Looking back, Draper James founder Reese Witherspoon delivered a quintessentially polished red-carpet moment at the 2014 Toronto International Film Festival, where she premiered her heartfelt drama The Good Lie at The Elgin Theatre in Toronto, Canada.
The then-38-year-old actress embraced understated sophistication in a purple wool-blend brocade dress by Dolce & Gabbana, perfectly complemented by glittering gold Saint Laurent “Jane” ankle-strap sandals — a minimalist favorite among Hollywood’s style elite at the time.
The film itself, inspired by true events, saw Reese portray a brash American employment counselor assigned to help four young Sudanese refugees start new lives in the United States. This role marked a quieter, more empathetic chapter in her career.
Reese Witherspoon exudes polished elegance in soft blonde waves and a textured purple Dolce & Gabbana dress at the Toronto International Film Festival on September 7, 2014
The Enduring Allure of Saint Laurent’s “Jane” Sandals on the Red Carpet
She accessorized with Fred Leighton jewelry and completed the outfit with glitter gold Saint Laurent “Jane” ankle-strap sandals.
Earlier that month, we featured Lucy Liu in the same Saint Laurent shoes paired with a sparkling navy blue Carolina Herrera dress at the 2014 Couture Council Awards Annual Benefit Luncheon in New York City.
Her glitter-gold Saint Laurent “Jane” ankle-strap sandals added a luminous touch, perfectly paired with a bold red pedicure
We’ve also seen numerous other celebrities wearing the Jane sandals, including Chloë Grace Moretz, Chrissy Teigen, Jessie J, Khloé Kardashian, Ashley Madekwe, Miley Cyrus, and Nicole Richie.
Saint Laurent Heels: Hollywood’s Go-To for Timeless Edge
From minimalist ankle straps to bold crystal platforms, Saint Laurent continues to define red-carpet sophistication. These celebrity moments capture how the brand’s heels bridge classic Parisian design with modern star power.
👠 Explore Saint Laurent Heels & Celebrity Moments:
- 🎥 Jennifer Garner and Rumer Willis showcased the enduring glamour of Saint Laurent’s Palais platform pumps — a favorite for their sculptural height and retro elegance.
- 🏆 At the 2025 BET Awards, stars like Ciara turned heads in Saint Laurent strappy heels, proving the brand’s staying power on today’s most dynamic red carpets.
- 👗 Zoë Kravitz added a pop of color with red Saint Laurent “Zoe” slingback pumps, balancing modern minimalism with effortless allure.
- 🎬 Bella Hadid embodied old-Hollywood glamour at Cannes 2025 in a Saint Laurent gown and crystal-embellished “Georgia” sandals that complemented her daring leg-slit silhouette.
- 🖤 Front-row favorites Kate Moss, Hailey Bieber, and Zoe Saldaña made a unified statement at Paris Fashion Week, each pairing their sleek ensembles with Saint Laurent heels that exuded signature Parisian cool.
Reese’s dark plum Dolce & Gabbana dress features a jewel neckline, elbow-length sleeves, vertical front darting, waistline seam, overlapped sides secured at the top with buttons, and vertical darting at the back.
At TIFF, Reese Witherspoon radiated timeless glamour in a purple brocade Dolce & Gabbana dress and sparkling Saint Laurent heels
👗 Looking Back at Reese Witherspoon’s Most Stylish Shoe Moments
Before becoming synonymous with Draper James charm and polished Southern style, Reese Witherspoon had already built an impressive red-carpet résumé defined by timeless designer choices and impeccable footwear pairings.
From Dolce & Gabbana brocade to Aquazzura heels, her shoe closet reads like a greatest-hits collection of Hollywood favorites.
👠 Explore Reese Witherspoon’s Best Shoe Moments:
- 📏 Standing at 5’1½” (156 cm) and wearing a US shoe size 6.5, Reese often chooses classic pointed-toe pumps and sleek block heels to subtly elongate her petite frame.
- 👗 Reese Witherspoon’s timeless Stuart Weitzman looks — featuring the minimalist Nearlynude sandals that remain one of Hollywood’s most enduring red-carpet staples.
- ✨ Her Barbiecore moment in a hot-pink Emilia Wickstead dress paired with sparkling Aquazzura heels showcased her playful take on contemporary femininity.
- 🎬 On the You’re Cordially Invited press tour, Reese elevated classic designer ensembles with statement shoes that balanced Hollywood polish and Southern charm.