Best Celebrity Fashion Moments of the Week: Jessica Simpson and Leighton Meester’s Festive Attire and More Must-See Looks


The most wonderful time of the year calls for some equally wonderful outfits. As calendars remain jam-packed with holiday parties and events, Hollywood’s biggest stars aren’t disappointing with their fashion.

In celebration of her new Christmas comedy EXmas, Leighton Meester attended Amazon Global Media & Entertainment’s Winter Wonderland-themed event in a Silvia Tcherassi dress with Anita Ko jewelry.

Meanwhile, Jessica Simpson was trying to balance decorating, shopping and a bikini photoshoot with a few important meetings. Before running out of her house, the fashion designer showcased her matching jacquard set from DVF.

“I’m feelin’ extra grateful today,” she teased on Instagram in front of her Christmas tree, “for excitin’ new opportunities and inspirin’ meetings regardin’ music and new entertainment endeavors.”

Leighton Meester and Jessica Simpson aren’t the only stars celebrating fashion success this week. The Messenger searched social media, red carpets and the hottest parties to see who pulled off winning looks. See who deserves a round of applause for their eye for style in our weekly roundup of the best celebrity fashion moments.

Best Miami style: Lori Harvey

Lori Harvey hosts Yevrah Swim's Art Basel brunch with PATRÓN Tequila at Casadonna.Lori Harvey hosts Yevrah Swim's Art Basel brunch with PATRÓN Tequila at Casadonna.
Lori HarveyJoJo Korsh

While hosting Yevrah Swim’s Art Basel brunch with PATRÓN Tequila, model Lori Harvey sparkled and shined in a Magda Butrym low-waist sequin midi skirt and matching tank top. She completed her look with a Cartier watch.

Best shorts suit: Gisele Bündchen

Gisele Bündchen attends the IWC Schaffhausen Live Talk With Gisele Bündchen on December 08, 2023 in Miami Beach, Florida.Gisele Bündchen attends the IWC Schaffhausen Live Talk With Gisele Bündchen on December 08, 2023 in Miami Beach, Florida.
Gisele BündchenJason Koerner/Getty Images

Summer may be months away, but supermodel Gisele Bündchen proved she’s ready for shorts season while stepping out in Miami Beach, Fla. For the sunny afternoon, Bündchen opted for a khaki shorts suit, an IWC Schaffhausen timepiece and FRAME’s standard shirt in off white.

Best sweater polo: Dwayne “The Rock” Johnson

Dwayne 'The Rock' Johnson attends the Mana Holiday House Holiday Pop-Up.Dwayne 'The Rock' Johnson attends the Mana Holiday House Holiday Pop-Up.
Dwayne ‘The Rock’ JohnsonFlannery Underwood

Dwayne “The Rock” Johnson can act, wrestle and dress to impress. While raising a glass to the holidays with his brand Teremana Tequila, the Fast & Furious star wore Banana Republic’s Christophe sweater polo with a classic pair of black dress pants.

Best lacy dress: Victoria Justice

Victoria Justice attends a holiday party.Victoria Justice attends a holiday party.
Victoria JusticeVictoria Justice/Instagram

After scoring an invite to Seth MacFarlane’s annual holiday party, actress Victoria Justice chose to celebrate the season in a lace dress from Nadine Merabi. “From a full live orchestra to falling snow,” she wrote on Instagram, “it was truly one for the books.”

Best little black dress: Rachel Zoe

Rachel Zoe attends Gwyneth Paltrow and G. Label by goop host Holiday Celebration on December 11, 2023 in Los Angeles, California.Rachel Zoe attends Gwyneth Paltrow and G. Label by goop host Holiday Celebration on December 11, 2023 in Los Angeles, California.
Rachel ZoeStefanie Keenan/Getty Images

While attending Gwyneth Paltrow and G. Label by goop’s holiday celebration featuring Basil Hayden cocktails, designer and stylist Rachel Zoe chose to wear the little black dress by G. Label Goop with a faux fur jacket and diamond necklace. “I can imagine wearing this anywhere forever,” Zoe wrote on Instagram Stories. “It’s so chic and timeless. Giving me Audrey Hepburn holiday vibes.”

Best rock star style: Lenny Kravitz

Lenny Kravitz celebrates KIMITAKE's U.S. debut.Lenny Kravitz celebrates KIMITAKE's U.S. debut.
Lenny KravitzMarc Patrick/BFA.com/KIMITAKE

Swag alert! Musician Lenny Kravitz proved he has an eye for style while celebrating KIMITAKE’s United States debut in Los Angeles. The “American Woman” rocker opted for a classic band tee, leather jacket, faded denim jeans and boots for his night out on the town.

Best sequin skirt: Hannah Godwin

Forever 21 holiday influencer soiree at Holy Water on December 07, 2023 in West Hollywood, California.Forever 21 holiday influencer soiree at Holy Water on December 07, 2023 in West Hollywood, California.
Hannah GodwinVivien Killilea/Getty Images for Forever 21

Bachelor in Paradise star Hannah Godwin proved you don’t have to break the bank to wow at the holiday party. While attending Forever 21’s holiday influencer soiree, Godwin modeled a sequin maxi skirt from the fashion retailer.

Best red carpet sparkle: Jane Seymour

Jane Seymour attends the American Ballet Theatre's Holiday Benefit at The Beverly Hilton on December 11, 2023 in Los Angeles, California.Jane Seymour attends the American Ballet Theatre's Holiday Benefit at The Beverly Hilton on December 11, 2023 in Los Angeles, California.
Jane SeymourPhillip Faraone/Getty Images for American Ballet Theatre

Now this is how you waltz onto a red carpet in style. Actress Jane Seymour — who was a former ballet dancer — stepped out to attend the American Ballet Theatre’s holiday benefit in a glistening black dress with a lace trim. Proceeds from the event supported ABT’s education and engagement programs.

Best use of pink: Lisa Hochstein

Lisa Hochstein attends Flex Basel Party Presented By Passes And Quantum on December 08, 2023 in Miami, Florida.Lisa Hochstein attends Flex Basel Party Presented By Passes And Quantum on December 08, 2023 in Miami, Florida.
Lisa HochsteinFrazer Harrison/Getty Images for Flex

Pretty in pink! Real Housewives of Miami star Lisa Hochstein enjoyed a drama-free night at the Flex Basel Party presented by Passes and Quantum. For her evening out with boyfriend Jody Glidden, the Bravo reality star chose a dress from Jean Paul Gaultier.

Best button-down: Simon Rex

Simon Rex hosts the MOX Skincare Miami event in celebration of his announcement as Co-Founder during Art Basel weekend.Simon Rex hosts the MOX Skincare Miami event in celebration of his announcement as Co-Founder during Art Basel weekend.
Simon RexWorld Red Eye

While in Miami for Art Basel, What I Like About You star Simon Rex sported an Engineered Garments’ camp shirt as he showed his support for MOX Skincare.





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