Reese Witherspoon’s Fall Fashion: Saint Laurent Heels & Bulgari Bags

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Many celebrities appear flawless on the red carpet but often fail miserably in terms of fashion when photographed on their off-duty days. Reese Witherspoon, however, is one A-lister who makes sure she looks put together whenever she steps outside the house.

Reese Witherspoon turns heads outside the W Hotel in Los Angeles on September 5, 2014, showcasing her legs in classic black Saint Laurent pumps paired with a ruffled-hem skirt and a bold red floral-print top for a polished, feminine lookReese Witherspoon turns heads outside the W Hotel in Los Angeles on September 5, 2014, showcasing her legs in classic black Saint Laurent pumps paired with a ruffled-hem skirt and a bold red floral-print top for a polished, feminine look (Credit: WENN)

Red Carpet Elegance Meets Everyday Street Style

The Legally Blonde actress has a very sophisticated and timeless style. Despite being only 5ft 1 ½ (156.2 cm), she knows how to style her pint-sized figure and always chooses outfits that are perfectly tailored to her size.

Another thing we love about this blonde beauty is her excellent preference for bags. Whether out for lunch or doing errands, her day bags are always drool-worthy.

Reese Witherspoon carries a sleek black Bulgari Serpenti tote, distinguished by its signature snake-like enameled top handles and structured silhouetteReese Witherspoon carries a sleek black Bulgari Serpenti tote, distinguished by its signature snake-like enameled top handles and structured silhouette (Credit: WENN)

The Iconic Bulgari “Serpenti” Tote: Classic with a Twist

Reese was spotted exiting the W Hotel in Los Angeles toting around a Bulgari “Serpenti” bag. This ultra-luxe tote was released in 2012, but its timeless style ensures it remains wearable for years to come.

The most significant detail about this purse is the handle, which boasts a “serpentine” look made from palladium-plated or gold-plated metal.

Bulgari’s Serpenti collection is an iconic celebration of the serpent—a powerful symbol of wisdom, vitality, and seduction drawn from ancient Greek and Roman mythology.

First introduced in the 1940s, the Serpenti line has evolved into a hallmark of luxury, spanning jewelry, watches, bags, and accessories. Its sinuous silhouettes and exquisite craftsmanship continue to captivate celebrities and fashion lovers alike.

Stepping Out in Style: Celebrities Who Love Bulgari Serpenti

Bulgari’s Serpenti collection has become a favorite among celebrities, with many showcasing the brand’s distinctive designs on various occasions. Here are some of the most stylish moments featuring Bulgari Serpenti accessories:

Jessica Alba’s Casual Chic with the Bulgari Serpenti Bag

  • Event: Breakfast outing in Beverly Hills
  • Outfit: Jessica Alba exuded effortless charm in casual wear while grabbing breakfast, accessorized with a medium hand-carry Bulgari Serpenti bag.
  • Bag Details: The bag features snake handles made in enamel on a brass, light gold-plated body, with a snake zipper pull on top.
  • Read more: Jessica Alba’s Bulgari Serpenti Bag: Unpacking the Luxury and Style

Naomi Campbell’s Layered Bulgari Serpenti Necklaces

  • Event: V&A Summer Party 2024
  • Outfit: Naomi Campbell donned a bespoke white BOSS dress with a plunging neckline, accentuated by layered Bulgari Serpenti necklaces.
  • Jewelry Details: The necklaces are made of 18k white gold and encrusted with full pavé diamonds, amplifying the look’s drama and elegance.
  • Read more: Fashion Icons Naomi Campbell and Eiza Gonzalez Dazzle at V&A Summer Party 2024

Zendaya’s Statement with Bulgari Serpenti Jewelry

Julia Garner’s Glamorous Look with Bulgari Serpenti Accessories

  • Event: 2023 Critics’ Choice Awards
  • Outfit: Julia Garner channeled ’90s glam in a fiery red Ferragamo pre-fall 2023 dress, complemented by Bulgari Serpenti jewelry.
  • Jewelry Details: She wore a Bulgari Serpenti necklace and ring, adding a touch of sophistication to her ensemble.
  • Read more: Snake Accessories: The Hottest Trend in Jewelry for Fashionistas

These moments highlight the appeal of Bulgari’s Serpenti collection among celebrities, offering designs that range from bold statements to elegant classics.

Stylish Alternatives to Reese’s $3,250 Bulgari Bag

Reese’s gorgeous tote, priced at $3,250, is currently scarce in retail stores. Below are a couple of alternatives from Zappos:

Tory Burch "Thea" Mini Bucket Bag in BlackTory Burch “Thea” Mini Bucket Bag in Black, $395

Marc by Marc Jacobs "Too Hot to Handle" ToteMarc by Marc Jacobs “Too Hot to Handle” Tote, $528

Reese Rocks Convertible Sling Bags by Elizabeth and James

While Reese is more of a tote girl, she also tries out other styles. We adore her Elizabeth and James “Cynnie” sling bag, which perfectly mixes sophisticated and casual styles.

Reese Witherspoon steps out in Santa Monica wearing tan Rag & Bone Harrow leather ankle boots, pairing them effortlessly with cuffed skinny jeans, a floral blouse, and a floppy felt hat for a chic, boho-inspired daytime look on September 4, 2014Reese Witherspoon steps out in Santa Monica wearing tan Rag & Bone Harrow leather ankle boots, pairing them effortlessly with cuffed skinny jeans, a floral blouse, and a floppy felt hat for a chic, boho-inspired daytime look on September 4, 2014 (Credit: WENN)

This sling bag can also be carried as a backpack, making it a great steal over The Row’s super expensive, high-end backpack.

Reese Witherspoon slings on a blush pink Elizabeth and James drawstring backpack, blending laid-back utility with polished, feminine flairReese Witherspoon slings on a blush pink Elizabeth and James drawstring backpack, blending laid-back utility with polished, feminine flair (Credit: WENN)

Reese Witherspoon’s Iconic Handbag Moments

Reese Witherspoon consistently showcases her refined taste in handbags, seamlessly blending luxury with everyday elegance. Here are some standout moments highlighting her impeccable accessory choices:

Reese Witherspoon’s Burgundy Bally Sommet Fold Tote

  • Event: Office outing in Beverly Hills
  • Outfit: Reese paired a Marsala-hued sweater with black pants and Saint Laurent Chelsea boots, exuding polished sophistication.
  • Bag Details: The tri-color Bally “Sommet Fold” tote, priced around $1,600, accentuates the ensemble’s rich tones.
  • Read more: Reese Witherspoon Carries Burgundy Bally Sommet Fold Tote Bag

Reese Witherspoon’s Draper James ‘Totes Y’all’ Canvas Tote

Reese Witherspoon’s Reed Krakoff Atlantique Bionic Mini Tote

Reese Witherspoon’s Salvatore Ferragamo Fiamma Domed Satchel

  • Event: Visit to a medical center in Santa Monica
  • Outfit: A white peplum top with skinny jeans and Gianvito Rossi “Lucille” pumps highlighted her polished daytime attire.
  • Bag Details: The plum-colored “Fiamma Domed” satchel by Salvatore Ferragamo complemented her ensemble’s refined tones.
  • Read more: Reese Witherspoon Shares Adorable Childhood Photo From New Orleans

Reese Witherspoon’s Red Fendi Peekaboo Handbag

  • Event: Fendi Haute Couture Spring/Summer 2024 show in Paris
  • Outfit: An all-black Fendi wool dress paired with Vitello leather slingback pumps showcased her timeless elegance.
  • Bag Details: The vibrant red Fendi Peekaboo handbag added a striking contrast to her monochromatic ensemble.
  • Read more: Reese Witherspoon and Daughter Ava Shine at Fendi’s Paris Couture Show

These moments underscore Reese Witherspoon’s impeccable ability to select handbags that perfectly complement her outfits, blending functionality with high fashion.

Shop Similar Styles: Reese Witherspoon’s Cynnie Bag and Its Fall Alternatives

Reese’s blush pink Cynnie sling bag may be sold out, but the style remains a fan favorite for its convertible versatility and polished design. Originally part of Elizabeth and James—the contemporary lifestyle brand founded by Ashley and Mary-Kate Olsen—the Cynnie line epitomized effortless sophistication with a modern edge.

Although Elizabeth and James shuttered in-house operations and standalone stores in 2018, the label briefly continued via an exclusive Kohl’s partnership. As of 2025, however, the brand appears to be defunct, with no new collections released since 2020.

Still, fans of the Cynnie style can explore similar silhouettes in rich, fall-ready tones:

Elizabeth and James "Cynnie" Sling Bag in Storm BlueElizabeth and James “Cynnie” Sling Bag in Storm Blue, $585

Elizabeth and James "Cynnie" Mini Tassel Bag in FerroElizabeth and James “Cynnie” Mini Tassel Bag in Ferro, $485

Elizabeth and James "Cynnie" Mini Bucket Bag in CocoaElizabeth and James “Cynnie” Mini Bucket Bag in Cocoa, $485

Elizabeth and James "Cynnie" Haircalf Mini Bucket Bag in Ivory/BlackElizabeth and James “Cynnie” Haircalf Mini Bucket Bag in Ivory/Black, $545