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How To Style Preppy ‘Fits

03.07.23Yvette Anderson

How To Style Preppy ‘Fits

How To Style Preppy ‘Fits

Posted by Leigh Roldan on


Class is back in session! Be inspired by Ivy League schools and varsity uniforms and take on the preppy aesthetic. Think renowned and prestigious colleges like Harvard and Yale, as well as on trend styles like 'old money' and 'light academia'.

With preppy outfits, you can add a touch of sophistication to your look while still feeling comfortable and confident. Not only will you be the envy of all your friends, but you'll also feel like you're living in an episode of 'Gossip Girl' (minus the drama, of course).

What Are Some Varsity Outfit Essentials?

The top three pieces you need to start the foundation of your preppy style are: crisp button downs (preferably in pastel shades or classic white), curve tennis or pleated skirts and knitted vests. Whether you wear them all together or just add one to your outfit, you're well on your way to nailing the preppy aesthetic.

Take your preppy style a step further and style your preppy clothes in these 5 ways:

Sporty Chic

Be part of the prep rally and add a touch of varsity appeal to your looks. Browse pieces like curvy varsity jackets, graphic tees, polo shirts for women, sweatpants and sweatshirts - and why not, throw in some rugby stripes! Team your look with white sneakers or your go-to kicks. Whether you're hanging out with friends or headed to the shops, rep your favourite city or team with monogrammed or embroidered clothing.

Business Casual

Polish up your preppy fashion with timeless pieces like plus size button up shirts, trousers and tailored vests for a chic and sophisticated vibe. Or step it up a notch with a blazer. From classic navy to bold plaid, there's a blazer for everyone. Pair the look with leather loafers or black pumps, and you'll be ready to take on the world (or at least your next meeting).

Layered Look

When it comes to preppy styles, layering is key - especially in winter! So, don't be afraid to mix and match your varsity pieces for a versatile and stylish look. Try a classic outfit with knitted jumpers worn over collared shirts and denim jeans or khakis. And some must-haves for your cold season closet are outerwear like a curve trench coat, a cardigan and sweaters.

Cosy Comforts

Speaking of cool weather, you can't go wrong with adding knitwear to your wardrobe! Discover plus size knitted jumpers, vests, crew neck sweaters and more. Wear them with some high waist jeans or tailored pants, and voila! You've got yourself a preppy look that's as chic as it is comfortable and warm.

Feminine Flair

Despite the tailored pants and blazers uniform, you can always add your own feminine flair! From a pleated skirt and tennis skirts to a tasteful midi dress and knee-length skirt, there are plenty of preppy outfit options for the modern woman. And don't forget the accessories! Complete the look with shoes like Mary Janes, heeled loafers and ballet flats or opt for fun details like frilly socks, headbands, statement jewellery, or a silk scarf to take your preppy outfit to the next level.

And the best part? Preppy style is super transeasonal! Versatile enough to adapt to any weather, lightweight cottons are perfect for summer, while cosy wool and cashmere are great for winter.

With a resurgence of the preppy aesthetic, you're welcome to channel your inner Blair Waldorf or Cher Horowitz, and strut your stuff in preppy style. No matter your preference, these preppy outfits are worthy of an A+! Check out the range at You + All today.