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Kai Schreiber has made an impression as a rising young model in the fashion world, and she surely stood out in the crowd at this star-studded event on Thursday night.
The 17-year-old daughter of Naomi Watts and Liev Schreiber was styled in a black dress-over-pants ensemble as she mingled with the likes of Katie Holmes, Carolyn Murphy and Christie Brinkley at designer Michael Kors 45th anniversary dinner in East Hampton, New York.
Kai, who walked the runway at Paris Fashion Week, carried a chic black purse and strut around in black, block-heeled sandals.
Her hair was pulled back in an elegant knot with side-sweeping bangs while she posed up a storm with the well-dressed guests including her mom and the famed designer himself.
Watts, 57, oozed modern charm in a white blouse with asymmetrical neckline and tapering black pants with side pockets.
Holmes, 47, who was joined at the bash by her new artist boyfriend Jason Bard Yarmosky, 38, looked pretty in a softly flowing purple dress accessorized with red, square-toed heels and white purse.
Kai Schreiber, 17, stood out in the crowd at the Michael Kors 45th Anniversary Celebration dinner in East Hampton, New York on Thursday night
The young fashionista mingled with the likes of, L to R, Carolyn Murphy, Christie Brinkley and her nepo daughter Sailor Brinkley, and Katie Holmes
Brinkley had her own nepo daughter Sailor Brinkley in tow.
Both blondes looked elegant in red with the Sports Illustrated Swimsuit icon resplendent in a coordinated top-and-pant set and her lookalike opting for a dress.
All turned out to celebrate Kors, 67, whose Fall/Winter 2026 collection is said to feature urban simplicity and luxury, highlighted by soft layering and colors ranging from city neutrals to vibrant hues.
Kai, meanwhile, has always longed for a career on the catwalk.
In a chat with Interview magazine last year, Kai said she believes this was partly a result of her struggles with her gender identity and desire to be a 'beautiful, glamorous woman.'
'I want to be a supermodel. Period. I've been practicing my walks in the kitchen for years. My mom can show you all the videos I forced her to film,' the young fashionista told the publication.
'Struggling with gender identity from a young age most likely had something to do with it. I always wanted to grow up and be a beautiful, glamorous, influential woman, like Marilyn [Monroe].'
Kai, who made her runway debut for Valentino in March 2025, has walked and modeled for other major fashion houses such as Mugler, Jason Wu, Fendi, Celine and Jean-Paul Gaultier.
Kai was styled in a black dress-over-pants ensemble and mom Naomi Watts looked chic in a white blouse and black slacks while Brinkley and her daughter opted for red fashions
Watts lent Kai her unwavering support at the celebrity-friendly bash
Holmes was joined by her new artist boyfriend, Jason Bard Yarmosky
Watts and Holmes posed with the man of honor and host, Michael Kors
She expressed her gratitude for the 'strong community' of trans people in the fashion world.
'As a young trans girl, I'm always going to look up to the older generation of transgender people, especially in fashion,' Kai continued.
'People like Alex Consani, Hunter Schafer, Hari Nef, Dara, Richie Shazam, Colin Jones, and so many more.
'It's so great that there's a strong community of us in the fashion world; it's really a doll takeover. It's important to all of us to have a sense of community, especially when we're under such hostile attack.'
At the time, the teenager said she is unsure if she wants to go to college or focus on her fashion dreams.
Asked where she wants to study, Kai stated: 'I don’t know. Like I said, school has never really been my strong suit.
'I see myself in the fashion industry. It's always been my dream. I'm not sure if college is for me, but we'll see when it rolls around. I like to go with the flow.'
Kai's father, Liev, 58, told Variety’s Marc Malkin last year how he shared a 'profound moment' with his child when she asked her family to use feminine pronouns.
Kai accessorized her fashion-forward outfit with a black purse and square-toed black heels
Kai's parents LIev Shreiber and Watts have publicly supported their daughter's transgender identity. Above, they are pictured in July
'Kai was always who Kai is,' said the Ray Donovan alum. 'But I suppose the most profound moment was her asking us to change her pronouns.
'To be honest with you, it didn't feel like that big of a deal to me only because Kai had been so feminine for so long.'
Liev added of his daughter: 'Kai is such a fighter. It's important that she goes, "Hey, I am trans," and, "Look at me."'
Kai's parents were together for eight years, though they never married. They began dating in the spring of 2005 after meeting at the Met Gala and raised two children together, Kai and Sasha, 19, before their eventual split in September 2016.
Watts wed Billy Crudup in June 2023, in a low-key ceremony at a Manhattan courthouse, while Liev exchanged vows with former pageant queen Taylor Niesen in July 2023 and welcomed their first child, Hazel Bee, a month later.