If there is anything this new decade has taught us is that fashion’s biggest trends of the past are back again. Over the past two years, we’ve already seen the resurgence of late-‘90s styles, groovy ‘70s aesthetics, and all the early-aughts trends you could imagine. Now, the latest fad to come out of the fashion history books is the preppy aesthetic.
The foundation of this timeless look stems from the early days of the American collegiate lifestyle, specifically the Ivy League. Its crisp and put-together aesthetic includes such polished pieces as a collared shirt and khakis, along with classic sporty gear, like a tennis skirt and polo shirt. Today, owe the preppy style’s mainstream appeal to America’s top heritage brands, including Brooks Brothers, Ralph Lauren, J.Crew, and Tommy Hilfiger, amongst many others.
Today, preppy style has made quite a comeback and is one of this fall’s biggest trends. TikTok trends such as “old money”Dark (and light) academia, as also the well-received (and very fashionable) reboot of Gossip Girl show that the school-friendly aesthetic is here and will continue for a few more seasons.
If you’re here for the timeless preppy aesthetic, we’ve gathered all of the outfit essentials, from varsity sweaters to Mary Janes with high-knee socks, to fully complete your wardrobe. Below, find all the preppy fashion items you’ll need now.
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Preppy Aesthetic Outfit Essential No. Pleated Skirts
A pleated skirt is a must-have for preppy girls. It can be in either a plaid or muted grey color. The classic private school uniform wouldn’t be complete without it. With colder weather on its way, it’s also the perfect excuse to pull out your favorite monogram tights or cozy knee-high socks.
Preppy Aesthetic Outfit Essential No. 2: Button Downs
A crisp button-down can go a long way in your wardrobe. Depending on your preference on fit — anywhere between slim and oversized — a good button-down will become one of your more versatile pieces.
Preppy Aesthetic Outfit Essential No. 3: Mary Janes
If you went to any kind of grade school where a uniform was required you’ve most likely worn Mary Janes at least once in your life. The classic school-girl shoe has been updated with trendy details. It features a round toe and a simple black strap across your foot.
Preppy Aesthetic Outfit No. 4: Varsity Sweaters & Jackets
A varsity jacket or collegiate sweater is the main sporty piece of any prepster’s outfit. The best option for fall is to get one in dark-hued burgundy, navy, or another color.
Preppy Aesthetic Outfit Essential No. 5: Blazers
A great blazer is a must-have. If you’re a fan over the oversized trend you can really spice up your prep look with a cute neck tie or even a school crest detail.
Preppy Aesthetic Outfit No. 6: Khakis & Trousers
If you’re more comfortable in pants than a pleated skirt, a sturdy pair of khakis or trousers are a great preppy staple.
Preppy Aesthetic Outfit Essential No. 7: Loafers
Loafers have become a huge trend this year, especially when they are chunky. Add a loafer to your fall shoe collection to elevate your preppy style.
Preppy Aesthetic Outfit Essential #8 8: Classic Jewelry & High Knee Socks
Accessories are essential to any outfit. For a preppy style, stock up on elegant, simple jewelry such as gold hoops, pearls, and diamond tennis bracelets.