It’s not often that Reese Witherspoon steps out with her family—let alone for a public Sunday sighting—but back in late summer 2016, the Oscar-winning actress offered a rare glimpse into her off-duty life.
Reese Witherspoon wears her blonde hair down as she attends church with her family on August 28, 2016, in Brentwood, California (Credit: WENN)
Trading Red-Carpet Glamour for Small-Town Charm in a Cherry-Print Draper James Dress
Trading red-carpet glamour for small-town charm, Reese was all smiles as she attended a church service in Brentwood, California, dressed in a cheerful cherry-print look that perfectly captured her Southern-inspired Draper James aesthetic.
Reese Witherspoon’s Southern-Chic Draper James Moments
Reese Witherspoon’s signature Southern charm often shines through her Draper James designs—whether paired with Valentino heels, Hermès espadrilles, or Chloé sandals. Below are some live Your Next Shoes features celebrating her effortless, feminine style through the lens of her own lifestyle brand.
👗 Explore Draper James–Featured Looks:
- 🌼 Reese Witherspoon Turns Heads in Draper James and Hermès Espadrille Wedges — highlighting her white Hermès espadrille wedges paired with a Draper James daisy-print top for an elevated daytime look.
- 💐 Reese Witherspoon Dines With Lena Dunham, Rocks Valentino Rockstud Sandals and a Floral Draper James Top — a polished mix of playful prints and luxe detailing that showcases her signature preppy aesthetic.
- ☀️ Reese Witherspoon Masters Effortless Chic in Draper James Top and Chloé Scalloped Sandals — a casual yet refined street-style moment blending comfort with sophisticated flair.
Reese Witherspoon radiates Southern charm in a navy and pink floral Draper James dress paired with black Prada wedge sandals during a sunny Brentwood outing
Styling Her Sunday Look With Self-Portrait x Le Specs Sunglasses and Prada Wedges
The book club enthusiast styled her Sunday look with a pair of Self-Portrait x Le Specs sunglasses and towering Prada suede wedges.
Her dress had a tie-front keyhole detail and flounce sleeves, giving off a casual, feminine, and fun feel.
Reese Witherspoon steps out with husband Jim Toth and her sons Deacon and Tennessee—who adorably wore a Superman costume—after Sunday church in Brentwood
Prada Wedges & Platforms: Style Moments Worth Revisiting
Explore how Prada’s signature wedges and platforms have made their mark—from runway archives to celebrity off-duty edits. Here are three standout features from Your Next Shoes.
👠 Explore Prada Wedge & Platform Moments:
- 🖤 Prada’s Fall 2014 Wedge Shoes: Bold, Futuristic, and Unapologetically Chunky — a deep dive into how Prada redefined the wedge silhouette on the runway.
- ✨ Gabrielle Union’s Style Evolution: From Y2K Platforms to Metallic Prada Wedges — showcasing the actress’s evolution in footwear with a highlight on metallic Prada wedge sandals.
- 🔥 Fergie Wears Green Dress With Prada’s Flame Wedge Sandals — an early iconic wedge moment featuring Prada’s playful “flame” motif wedge design.
A closer look at Reese Witherspoon’s black suede Prada wedge sandals, complete with espadrille soles and a flirty summer-ready finish
Family Outing With a Touch of Hollywood Charm
The actress shared a quick giggle with the men in her life — husband Jim Toth and sons Deacon and Tennessee — as they left church. Tennessee was decked out in a Superman costume as he held on to his big brother’s hand.
Reese’s lookalike daughter, Ava, was noticeably not with the family.
Reese Witherspoon’s Timeless Shoe & Fashion Highlights
From red-carpet premieres to polished daytime outings, Reese Witherspoon continues to showcase her signature blend of Southern charm and modern sophistication. Below are a few standout Your Next Shoes features that spotlight her evolving relationship with fashion and footwear.
👠 Explore Reese Witherspoon’s Iconic Style Moments:
- 🌸 Mary Katrantzou × Gianvito Rossi: Reese Witherspoon’s Floral Pumps — spotlighting her satin pointed-toe pumps from Mary Katrantzou’s collaboration with Gianvito Rossi.
- 🎬 Reese Witherspoon’s Cannes Versace Gown & Louboutin Heels — a retrospective look at her sculptural Christian Louboutin heels and cinematic red-carpet poise.
- ☀️ Reese Witherspoon Turns Heads in Draper James and Hermès Espadrille Wedges — an off-duty Brentwood moment blending her Southern aesthetic with Hermès craftsmanship.
- 👡 Reese Witherspoon Proves Stuart Weitzman’s “NearlyNude” Sandals Are the Ultimate Celeb Staple — showing how she elevates classic neutrals through effortless styling.
- 💚 Reese Witherspoon Radiates in Jason Wu Dress and Green Jimmy Choo Pumps at TIFF 2013 — demonstrating her knack for pairing bold hues with timeless silhouettes.