In 2014, it was uncertain whether Lindsay Lohan would make a successful comeback. With Oprah in her corner, hopes were high—but given her tumultuous past, the road ahead wasn’t exactly smooth.
Fast forward to today, and Lindsay has made notable personal and professional progress, even returning to acting with projects like Netflix’s Falling for Christmas. While her journey hasn’t been without setbacks, her resilience and continued presence in the spotlight are encouraging.
Here at Your Next Shoes, we’ve always rooted for Lindsay—not just because of her early charm in The Parent Trap or her iconic roles in Mean Girls and Freaky Friday, but because we’ve watched her fashion evolve along the way. One such moment came in April 2014, when she was spotted in New York City wearing two distinct outfits while heading to the Late Show with David Letterman.
Lindsay Lohan Embraces the Pajama Trend in Matching Separates and Isabel Marant Heels
Lindsay Lohan steps out in floral matching separates, a textured white jacket, and Isabel Marant’s bow-detailed suede pumps while heading to the Ed Sullivan Theater in New York City on April 7, 2014 (Credit: Andres Otero / Alberto Reyes / WENN)
The first look embraced the pajama trend of the season: printed trousers with a matching top layered under a lace jacket and accessorized with a floppy hat and feminine bow-detailed pumps.
While the styling may not have been perfect, the mix had definite potential. The playful pumps, in particular, added a girly charm to the otherwise lounge-inspired ensemble.
A closer look at Lindsay Lohan’s Isabel Marant “Poppy” pumps, featuring stitched bows and a sleek white snakeskin finish peeking out beneath her floral trousers
Well, did Lindsay nail the pajama look or not? Li-Lo’s matching separates are from a European brand called Second Female. Her jacket hasn’t been ID’ed as of yet, but her “Poppy” pumps are from Isabel Marant.
Introduced around 2010, the Poppy pumps became a fashion staple, particularly among fashion editors and enthusiasts.
Stepping Out in Style: Celebrities Who Love Isabel Marant’s ‘Poppy’ Pumps
Isabel Marant’s ‘Poppy’ pumps, known for their elegant bow detail and versatile design, have been a favorite among celebrities. Here are some standout moments featuring these iconic heels:
Katie Holmes at Z100’s Jingle Ball
- Event: Z100’s Jingle Ball in New York City
- Outfit: Katie Holmes paired an embellished Isabel Marant sweatshirt with a flirty black miniskirt.
- Footwear: She completed her look with black suede ‘Poppy’ pumps, adding a feminine touch to her ensemble.
- Read more: Katie Holmes Rocks Isabel Marant at Z100’s Jingle Ball
Lindsay Lohan’s Chic London Dinner Look
- Event: Dinner at Chiltern Firehouse, London
- Outfit: Lindsay Lohan kept it casual yet stylish in a loose button-down shirt paired with ripped jeans.
- Footwear: She completed her ensemble with white snakeskin Isabel Marant “Poppy” pumps, adding a touch of sophistication to her look.
- Read more: Lindsay Lohan’s Hollywood Hookups and Sex Partners in Tell-All Book
Emma Roberts in Tribeca
- Event: Street style appearance in Tribeca, New York City
- Outfit: Emma Roberts styled a T-Bags long-sleeve cutout mini dress with an Ella Moss Trinity jacket.
- Footwear: She elevated her look with Isabel Marant’s ‘Poppy’ bow-detailed suede pumps.
- Discover more: How Emma Roberts Styles the Trendy Ella Moss Trinity Jacket
These moments highlight the versatility and timeless appeal of Isabel Marant’s ‘Poppy’ pumps, making them a staple in celebrity fashion.
Lindsay Lohan’s Bow-Embellished Isabel Marant Pumps: A Chic Classic
Lindsay Lohan’s Isabel Marant pumps feature delicate stitched bows on each vamp, adding a feminine flourish to their sleek silhouette. While they may appear modest in height, the heels actually stand at around 4 inches—providing just the right amount of elegant lift.
While the original “Poppy” pumps are now sold out, the style was once available in a variety of finishes—including classic black, two-tone, metallic, and exotic snakeskin. For similar styles and the latest Isabel Marant footwear, check out current collections at Farfetch and Mytheresa.
Isabel Marant “Poppy” Bow-Detailed Pumps in Black, $509.28
Isabel Marant “Poppy” Bow-Detailed Pumps in White/Black, $720
Isabel Marant “Poppy” Bow-Detailed Pumps in Dore Gold, $775
Isabel Marant “Poppy” Bow-Detailed Pumps in Natural Snake, $582.76
A Glamorous Switch-Up: Lindsay Lohan’s Piano-Patterned Dress and Louboutin Booties
After arriving at the venue, Lindsay traded her pajama set for a unique piano-patterned sequined dress from the UK brand Ashish.
Lindsay punctuated the frock with a white coat and the same hat she wore with her previous outfit. Her finishing touches included thigh-high stockings and a pair of black pointy cap-toe booties from Christian Louboutin.
Lindsay Lohan turned heads in a piano-patterned sequined mini dress by Ashish, paired with a white coat, thigh-high stockings, and black Christian Louboutin cap-toe ankle boots for her appearance on David Letterman in New York City on April 7, 2014
Lindsay’s Edgy Finish: Christian Louboutin’s Fierce ‘Calamijane’ Booties
Here’s the thing — while we fancy those red-bottom booties from Mr. CL, they just weren’t the perfect complement to Lindsay’s look. She also made the whole combination worse by wearing thigh-high nylons instead of the usual tights.
In any case, allow us to give you a closer look at Lindsay’s gorgeous heels. They’re called “Calamijane,” and “killer” would be the best word to describe them. These shoes feature extremely pointy toes and are detailed with perforated and scalloped metal caps. They also sit on pin-thin, 4-inch-tall wrapped heels that you can easily use in case someone tries to kidnap you.
Christian Louboutin “Calamijane” Ankle Booties, $1,345
The Calamijane booties are pretty sexy and will look great with skinnies and trousers. As for Lindsay’s pretty piano dress, that one isn’t available for the taking, but you can find Ashish merchandise at Farfetch if you’re interested in checking out its lineup.
Other stars spotted in Christian Louboutin’s ‘Calamijane’ design include Mary Elizabeth Winstead, who wore the slingback pump version with a tangerine Vionnet dress on the red carpet.
Now, back to Lindsay, which of the above two looks do you prefer?