Reese Witherspoon and Heidi Klum Have Stylish Night Out with Their Kids Deacon and Leni

Reese Witherspoon and Heidi Klum both kicked off the 2024 awards season with one of their biggest supporters by their side.

Witherspoon, 47, attended Saturday night’s Amazon x Vanity Fair Awards Season Party with her son Deacon Phillippe, while Klum, 50, brought her daughter and fellow model, Leni Klum, along with her to the A-list gathering at Bar Marmont in Los Angeles.

Both the actress and the model wore dresses from Monique Lhuillier, with Witherspoon donning a strapless red gown and a black blazer, and Heidi rocking a strapless gown covered in a gold sequined leaf design.

Leni, 19, also wore a strapless dress and paired her red sequined Marmar Halim gown with a flower choker. Both the mother and daughter were styled by Rob Zangardi and Mariel Haenn.

Phillippe, 20, looked classically elegant as he joined his famous mom at the star-studded event in a white button-down dress shirt and a navy blue suit jacket and pants.

James Marsden, Trevor Noah, Rachel Brosnahan, Quinta Brunson, Jared Leto and Nicolas Cage were among the other celebrities in attendance at the event, which saw a plethora of TV cast reunions, including the Jury Duty gang and several Abbott Elementary stars.

While en route to the event, Heidi and her daughter shared some selfies and videos from their car ride on both Instagram and TikTok.

The mother-daughter duo made two videos lip-synching to an audio clip of Kim Kardashian from a confessional on The Kardashians, where she said, “Because it’s iconic. And I love to do iconic shit.”

In the first video, Heidi and Leni mouthed Kardashian’s words as they sat in the car together, with the teen starting off and her supermodel mom finishing the line. 

In a second iteration, filmed in a garage, Leni sat on top of a storage box looking regal as her mom pushed the box along with a glamorous hair flip. The two videos garnered more than 2 million views on TikTok.

The pair also each posted photos posing together on the carpet at the event on Instagram. 

Witherspoon and Phillippe didn’t share any glimpses of their night on social media, but the New York University student recently talked to PEOPLE about his burgeoning music career — one that his parents, Witherspoon and Ryan Phillippe, fully support.

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He admitted that making his debut album — A New Earth, which was released in April 2023 — was “one of the most challenging things I ever did,” as the process took place while he was in a dorm room.

"Recorded it all in there with my friends, my roommates, while going to school,” he said of the 12-track album.

Deacon said that music is his greatest love, but juggling it while attending class is more challenging than he anticipated.

"[Fitting everything in is] the hardest part, but I think that if you're doing what you love, it's worth the sacrifice of being stressed out sometimes," he shared. "I try to create routines. I have a daily schedule and I try to relax in certain times and then go hard in others."

He added of creating music and DJing, "I love it more than anything."