Joshua Goldman
Joshua Goldman
min read · October 18, 2025 · Entertainment

Leggy Supermodel Showdown: Hailey Bieber vs. Kendall Jenner at Kylie’s Pop-Up Event

Hailey Bieber and Kendall Jenner showed off their supermodel legs as they supported Kylie Jenner at her Kylie Cosmetics pop-up event in Los Angeles on Friday evening

SHOCKING CELEBRITY SIGHTINGS: KARDASHIAN-JENNER FAMILY UNITE FOR KYLIE COSMETICS POP-UP EVENT

The sun-kissed streets of West Hollywood were abuzz with glamour as the Kardashian-Jenner clan, along with their closest friends and familiars, descended upon the trendy neighborhood for Kylie Cosmetics' 10th-anniversary pop-up event. The star-studded gathering was a veritable who's who of A-list celebrities, all gathered to celebrate the iconic beauty brand's decade-long reign as one of the most coveted cosmetics empires in the industry.

At the forefront of the festivities were none other than Kylie Jenner and her supermodel sisters, Kendall and Hailey Bieber. The trio, dressed to impress in their respective designer ensembles, strutted down the sidewalk like they owned the place – which, of course, they do. Hailey, 28, turned heads with her striking black satin gown, complete with a daring thigh-high slit that showcased her long, lithe legs to perfection.

Hailey, 28, wore a black, satin gown with a dramatic thigh-high slit to showcase her long pins and was seen strutting into the space as if the sidewalk was a runway

Not to be outdone, Kendall Jenner, 29, made a chic entrance in a bright blue midi dress that hugged every curve of her statuesque physique. Her matching kitten heels and sleek updo only added to her undeniable allure, leaving onlookers green with envy. The model's icy stare and effortless strut down the sidewalk had fans reaching for their cameras to capture the moment.

Kendall was joined by her younger sister Kylie, who celebrated a decade of Kylie Cosmetics in style. Dressed head-to-toe in hot pink, the makeup mogul looked radiant as she posed alongside her mini-me daughter Stormi, 7, who rocked a coordinating outfit complete with matching extensions and a "Mom's face" T-shirt.

While the supermodel sisters turned heads on the sidewalk, Kim Kardashian West nearly stole the show with her über-sexy latex gown that barely covered her assets. The SKIMS mogul paired her daring dress with clear platform heels, chunky silver necklaces, and back-grazing hair extensions, ensuring she turned every head in sight.

The stylish duo also both rocked long, straight hairstyles

Khloe Kardashian, 41, dazzled in a silver sequined look that showcased her toned physique to perfection. Her checkered minidress and see-through heels were the epitome of style and glamour, while her matching glitter-covered bag only added to her A-list status.

Meanwhile, Kris Jenner and her longtime beau Corey Gamble made a united exit from the event, hand-in-hand and looking every bit the power couple they are. The KarJenner matriarch flaunted her $100K facelift in a sleek all-black outfit paired with forest green leather gloves and an Anna Wintour-inspired pixie cut.

As for Kylie's King Kylie collection – the star-studded pop-up event was, of course, celebrating the brand's 10th anniversary as well as the launch of this highly anticipated line. The limited-edition range promises to offer "new and best-selling formulas in iconic, limited-edition shades," according to the brand's official website.

Kendall opted out of any accessories and instead carried a chocolate brown clutch to match her shoes. Kendall flashed a grin as she strutted ahead and led the way for their glamorous crew

In a nod to her alter ego, King Kylie, the cosmetics mogul drew inspiration from her bold hair colors and makeup looks circa 2015. And judging by the jaw-dropping turnout at this star-studded event, it's clear that Kylie Cosmetics is here to stay – with its devoted fan base eagerly awaiting each new drop.

The festivities didn't stop there, however. As the evening drew to a close, fans spotted Mario Dedivanovic, the celebrity makeup artist and founder of Makeup By Mario, walking alongside Kim Kardashian West. The two were no doubt discussing the latest beauty trends, while Kris Jenner wrapped up the night with her beau by her side.

In a heartwarming moment, the entire KarJenner clan – including momager Kris and her significant other – made their way to their awaiting party bus, ready to continue celebrating Kylie Cosmetics' decade-long reign as one of the most coveted cosmetics empires in the industry.

The close friends arrived together in the same party bus alongside Kylie and the rest of the Kardashian sisters

Hailey wore a pair of patent leather kitten heels with a dramatically pointed toe detail as the statement piece of her look

The Rhode founder highlighted her slim silhouette in the tight-fitting dress with a matching belt slung low on her hips to accentuate her modelesque physique

Kim Kardashian nearly spilled out of her ultra sexy and very low-cut dress while attending sister Kylie's pop-up event

The reality TV star, 44, kicked off her weekend in style and turned heads as she made her grand arrival in a baby pink, latex gown with a plunging halter neckline

Paired with the skintight dress, she wore clear platform heels to add many inches to her height and showcase her toned legs

She highlighted her chest in the cleavage-baring dress by stacking chunky silver necklaces with massive cross pendants

And the SKIMS founder added dramatically long nails and back-grazing hair extensions to her glamorous night out look

For her Friday night out, she was generous with bright pink blush and nude matte lipstick to complete her monochromatic pastel outfit for the night as she joined the rest of her famous sisters

Later, the raven-haired bombshell was seen holding onto Mario Dedivanovic's arm as she walked alongside the celebrity makeup artist and Makeup By Mario founder

Khloe wore a checkered minidress with a cowl neckline and see-through heels. She carried a silver, glitter-covered bag and also held hands with one of her friends' daughter

And Kim matched their youngest sister Kylie's outfit as the makeup mogul arrived in a hot pink dress and an equally vibrant wig for the star-studded pop-up event

While Kylie arrived in a head-to-toe pink look, she also had her mini-me daughter Stormi, now seven, dressed in a coordinating outfit. Her daughter also had pink extensions braided into her hair and rocked a T-shirt with her mom's face on it

After the family and friends event wrapped, KarJenner matriarch Kris Jenner and her longtime boyfriend Corey Gamble were also seen. They made a swift and united exit out of the packed pop-up event