As she steps back into the spotlight to promote the much-anticipated sequel Freakier Friday, Lindsay Lohan makes a dazzling fashion statement that pays homage to one of the most iconic movie wardrobes of the 90s. At 39, the star proves that true style knows neither age nor season.

Appearing on Good Morning America, Lohan turned heads in a preppy yellow look that instantly evoked the fashion-forward spirit of Cher Horowitz from Clueless. Styled by Andrew Mukamal—the same visionary behind Margot Robbie’s Barbie press tour—Lohan wore a pastel yellow plaid tweed skirt suit by Balmain. With raw mini-hemlines and structured shoulders, the ensemble brought a refreshing, modern twist to the classic silhouette.

Her accessories elevated the nostalgic nod with playful sophistication: a matching headband, canary yellow Christian Louboutin sandals, retro tortoiseshell round sunglasses, and a timeless black Hermès Kelly bag. Gold buttons paired with silver hardware added a touch of contemporary contrast, rounding out the perfectly polished look.

The Preppy Comeback
More than just a tribute to Clueless, Lohan’s look taps into the larger revival of preppy fashion this season. Originally rooted in the Ivy League prep schools of the Northeast U.S., the preppy aesthetic combines polish with ease—a blend of elite academia and laid-back charm.

First popularized in the 1980s by Lisa Birnbach’s The Official Preppy Handbook, the style became iconic thanks to figures like Princess Diana and, of course, Cher Horowitz. Oversized blazers, pleated skirts, loafers, and structured handbags have remained timeless staples—now updated with modern tailoring and playful details.

With her radiant, fashion-forward appearance, Lindsay Lohan signals that preppy is no longer a relic of the past. It’s officially back—and more stylish than ever.