Kendall Jenner joined her father, Caitlyn Jenner, at the 2018 Vanity Fair Oscar Party at the Wallis Annenberg Center for the Performing Arts in Beverly Hills, California. They arrived separately and did not take photos together on the red carpet.
Kendall Jenner at the 2018 Vanity Fair Oscar Party at the Wallis Annenberg Center for the Performing Arts in Beverly Hills, California, on March 4, 2018 (Credit: WENN / Regina Wagner / Future Image / Sheri Determan)
The ‘Keeping Up With The Kardashians’ reality star showed off her incredible legs in a short dress from Redemption’s Spring 2017 Couture collection featuring ginormous sleeves.
Kendall Jenner wearing eye-catching emerald green earrings
The ultra-short length of this dress raises a common fashion challenge—how to sit gracefully in such a style. Many celebrities use fashion tape or structured undergarments for extra security.
She also sported Christian Louboutin’s popular ‘Uptown’ pumps designed with a classic pointed toe and flattering d’Orsay silhouette.
For a bold and fashion-forward statement like Kendall Jenner’s Vanity Fair Oscar Party look, balance dramatic ruffled sleeves with sleek, minimal accessories and classic d’Orsay pumps to keep the focus on the outfit’s striking structure
Kendall’s sleek Louboutin ‘Uptown’ pumps perfectly complemented her dramatic mini dress, but while these heels are undeniably stylish, they aren’t always the most forgiving on the feet.
Their pointed toe and structured design can feel snug, especially if not sized correctly. Many celebrities, including Amy Adams, have been spotted struggling with tight-fitting Louboutins. If you’re investing in a pair, it’s crucial to choose the right size—too small, and they can pinch your toes; too big, and they may slip.
How to Wear D’Orsay Pumps Like Kendall Jenner
Kendall Jenner has consistently showcased the allure of d’Orsay pumps, effortlessly incorporating them into her ensembles to highlight their timeless elegance.
For instance, at the 2014 American Music Awards, she paired a daring mesh halter dress by Yigal Azrouël with black pointy pumps, creating a harmonious blend of edgy and classic styles.
Similarly, her sister Kylie Jenner embraced the d’Orsay design at the 2023 Met Gala, complementing her Jean Paul Gaultier gown with striking red d’Orsay pumps, adding a touch of sophistication to her bold look.
The d’Orsay silhouette, characterized by its elegant cutouts, not only elongates the legs but also adds a chic flair to any outfit.
For those looking to emulate this style, exploring various d’Orsay pump options can provide versatile choices suitable for both formal events and casual outings.
Caitlyn Jenner’s Red Carpet Glam: Matching Heels and Statement Accessories
Caitlyn Jenner toting a personalized silver clutch that read ‘Caitlyn’
Her father, Caitlyn Jenner, joined her daughter in a matching pair of pointy-toe pumps. In addition to the Vanity Fair bash, Caitlyn also attended Elton John’s 26th annual AIDS Foundation Academy Awards Viewing Party.
She looked lovely in a short red dress, accessorized with a personalized silver clutch that read ‘Caitlyn.’ Who do you think was best dressed?
Caitlyn Jenner wearing a knee-length red dress at the 2018 Vanity Fair Oscar Party at the Wallis Annenberg Center for the Performing Arts in Beverly Hills, California, on March 4, 2018
Stepping Out in Style: Celebrities Who Love Christian Louboutin Uptown Pumps
Christian Louboutin’s ‘Uptown’ pumps have become a staple among celebrities, gracing numerous red carpet events and public appearances. Their sleek design and signature red soles make them a favorite choice for many. Here are some notable instances where celebrities have donned these iconic heels:
Zoe Saldaña’s Post-Baby Glamour
- Event: Cadillac’s Second Annual Oscar Week Cocktail Party
- Outfit: Just weeks after giving birth, Zoe Saldaña showcased her enviable figure in a cream Jonathan Simkhai leather dress featuring ruffled trims and lace-up sleeves.
- Footwear: She completed her ensemble with beige ‘Uptown’ pumps, adding a touch of elegance to her look.
- More Details: Zoe Saldaña flaunts post-baby body in Christian Louboutin Uptown pumps
Amy Adams’ Venice Film Festival Elegance
- Event: 73rd Venice Film Festival
- Outfit: Amy Adams donned a blue zip-trim flared dress by Fendi, exuding sophistication.
- Footwear: She paired her dress with classic black ‘Uptown’ pumps, highlighting their versatility.
- More Details: Amy Adams in Christian Louboutin Uptown & Jimmy Choo Pearl heels
Hailee Steinfeld’s Resilient Performance
- Event: Imagine Gala
- Outfit: Despite feeling under the weather, Hailee Steinfeld graced the event in an Elie Saab dress, showcasing her dedication to her craft.
- Footwear: She added a touch of fierceness with black ‘Uptown’ pumps, balancing elegance with edge.
- More Details: Hailee Steinfeld braves fever in ‘Uptown’ pumps
Reese Witherspoon’s Premiere Chic
- Event: ‘Sing’ Premiere
- Outfit: Reese Witherspoon stunned in an Elie Saab mini dress adorned with star embellishments, capturing attention on the red carpet.
- Footwear: She complemented her ensemble with black ‘Uptown’ pumps, adding a classic touch to her modern look.
- More Details: Reese Witherspoon photobombed in Christian Louboutin Uptown pumps
Claire Danes’ Floral Elegance
- Event: Women in Film Awards
- Outfit: Claire Danes opted for a silver floral brocade dress by Dolce & Gabbana, exuding timeless charm.
- Footwear: She completed her outfit with black ‘Uptown’ pumps, reinforcing their status as a red carpet staple.
- More Details: Claire Danes stuns in Christian Louboutin Uptown pumps
These moments underscore the ‘Uptown’ pumps’ appeal among celebrities, offering a blend of classic design and modern elegance suitable for various occasions.
Shop Kendall Jenner’s Iconic Red Carpet Heels – Louboutin ‘Uptown’ Pumps in Black or Crimson
Love Kendall’s red carpet shoe style? Get her exact Christian Louboutin ‘Uptown’ pumps in sleek black leather or bold crimson suede—shop them now at Nordstrom and Net-a-Porter! Which color would you rock?
Christian Louboutin Uptown 100 crimson suede pumps, $845
These heels have been crafted in Italy from supple suede – the crimson hue matches the brand’s signature lacquered soles. These heels make an elegant addition to any evening wardrobe, featuring a slender heel, ankle strap, and sleek point-toe silhouette.
Christian Louboutin ‘Uptown’ 100 Black Leather Pumps, $845
Sleek stilettos are at the top of our list of wardrobe staples. Crafted from smooth leather and set on a leg-lengthening slender heel, these pumps are designed with a classic pointed toe and flattering d’Orsay silhouette.
While Christian Louboutin’s ‘Uptown’ pumps remain a go-to choice for many celebrities, Caitlyn Jenner opted for a bolder approach with her red carpet footwear. Stepping away from classic black pumps, she embraced vibrant hues and statement accessories that perfectly complemented her elegant style.
Caitlyn Jenner Dazzles in Bright Orange Dress at the Glamour Women of the Year Awards
In November 2016, Caitlyn Jenner looked dazzling in red while walking the red carpet at the Glamour Women Of The Year Awards at NeueHouse in Hollywood, California. Other attendees include Demi Lovato, Zendaya, and Jenna Dewan.
Caitlyn Jenner stunned in a sleek red dress paired with an elegant silver necklace at the Glamour Women of the Year Awards on November 14, 2016 (Credit: WENN / Adriana M. Barraza)
The former Olympian was given the Transgender Champion award in 2015 for raising awareness for the LGBT community. In protest, the widower of a police officer who died in the 9/11 terrorist attacks returned her posthumous ‘Woman Of The Year’ award.
James Smith wrote an open letter on Facebook to Glamour US’s Editor-In-Chief, Cindi Leive, in which he officially announced his decision to return the award that his wife, Moira, won in 2001. Police officer Moira Smith was the only female NYPD officer to die during the attacks on the World Trade Center while evacuating people from 2 World Trade Center. Previous ‘Woman of the Year’ recipients include Laverne Cox and Lady Gaga.
Caitlyn Jenner showcased soft, voluminous waves that perfectly framed her face
The then-67-year-old reality star donned a form-fitting dress from Jonathan Cohen that flaunted her statuesque figure.
Caitlyn Jenner wowed in a form-fitting bright red gown that elegantly highlighted her statuesque figure
She styled the bright orange column dress with peep-toe metallic sandals and a silver necklace. Do you agree this is one of her best red carpet outfits so far?
Caitlyn Jenner stunned in a sleek, bright red gown paired with peep-toe metallic sandals