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The 5th Annual Academy Museum Gala was held Saturday night. Hailey Bieber and Kendall Jenner posed together on the red carpet in two strikingly different looks. The two friends enjoy going out to red carpet events together.
On Saturday night, Hailey Bieber and Kendall Jenner attended the 5th Annual Academy Museum Gala in Los Angeles and posed together on the red carpet. Jenner wore a sleeveless black dress from The Row that hugged her curves and flared out slightly for movement in the skirt. She paired her simple style with black sandal heels.
Bieber wore a chocolate and tan couture dress from Schiaparelli’s Spring 2025 collection. It featured a corseted bodice and a skirt with a thigh-high slit, held in place by a silver floral brooch.
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On Friday night, the two friends attended the King Kylie pop-up event together in Los Angeles, celebrating the launch of Kylie Cosmetics’ special makeup collection. Kendall wore vintage Calvin Klein, another sleeveless look made from blue teal suede. Bieber wore a black Saint Laurent dress with spaghetti straps, a belted waist, and another thigh-high slit.
They were also photographed holding hands at the 2025 Met Gala, each wearing a tailored suit dress. Bieber wore Saint Laurent and Tiffany jewelry by Anthony Vaccarello, in keeping with the “Superfine: Tailoring Black Style” theme. Jenner wore a custom trichege skirt suit with Chopard diamond jewelry.
The models and entrepreneurs have been friends since 2012, co-starred in Bieber’s Who’s In My Bathroom YouTube series in 2021, and first met at the Hunger Games premiere.
“I feel like you and I have both seen each other succeed at different times than the other, whether it’s in business, in ourselves, in love, whatever it is,” Jenner said at the time. “And we just try to be there for each other through it and not let it get in the way of our friendship. I think that’s really special and important.”
