Spotlight on Style: Preppy

Spotlight on preppy

“When I think about being PREPPY, it conjures up memories of my uniform at an all-girls school in the Philippines where I grew up.

“While wearing a uniform to school every day was certainly easy and convenient, I remember that I counted down the days to graduation. Graduation meant liberation from a uniform I’d worn for 12 years and I was ready to be on my own to experiment with my own style.

“Years later, I rediscovered my affinity for the quintessential preppy style when I worked at J. Crew and fell in love with the world of fashion and style blogs. As a Stitch Fix Stylist, I still keep up to date with fashion blogs and designers to help me keep a fresh perspective of what it means to truly be preppy!”

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Get The Preppy Look

•Think: fitted and tailored silhouettes, stripes, polka dots, monograms, nautical and equestrian-inspired prints, navy and fun pops of color

•Invest in a classic, structured blazer in navy or white for spring

•To translate preppy into the workplace, the fit and flare dress and cardigan combo is always a winner. Wear this fool-proof ensemble with your favorite pumps and don’t forget your pearls!

•For a more casual work environment, layer a chambray shirt under a fun printed sweater. Dark wash skinny jeans and printed loafers make this a comfortable yet polished outfit.

•To incorporate some prep into your casual, everyday outfits this season, pair a simple striped shirt with white jeans and a navy blazer. For a fun pop of color, throw on a pair of bright ballet flats to finish this easy, chic look.

•For a spring/summer jaunt to Palm Beach or Nantucket, opt for a pair of seersucker or colored chino shorts with a simple white tank and a chambray button down. Don’t forget your aviators, Sperry Top Siders and a Panama hat for a day of exploring around town. A vibrant tunic can be paired with white skinny jeans and can double as a swimsuit cover-up!

Read our preppy style guide for more tips on this look. If you want to incorporate a touch of prep into your wardrobe, just let your Stylist know when you schedule your next Fix!

Dress: Kaden Belted Fit and Flare Dress ($78)
Necklace: Hamilton Double Strand Beaded Necklace ($44)
Earrings: Octavia Crystal Teardrop Earrings ($48)
Bag: Charleston Embossed Crossbody Bag ($48)
Shoes: Sperry Boat Shoes ($70)

Bed image courtesy of Caitlin Wilson Textiles


  1. Flash of recognition – I’m a preppie! The tailored jackets, fit and flare dress/cardigan combo, ballet slippers, classic saddle leather bags, bright color combos, green as a neutral – yes, yes, yes! (But the nautical-themed anchor prints and boat shoes, not so much.) Still, I do add my own variations – clashing high-intensity colors, vintage earrings, cage heels, chunky rings, and Chanel-style chains. Thanks, StitchFix, for reaching out to our demographic. :)

  2. I’m not preppy but I really appreciate these little breakdowns of style because they help figure out how to nail down the style if you want to. Great CONCISE tips for building the look!

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