Kendall Jenner And Hailey Bieber Slay In Contrasting Looks At Academy Museum Gala

  • By Jasmine
  • Oct. 21, 2025, 12:30 p.m.

Red Carpet Queens Steal the Show in LA

Hollywood’s hottest duo, Kendall Jenner and Hailey Bieber, brought their A-game to the 5th annual Academy Museum Gala on Saturday night. Held at the iconic Academy Museum in Los Angeles - right in the heart of Tinseltown - this star-studded event saw the two BFFs posing together on the red carpet, serving up looks that couldn’t be more different but equally jaw-dropping.

Kendall slipped into a sleek, sleeveless black dress by The Row, hugging her frame like a second skin before flaring out just enough for some red carpet swagger. Paired with minimalist black sandal heels, she kept it classic yet fierce - total Hollywood Hills vibes. Meanwhile, Hailey went full glam in a chocolate-and-tan couture gown from Schiaparelli’s spring 2025 collection, complete with a corset bodice, a daring thigh-high slit, and a silver floral brooch pinning it all together. Talk about Malibu-style drama!

Double the Fun at Back-to-Back Events

These two aren’t just gala gals - they’ve been spotted together all over LA lately. Just the night before, on Friday, Kendall and Hailey hit up the King Kylie pop-up event in Los Angeles to celebrate the launch of a special Kylie Cosmetics makeup collection. Kendall rocked a vintage Calvin Klein number in blue teal suede, sticking to her sleeveless signature, while Hailey stunned in a black Saint Laurent dress with spaghetti straps, a belted waist, and, yup, another thigh-high slit. SoCal summer energy, anyone?

“We’ve always got each other’s backs, whether it’s a red carpet moment or just life’s ups and downs,” Kendall reportedly shared about their bond, reflecting on their decade-long friendship.

Earlier this year, they even turned heads at the 2025 Met Gala, holding hands in tailored suit dresses. Hailey repped Saint Laurent by Anthony Vaccarello with Tiffany & Co. jewelry, nailing the “Superfine: Tailoring Black Style” theme, while Kendall slayed in a custom Torishéju skirt suit, dripping in Chopard diamonds. These two know how to make an entrance!

Kendall Jenner and Hailey Bieber's Gala Outfits Were

Kendall Jenner and Hailey Bieber's Gala Outfits Were

A Friendship That’s Pure Hollywood Gold

Kendall and Hailey aren’t just red carpet regulars - they’ve been ride-or-dies since 2012. The dynamic duo first met at the premiere of The Hunger Games, and their bond has only grown stronger over the years. In a 2021 chat on Hailey’s YouTube series, Who’s In My Bathroom, they opened up about supporting each other through life’s highs and lows.

Whether it’s business ventures, personal growth, or just navigating the crazy world of fame, they’ve always been there for one another. Their friendship shines as bright as the LA sun, never letting the spotlight dim their connection. From galas to pop-ups, Kendall and Hailey are the ultimate West Coast power duo, and we’re here for every stylish step of the way!

Jasmine
Author: Jasmine