Preppy Style Is Back — Here's 8 Fashion Essentials To Shop Now (2024)

If there is anything this new decade has taught us is that fashion’s biggest trends of the past are back again. Over the 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, the preppy style has made quite a comeback and is one of this fall’s biggest trends. Thanks to TikTok trends like “old money” and dark (and light) academia, as well as the well-received (and very stylish) reboot of Gossip Girl, the school-friendly aesthetic is here to stay, and likely will last for a few more seasons to come.

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. 1: Pleated Skirts

The pleated skirt, typically in plaid or muted gray color, is an absolute preppy must-have. The classic private school uniform would not 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. Not into pleats? Try a simple khaki version instead.

Preppy Aesthetic Outfit Essential No. 2: Button-Downs

A nice, crisp button-down will go very far 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 standard school-girl shoe that features a rounded toe with a simple black strap across the foot and a slight heel has now been updated in trendy ways.

Preppy Aesthetic Outfit Essential No. 4: Varsity Sweaters & Jackets

A varsity jacket or collegiate sweater is the main sporty piece of any prepster’s outfit. Going for one in a dark-hued burgundy or navy will be the best cozy addition for your fall wardrobe.

Preppy Aesthetic Outfit Essential No. 5: Blazers

You can never go wrong with a great blazer. If you’re a fan of the oversized trend you can really spice up your prep look with a cute necktie or even a school crest detail.

Preppy Aesthetic Outfit Essential 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 are huge this year, especially with a chunky silhouette. Edge up your preppy style and add an elevated loafer to your fall shoe rotation.

Preppy Aesthetic Outfit Essential No. 8: Classic Jewelry & Statement Socks

No outfit is truly complete without accessories. For the preppy aesthetic, stock up on plush statement socks (preferably knee-high) and simple yet elegant jewelry, like gold hoops, pearl strands, and a diamond tennis bracelet.

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Preppy Style Is Back — Here's 8 Fashion Essentials To Shop Now (2024)

FAQs

What is the preppy style of fashion? ›

The preppy look originated in the early 1900s with collegiate and prep-school menswear (thus, the moniker). Signature items included blazers, polos, chinos, oxford shirts, tennis sweaters, loafers.

Is preppy coming back in style? ›

Preppy fashion has changed significantly over the decades, and it's going through another shift in the 2020s. The newest variant of "preppy," led mostly by Gen Alpha over the last year, refers to bright clothing, lots of pink, and specific accessories like ribbons, bowties, and Stanley water bottles.

Is preppy in style 2024? ›

But preppy styles showed up on the Spring 2024 runways and, well, they looked pretty good! At Bally, the debut of new design director Simone Bellotti introduced us to a covetable take on the boat shoe that's bound to be an It accessory come spring, and Miu Miu made a case for structured blazers and polo shirts.

Is it a compliment to be called preppy? ›

If someone likes this kind of aesthetic, then preppy is a positive term. However, preppy can also be a negative term to describe someone as being unoriginal and blindly following the latest trends. In this sense, preppy is used similarly to the slang word basic.

What is considered a preppy girl? ›

Preppies are young people who have often been to an expensive private school and who are conventional and conservative in their attitudes, behavior, and style of dress. [mainly US] 2. adjective.

What are preppy colors? ›

Popular preppy colors include burgundy, emerald green, pink, aqua, yellow, and coral.

What does preppy mean for Gen Z? ›

Preppy is used to refer to a particular aesthetic that involves girly, bright-colored clothes and popular name brands, such as Lululemon and Stanley. It's very similar to the definition of preppy we grew up with, but slightly more refined and "basic".

Do preppy girls wear jeans? ›

While some might associate preppy fashion with khakis and trousers, you can easily wear preppy outfits with jeans. It's all about the perfect mix of classic elements with your favorite jeans to create a polished outfit for any occasion.

Who started the preppy trend? ›

By the mid-twentieth century, the two most iconic preppy haberdasheries had developed storefronts on campus at Harvard, Princeton, and Yale. It was Brooks Brothers and J. Press that started the trends, giving affluent Ivy League students onsite shopping, which resulted in much of the campus wearing their clothing.

Who wears preppy style? ›

The Origins of Preppy Style

Back in the late 1890s and early 1900s, the "preppy" style was a sort of status symbol worn by wealthy guys who went to preparatory and Ivy League schools — hence the name.

What is preppy slang? ›

" According to Bark, an online monitoring company that tracks teenage slang, preppy is “used to refer to a particular aesthetic that involves girly, bright-colored clothes and popular name brands, such as Lululemon and Stanley.

What do preppy people look like? ›

ELEMENTS: cardigans, tweed blazers, collared tops, Breton tops, sailor shorts, a-line skirts, chinos, shift dresses, scalloped hems, boat shoes, loafers, pumps

Is it Preppie or preppy? ›

Preppy (also spelled as preppie or prep) is an American subculture associated with the alumni of college-preparatory schools in the Northeastern United States. The term, which is an abbreviation of "preparatory", is used to denote a person seen as characteristic of a student or alumnus of these schools.

What does preppy mean in TikTok? ›

Well, older people may know preppy as resembling, like, a student in appearance, mainly from, like, a prep school or, like a country club. Younger people have redefined the phrase. now refers to bright clothing, pink aesthetics, and like, a lot of accessories. like ribbons and Stanley water bottles.

What's the difference between preppy and classy? ›

What's the difference between preppy and classy? While preppy style often embodies a sense of timeless class, "classy" is a broader term referring to a refined and elegant overall demeanor. Preppy style specifically involves a particular set of clothing and fashion choices influenced by East Coast traditions.

What does being preppy look like? ›

repp stripe and silk knit neckties; sweaters (as opposed to sweatshirts, windbreakers, etc.), particularly those with cable knitting, argyle patterns, or a university name/logo; grosgrain ("ribbon"), surcingle, or woven leather belts; seersucker and madras clothing (commonly sport jackets, trousers, and shorts);

What does preppy mean now? ›

These days, dressing “preppy” refers to wearing bright colors, especially a lot of pink, and certain accessories, like ribbons, bowties and TikTok-famous Stanley tumblers. The look is described on TikTok as being “colorful” and “very girly,” with lots of cartoons and smiley face designs (oh, and a lot of Lululemon).

What is the preppy aesthetic? ›

Preppy aesthetic is defined by crisp button-downs, loose pastel knitwear, Polo shirts, and boat shoes (often without boats). It conveys the carefree, trust-fund vibes of Ivy league school boys. Along with Nerd, Jock, and Goth, Prep, is one of the four main stereotypes used to classify high school students.

What is the difference between preppy and classic style? ›

While both classic and preppy styles both have the same general source – traditional New England “Ivy League” influences – their primary difference can be best described as attitude. Where classic style is polished, neat, even orderly, preppy style is a sort of coastline casual.

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