Sandy Olsen: Grease

From crisp collared blouses and full skirts to capri pants and red lips, Sandy’s style is a journey in transformation. Sandy’s look is all about classic silhouettes, playful details, and a little unexpected attitude. We think she would have a ball at a Lesley Evers Boutique. Here's our staff picks on what Sandy would wear;

Star Student

Sandy’s school style is all charm, pleated skirts, Peter Pan collars, and soft pastels. She’s the kind of student who carries a tidy notebook, tucks a curl behind her ear, and always says please and thank you. It’s vintage femininity at its finest; simple, sweet, and endlessly endearing.

Top: Mandy Top White 
Skirt:
 Lola Wrap Skirt Pacifica Dots
Sweater: Emma Cardigan Dandelion

The one that I want 🎶

On a date with Danny, Sandy brings her A-game. She leans into classic romance with subtle touches of boldness, signaling that there’s more to her than meets the eye. It's movie-theater magic and drive-in dreams, all wrapped up in vintage flair.

Dress: Sarah Dress in North Star Navy
Bag: Bonnie Bermuda Bag Cover in North Star Navy/ Pinstripe
Jewelry: Pearl Drop Earrings
Sweater: Finley Shrug in White

Milkshakes with the Girls

Whether she’s sipping a milkshake at the diner or socializing in the bleachers, Sandy’s hangout look is retro fun with a hint of flirt. It’s effortless and perfect for spontaneous sleepovers or school dances.

Top: Remi knit top Pink Scallop
Skirt: Chloe skirt White
Bag: Bonnie Bermuda Bag with Sausalito Bag Cover
Accessories: Pebble Earrings Blooms, Skye silk scrunchie Pinwheel Pink

The Ultimate Makeover

When Sandy steps onto the carnival grounds and everything stops. Gone are the pastels and prim cardigans. She slips into black leather pants, an off-the-shoulder top, and red heels that say game on. 

This is Sandy owning her story, embracing her power, and turning every head without saying a word. It’s playful, fearless, and wildly fun—proof that sometimes, a bold outfit can change everything.

Top: Valerie top Black
Pant: Audrey pant Black Ponte
Scarf: Thea Filigree Pink
Earrings: Droplet Earrings Midnight

Laura Pinkowski