In August 2011, Olivia Wilde was spotted looking extremely casual while out for lunch in Los Angeles.
Olivia Wilde showcases a relaxed style with a horizontally striped dress during a casual lunch outing in Los Angeles (Credit: WENN)
The Cowboys and Aliens actress wore a long printed tee over a horizontally striped dress and capped off the look with sunnies, a fedora, sneakers, and a fringe bag.
Unfortunately, her oversized shirt and the bold horizontal stripes visually shortened her legs, creating an unflattering silhouette.
Her tan ankle boots also cut off her leg line even further, making her appear shorter. A more elongating shoe—like nude sandals or pointed-toe heels—could have balanced the look better.
Casually chic: Olivia Wilde was spotted at Little Dom’s Cafe in Los Feliz, wearing a striped maxi dress layered with a leather jacket, accessorized with a tasseled tan leather satchel, and finished with tan ankle boots for a stylish, laid-back vibe – August 18, 2011 (Credit: WENN)
What do you think, fashion lovers? A long shirt over horizontal stripes—definitely not the most flattering combo, right? A cropped or more fitted top would have balanced the proportions better. Plus, a skirt with diagonal stripes instead of bold horizontal ones would have created a more elongating, streamlined effect.
That said, we love the laid-back style. It’s a good look to copy as long as you pick the right pieces to wear. You can emulate it with a cropped tee instead of a long one. Also, try going for a striped skirt with thinner, less bold stripes or, even better, diagonal stripes.
Recreate Olivia Wilde’s effortlessly chic look with a cropped white tee, striped maxi skirt, classic Superga sneakers, a fringed crossbody bag, oversized sunglasses, and a woven fedora for a laid-back yet stylish vibe
Stripes are a timeless fashion staple, effortlessly blending versatility with classic appeal. But not all stripes are created equal—choosing the right pattern can make a big difference in how you look and feel.
As a rule of thumb, vertical stripes create the illusion of height, making you appear taller and more elongated. On the other hand, horizontal stripes tend to add width, giving a broader appearance. The key? Knowing how to style them to flatter your shape and enhance your overall look.
Olivia Wilde’s look might not have been the most flattering, but that doesn’t mean you should avoid stripes altogether. With the right styling—and the perfect pair of shoes—you can make them work beautifully.
Stepping Out in Stripes: Celebrities Embrace the Classic Pattern
Let’s explore how some celebrities have styled striped dresses, focusing on their footwear choices.
Olga Kurylenko Radiates in Pink Stripes
- Event: Photocall for ‘D’Argent Et De Sang’ at the Venice Film Festival
- Outfit: Olga Kurylenko exuded timeless beauty in a pink-striped Elie Saab midi dress with white floral embroidery.
- Footwear: She completed her elegant look with pink sparkly heels from Roger Vivier, adding a touch of glamour to her ensemble.
- More Details: Olga Kurylenko’s stunning appearance at the Venice Film Festival
Nicole Richie’s Monochromatic Striped Ensemble
- Event: Stella McCartney Fall/Winter Fashion Show
- Outfit: Nicole Richie showcased a two-tone striped dress from Stella McCartney’s Pre-Fall collection, exuding modern appeal.
- Footwear: She paired the dress with classic black Manolo Blahnik BB pumps, adding a touch of sophistication to her look.
- More Details: Nicole Richie’s chic striped dress at Paris Fashion Week
Alexa Chung’s Vintage-Inspired Striped Dress
- Event: LOVE Magazine Party in London
- Outfit: Alexa Chung wore a red and white striped dress from Miu Miu’s Fall/Winter collection, featuring a delicate bib collar and a waist-cinching thick band.
- Footwear: She added an edgy touch with black booties, contrasting the dress’s vintage vibe.
- More Details: Alexa Chung’s charming striped dress at the LOVE Magazine Party
Olivia Wilde’s Relaxed Striped Look
- Event: Casual Outing in New York City
- Outfit: Olivia Wilde opted for an ultra-casual black-and-white striped dress, styled in a slouchy and loungy manner.
- Footwear: She paired the dress with rugged ankle boots, enhancing the laid-back feel of her ensemble.
- More Details: Olivia Wilde’s casual take on the striped dress trend
AnnaSophia Robb’s Playful Striped Leather Dress
- Event: ‘Breakfast at Tiffany’s’ Broadway Opening Celebration
- Outfit: AnnaSophia Robb embraced the stripe trend with a diagonally striped leather dress from Alice + Olivia, featuring an A-line silhouette.
- Footwear: She added a pop of color with pink Jean-Michel Cazabat pumps, creating a playful and stylish look.
- More Details: AnnaSophia Robb’s striped leather dress at the Broadway opening
Love stripes but want to avoid Olivia Wilde’s styling mistakes? Try pairing striped dresses with sleek pointed-toe heels or ankle-strap sandals for a more balanced look.