Lindsay Lohan’s Nostalgic Chic for Freakier Friday Town Hall • CelebMafia

Lindsay Lohan tapped into a playful, Y2K-meets-luxe aesthetic for a Freakier Friday event, pairing a whimsical graphic tee with timeless denim and statement shoes.

The thing about nostalgia is it’s a double-edged sword. You either get it right, or you end up looking like you’re wearing a costume. Lindsay Lohan, attending the SiriusXM Town Hall with the cast of her new film Freakier Friday on July 28, 2025, in New York, seems to have mastered the art. Her look was a delightful callback to the early 2000s without feeling dated—a tightrope walk that few can manage.

She wore a long-sleeved white T-shirt featuring a classic Mickey Mouse graphic—a touch of childlike whimsy that felt perfectly on-brand for the occasion. The shirt’s sleeves were adorned with what looked like delicate, ornate beadwork, a surprise detail that elevates it far beyond a simple cartoon tee.

The real anchor of the outfit, however, was a pair of perfectly broken-in, high-waisted denim jeans. The wash was a clean, light blue—effortless and timeless. They’re the kind of jeans that whisper “I’ve been wearing these forever” rather than shouting “I just bought these.”

But the cherry on top? Her shoes. A pair of eye-catching, patterned loafers that added a jolt of color and personality to the otherwise clean, casual ensemble. They’re the element that transforms the look from simple to savvy.

It’s a masterclass in high-low dressing, a subtle mix of comfort and thoughtful details. It’s what happens when a star knows her own history and has fun with it. A look that says, “I’m back, and I remember exactly who I am.”

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