Reese Witherspoon Says It’s ‘So Fun’ Hitting Red Carpet Alongside Her Son Deacon (Exclusive)

Mar. 15, 2025

Reese Witherspoonand her sonDeacon Phillippeare stepping out in style!

The Morning Showactress, 48, and Phillippe, 21, posed together on the red carpet ofWSJ. Magazine’s2024 Innovator Awards, which took place on Tuesday, Oct. 29 at the Museum of Modern Art.

TheYou’re Cordially Invitedactress stunned in a sleek Maticevski Rhythm Dressone-shoulder black dress with subtle ruffles details that accentuated her shape. Her blonde hair was sleek and down and she completed her look with simple ankle-strap heels.

Deacon Phillippe and Reese Witherspoon attend the WSJ. Magazine 2024 Innovator Awards on October 29, 2024 in New York City.Noam Galai/Getty

Noam Galai/Getty

Phillippe, whom Witherspoon shares with ex-husbandRyan Phillippe, kept his look classy and minimal with a black suit, white button-up and no tie.

Reese Witherspoon attends the WSJ. Magazine 2024 Innovator Awards on October 29, 2024 in New York City.Dimitrios Kambouris/Getty

Dimitrios Kambouris/Getty

The actress, 48, also wore aclassy look on the red carpetin September at the Emmys, where she was nominated for outstanding lead actress in a drama series for her work onThe Morning Show.

Witherspoon stunned in a black Dior strapless dress that featured floral and butterfly detailing that cascaded down the bodice and tulle skirt.

She paired the sophisticated gown with a bun. Her glam featured a smokey eye and a light lip color. She accessorized the look with a necklace, earrings and rings featuring yellow jewels, along with a gold clutch.

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Reese Witherspoon at the Emmy Awards on Sept. 15.Frazer Harrison/Getty

Frazer Harrison/Getty

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Witherspoon has also been embracing fall in her closet.

On an Oct. 1 date in New York City with her boyfriend,Oliver Haarmann, theLegally Blondeactress wore a professional-looking outfitcomplete with a classic tan blazer. She wore all-black underneath, from her shoes to her bag.

She dressed down the look with a hat sporting thelogo for the New York Islanders, an NHL team that Haarmann is a minority owner of.

Ava Phillippe, Reese Witherspoon, and Deacon Phillippe attend The Hollywood Reporter’s Power 100 Women in Entertainment in 2019.Stefanie Keenan/Getty

Stefanie Keenan/Getty

During the date, the couple met with Phillippe at Cafe Cluny in the West Village neighborhood of Manhattan.

A source recently told PEOPLE that the actress is “having fun” withher businessman boyfriend.

“Reese loves that he’s a businessman and not into Hollywood,” the source said.

Witherspoon has also worn other fall staples throughout the season, includingbootcut jeans. She wore high-waisted dark blue jeans at the2024 Shine Awayevent for her brandHello Sunshinein Los Angeles earlier this month.

Witherspoon woreanother pair of wide-leg jeansrecently in anInstagrampost of her eating pizza while sitting on the floor.

TheBig Little Liesactress paired the jeans with another fall classic — black Chelsea boots with rugged lug soles.

She wore the boots with a casual look consisting of a field jacket and black tee.

source: people.com