How Kristin Cavallari Styled Gladiator Heels for a Perfect Street-Style Look

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In October 2011, Kristin Cavallari was smiling at the camera when she was spotted doing errands in West Hollywood.

Kristin Cavallari pairs a flowing asymmetrical skirt with strappy gladiator heels, a black blazer, and a studded Alexander Wang bag for a chic yet effortless street-style lookKristin Cavallari pairs a flowing asymmetrical skirt with strappy gladiator heels, a black blazer, and a studded Alexander Wang bag for a chic yet effortless street-style look

For the activity, Kristin kept it simple but chic by wearing an asymmetrical skirt by Funktional that she then topped with a blazer and capped off with ankle-high gladiator heels. She also toted her favorite Alexander Wang “Rocco” studded duffle bag.

Kristin Cavallari opted for strappy, ankle-high gladiator heels with chunky wooden heels, likely to add height and elongate her legs while complementing her flowing asymmetrical skirtKristin Cavallari opted for strappy, ankle-high gladiator heels with chunky wooden heels, likely to add height and elongate her legs while complementing her flowing asymmetrical skirt

What do you think of Kristin’s style? That’s not bad, right? Despite wearing ankle-high sandals and a below-the-knee skirt, she maintained a long, lean silhouette. Plus, a black-and-white combo is almost always foolproof.

Kristin Cavallari shops at a CVS drug store while running errands in Los Angeles on October 12, 2011Kristin Cavallari shops at a CVS drug store while running errands in Los Angeles on October 12, 2011 (Credit: Wright / Beiny / WENN)

Kristin Cavallari effortlessly styled her asymmetrical skirt with ankle-high gladiator heels, proving that these statement sandals can elevate any outfit.

Gladiator sandals have been a staple for centuries, evolving into modern fashion must-haves. Curious about their history and the best styles? Explore our ultimate guide to gladiator sandals to discover their timeless appeal.

Kristin Cavallari’s Gladiator Sandal Moment and More Celebrity Inspirations

If you love Kristin’s look, you’re in good company. Many A-listers have embraced gladiator sandals, showcasing their versatility and timeless appeal. Here are some standout moments featuring celebrities rocking this trend:

Katy Perry’s Coachella Chic

  • Event: Coachella Music Festival 2010
  • Outfit: Over three days, Katy Perry showcased her eclectic style by pairing gladiator sandals with various outfits, including a black bodycon dress and a bohemian fringed ensemble.
  • Footwear: She opted for different styles of gladiator sandals each day, highlighting their versatility in festival fashion.
  • More Details: Katy Perry’s Coachella 2010: 3 Days, 3 Iconic Gladiator Sandal Looks!

Rita Ora’s Bold Knee-High Gladiators

  • Event: London Party Appearance
  • Outfit: Rita Ora turned heads in a knee-length Alexandre Vauthier dress with asymmetrical panels and a thigh-high slit, complemented by a gold choker.
  • Footwear: She completed the ensemble with knee-high Jimmy Choo ‘Mogul’ gladiator sandals, adding an edgy touch to her look.
  • More Details: How Rita Ora Nailed Spring Trends With Jimmy Choo Gladiator Boots

Jennifer Lopez’s Casual Elegance

  • Event: Lunch Date in Hollywood
  • Outfit: Jennifer Lopez kept it chic and comfortable in an all-white ensemble, accessorized with a Chanel handbag.
  • Footwear: She chose Valentino ‘Rockstud’ gladiator sandals, adding a stylish edge to her casual look.
  • More Details: Jennifer Lopez and Casper Smart’s Stylish Lunch Date

Margot Robbie’s Summer Street Style

  • Event: New York City Outing
  • Outfit: Margot Robbie showcased a casual-chic look with a little black dress layered under a pink kimono from Spell & Gypsy Collective.
  • Footwear: She opted for python-print lace-up gladiator sandals, adding a bohemian flair to her ensemble.
  • More Details: Margot Robbie’s Summer Must-Haves: Lace-Up Sandals & Kimonos

Gwyneth Paltrow’s Edgy Glamour

  • Event: Goop Launch Party
  • Outfit: Gwyneth Paltrow stunned in a paisley-print silk dress from Prabal Gurung’s Fall 2013 collection. The dress featured a delicately draped skirt and an edgy leather belt.
  • Footwear: She paired the dress with black Tom Ford gladiator sandals, perfectly complementing the ensemble.
  • More Details: Gwyneth Paltrow Rocks Tom Ford Sandals and Prabal Gurung Dress

From red carpet events to casual outings, gladiator sandals continue to be a celebrity favorite. Whether you’re looking for everyday styling inspiration or a bold statement piece, these stars prove there’s a gladiator sandal for every occasion.