementing her status as a modern fashion reference point.
👠 Explore Kate Bosworth’s Shoe & Fashion Moments on Your Next Shoes:
- ✨ Kate Bosworth’s Best Shoe Moments & How She Elevates Her 5′5″ Frame – A deep dive into her iconic heels, designer brands, and how she styles shoes to perfect proportions.
- 👡 Kate Bosworth Shines in Lace Erdem Dress and Louboutins at The Warrior’s Way Screening – Classic red-carpet moment with crystal-embellished Christian Louboutin sandals.
- 👢 How Kate Bosworth Turned LAX Into a Runway With Her Chic Travel Boots – Functional-meets-fashion travel style anchored by Nicholas Kirkwood “Annabel” boots.
- 🧳 Kate Bosworth Channels ‘Almost Famous’ at LAX in Tod’s Ankle Boots – Retro-vibe airport style with Tod’s ankle boots.
- 👢 Kate Bosworth Revisits Couture Maximalism With Roger Vivier Pumps – Paris Fashion Week look elevated by metallic Roger Vivier pumps.
- 👢 Kate Bosworth Gets Excited Over Her Silver Coach Shoes – Bold metallic Coach kitten heels and her fearless shoe style.