Picture this: you open your closet and find an array of colorful pieces just waiting to be paired for your first day back at school. You can't help but smile. The classic, polished preppy style has always been your favorite, and this year, you're determined to make it yours. But as you sort through your clothes, you start to doubt yourself. Will my old pieces still work? What about my new modern favorites? Will they clash with my preppy aesthetic? If you can relate, you're in the right place. This blog will unpack the preppy meaning and offer valuable insights to help you confidently embody the timeless, polished preppy style while seamlessly incorporating modern elements into your wardrobe.

WhatColors' AI personal color analysis app will help you achieve your goals by determining your unique color palette to guide your aesthetic journey.

Table of Contents

• What Does Preppy Mean Now?

• The Evolution of Preppy Style, From the 1800s to Today

• Core Preppy Values That Define the Classic Style

• 14 Most Fabulous Preppy Fashion Icons of All Time

• 11 Easy Ways to Add Preppy Style to Your Wardrobe

• 19 Perfectly Preppy Clothing Brands for Any Budget

• Try AI Personal Color Analysis For Free Today

What Does Preppy Mean Now?

The preppy aesthetic has changed. Today, preppy refers to a specific aesthetic that features:

• Bright colors

• Plaid patterns

• Cheerful motifs

While it resembles the preppy style from decades ago, today’s version has a modern spin that makes it more appealing to younger generations.

Youthful Fun

As such, the preppy look you might see in a popular magazine or on TikTok has more in common with the wardrobes of fictional characters on shows like Gossip Girl and The Fresh Prince of Bel-Air. The look is colorful, youthful, and fun.

The Preppy Aesthetic’s Origins 

The term preppy comes from Preparatory, as in prep schools. The style’s origins date back to the early 1900s when students at America’s elite private schools, particularly those in the Northeast, began to wear tailored, classic clothes that reflected their upper-middle-class status. 

By the 1950s, when the children of the wealthy popularized the look, it had morphed into what we now think of as the preppy style. 

Today, the modern interpretation of preppy has evolved into a fun and vibrant aesthetic that holds onto the classic roots of its history while adding a playful flair that appeals to the younger generations. 

The Evolution of Preppy Style, From the 1800s to Today

The term preppy relates to the preparatory schools that feed the Ivy League. Its origins date back to the late 1890s and early 1900s when students at these elite institutions embraced a distinct style of dress that was practical for:

• Sports

• Outdoor activities

Naturally, the look was a status symbol worn by wealthy kids who could afford to shop at stores like Brooks Brothers. Button-downs, knit sweaters, blazers, and loafers were all their closet must-haves. 

Jeans & Preppy

By the 1930s, college women were in on it too. Once the first pair of Lady Levi's was released in 1934, jeans became a significant part of preppy style, and we never looked back.

Defining Preppy Style in the 1950s

The 1950s marked a significant expansion of the preppy trend. Just think about your favorite movies set in that decade. Whether it's Grease or Pleasantville, so many twin sets or sweaters are styled over collared shirts, not just on school kids. 

At the same time, a few changes were happening. Sporty rugby shirts, worn off-field then, were thrown in the mix, while plaid became even more popular. Bowling shirts and denim created a branch of preppy called Americana, and there was also that whole tighter, sexier, pin-up look.

The '80s: The Decade That Defined Preppy Style

Once we reached the '80s, preppy style as we now know it began to form, thanks to a book called The Official Preppy Handbook. Initially, it was meant to be humorous and tongue-in-cheek, but according to The New York Times, it sold more than a million copies. 

New Prep Era

The guide inspired people to wear khakis, plaid blazers, and knotting sweaters over their shoulders unironically. While these clothes had been a sign of privilege in the '50s, they were being made for the masses now, thanks to the rise of:

• Tommy Hilfiger

• Calvin Klein

• Lacoste

Brooke Shields and Princess Diana with their turtlenecks and tartan blazers—are certainly preppy icons of the decade.

‘90s Preppy Style Hits a New Generation

The late '90s brought a new, skinny twist to preppy style. Pant styles were lower, boot cuts were in, and Britney Spears made looking like a sexy schoolgirl, complete with a white button-down and pleated skirt, a significant thing.

Prep & Grunge

While oversized grunge had a moment during this decade, some preppy elements, like all the plaid and knotting shirts (this time, around your waist), were still there. It was prep, new millennium-style, and J.Crew was hitting its stride. 

People wanted those nautical rolled-neck sweaters and envisioned themselves looking like a cast member of Dawson's Creek. (In fact, the cast did appear in a 1998 J. Crew catalog.)

The 2000s: A New Look for Preppy Style

Jenna Lyons took her role as J.Crew's creative director and began shaking things up in 2008. Lyons made us think of preppy style as:

• Shockingly bright colors

• Tons of sparkle

• Playful twists

Things became less Nantucket and more fashion-girl-approved. Eventually, another shift occurred, and athleisure arrived on the scene. By 2015, the comfy joggers and leggings worn by off-duty models looked more appealing than any button-up, and black was back.

The "New" Preppy Look

During Fashion Week, collections clarified that the preppy style has undergone yet another metamorphosis. Shows like:

• Chloé and Michael Kors featured mid-length skirt suits

• Burberry had collegiate sweaters

• Versace broke out the rugby stripes

• Dior included a ton of plaid and neckties

Those styles have already hit the streets as people are back knitting their sweaters and reaching for pairs of chinos. We're seeing collars again, vests, and argyle, which are other iconic preppy prints.

Skin Tone Analysis

WhatColors helps you find the perfect colors to wear based on your skin tone. Thanks to our patented color-match technology, you can get the perfect colors for every season.

Avoid the No-Nos

Avoid colors that are a definite no. Based on your skin, eye, and hair color, find the perfect nail color with our WhatColors nail color generator. Get your color analysis done within 60 seconds with WhatColors’ AI personal color analysis app. Download our app for free today on the App Store or Google Play store.

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Core Preppy Values That Define the Classic Style

Preppy culture has a long, storied history. While the aesthetic may seem trendy and new to some, it's rooted in wealth, privilege, and upper-crust traditions that date back generations. 

As such, the preppy subculture is characterized by distinct values that influence not just the clothing and accessories that preppies choose but also their:

• Lifestyle choices

• Hobbies

• Social behavior 

Higher Education: The Foundation of Preppy Culture

Education is one of the core values of preppy culture. Preppies value academic success and prestige, particularly in elite institutions like Ivy League universities and their feeder preparatory schools. Think of characters like:

• Blair Waldorf from Gossip Girl 

• Andy Sachs from The Devil Wears Prada. 

Both characters are affluent and highly focused on their education at an elite institution. Waldorf is the quintessential prep, while Sachs is a more relatable character who gets sucked into the prep world when she lands an internship at a prestigious fashion magazine.

Privilege & Preppy

The aesthetics of preppy culture are undoubtedly appealing, but it's important to remember that they originate from a world of privilege. The preppy subculture often reflects the lives of the wealthy and elite and their offspring. 

The activities preppies engage in, both inside and outside of their academic environments, prepare them for successful careers in:

• Business

• Law

• Medicine

• Other high-paying professions

Sports and Recreation: Why Preppy Culture Embraces Tradition

Another core value of preppy culture is sports. Specifically, preppies engage in sports that are rooted in British traditions, such as:

• Polo

• Rugby

• Tennis

• Cricket

These activities are a staple of the preparatory school experience, promoting a healthy and active lifestyle that is both:

• Attractive

• Classic

Sports & Aesthetics

Over time, preppy culture has developed an aesthetic that celebrates these traditional sports. Imagery depicting athletic fields and leisure activities adorns everything from clothing to home decor. There is also an emphasis on the skills learned through these activities, such as:

• Teamwork

• Sportsmanship

• Camaraderie

Manners Maketh the Prep

Upper-crust traditions and etiquette heavily influence the preppy aesthetic. As such, members of the subculture are known for their courteous mannerisms. Language is also important. Preppy speech is characterized by a specific accent known colloquially as the Locust Valley Lockjaw or the preppy lisp. In the U.S., the accent is associated with affluent families from Long Island’s North Shore.

To preppies, good manners and proper etiquette signify:

• A classic upbringing

• Tradition

• Heritage

• Stylistic sophistication

Family, Tradition, and Conservatism: The Roots of the Preppy Subculture

To understand preppy culture, you must understand the significance of family and tradition. Preppies’ values and lifestyles are rooted in the subculture’s:

• Historical 

• Socioeconomic background

Tradition & Identity

To preppies, tradition means connections to their roots, historical heritage, and upper-class society, reinforcing their sense of identity and continuity.

As such, most preppies lean toward conservatism regarding behavior, political views, and fashion.

Community Engagement: Preppy Culture and Social Responsibility

Members of the preppy subculture are socially responsible and committed to community engagement. Charity and philanthropy are not merely trendy activities for preppies; they are part of the subculture’s:

• Values 

• Core beliefs

Some of the most popular activities include volunteering at local organizations, participating in charity events, or donating.

Community Service

With a deep sense of social responsibility, preppies give back to their communities through charitable activities and volunteer work.

The Arts: Preppy Values and Standard Culture

Knowledge and appreciation of fine arts are at the core of the preppy subculture and lifestyle. As such, preppies are interested in the arts and tend to like:

• Classical music

• Ballet

• Theatre

Some popular preppy activities include:

• Attending theatre performances

• Visiting galleries

• Reading art books and style magazines

• Listening to classical music.

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14 Most Fabulous Preppy Fashion Icons of All Time

1. Lilly Pulitzer: The Queen of Colorful Prints

Regarding fabulous style icons for prepsters, Lilly Pulitzer is probably my favorite. From her incredible clothing to her fabulous lifestyle, Lilly had it all. Not only do I live by her motto, “life is a party, dress like it,” her clothing is perfect to follow that motto.

Lilly Pulitzer

Her signature shift dress is a staple in any prepster's closet. Her clothes just scream summertime in the Hamptons to me. If you are ever looking for preppy inspiration, look at Lilly Pulizter’s fashion, and you will be ready. 

(Sadly, Lilly passed away in March 2013). Pulitzer's legacy thrives, inspiring new prepsters to embrace vibrant, chic patterns and timeless elegance.

2. Jackie Kennedy: The Pinnacle of Preppy Fashion

Jackie Onassis Kennedy was the pinnacle of preppy fashion. From her pearls to Ray-Bans to her perfect outfits, Jackie O never looked anything but superb. She is known as one of the most iconic style icons for her feminine and classic looks, ranging from perfect dresses for her First Lady events to her off-duty casual wear. 

She even has a Lilly Pulitzer dress named after her. Jackie O's timeless style continues to inspire generations. Her ability to transition from elegant ball gowns to chic casual outfits effortlessly made her a beacon of versatility and grace. Immaculate tailoring, pastel hues, and delicate patterns were staples in her wardrobe, which exuded sophistication.

Jackie Kennedy

Beyond fashion, Jackie embodied the essence of refined preppy elegance in every aspect of her life. Whether attending a high-profile event or spending a weekend in Hyannis Port, her style choices were always impeccable. Fashion enthusiasts look to her legacy today when crafting their preppy and polished aesthetics.

3. Kate Middleton: Modern Royal Aesthetic

The Duchess of Cambridge has taken a page from Jackie O’s book and always looks perfectly put together. Whether it is a red carpet royal event or hanging out with kids from her favorite charities, she never has a hair out of place. Kate is one of the great icons for prepsters because she has the classic and ladylike style that prepsters love to emulate. 

Kate's fashion sense is effortlessly chic, imbued with the understated elegance that is the hallmark of a true preppy style. From her tailored coats to her classic knee-length dresses, she exudes a modern royal aesthetic that is both:

• Timeless 

• Accessible

Style & Grace

Her ability to mix high-end designers with off-the-rack pieces demonstrates her practical approach to fashion, solidifying her status as a relatable style icon. Whether she's sporting a bright casual look or a sophisticated evening gown, her ensembles are always coordinated with the perfect accessories, never overshadowing but rather enhancing her:

• Natural poise

• Grace

4. Blair Waldorf: The Ultimate Queen Bee

Not only is she Queen B, but she also has a killer wardrobe a prepster would love to go digging through. Even without the fact that she is constantly wearing the latest and most fabulous designers, Blair always looks:

• Prim

• Proper

• Perfect

She loves to incorporate color into her wardrobe and has the cutest accessories. She wears structured silhouettes; you would never see her show too much skin. Her outfits often feature a mix of classic and contemporary styles, making her look timeless yet trendy.

Blair Waldorf

Blair’s attention to detail is impeccable, from elegant headbands to chic handbags. Her fashion choices exude confidence and sophistication, inspiring prepsters to elevate their style.

5. Grace Kelly: The Original Prepster Princess

We are doing a throwback to the prepster Princess herself, Grace Kelly. While her style back then might not wholly align with modern style, there are still tons of ways to take preppy inspiration from her. When not in costume, she could commonly be seen in menswear-inspired outfits like button-downs or in A-line dresses that were:

• Modest

• Adorable

Grace Kelly

The best style lesson from Grace Kelly is always to look fabulous and confident. Channel her timeless elegance by incorporating classic pieces into your wardrobe, such as:

• Tailored blazers

• Simple 

• Accessories

• Structured handbags

Grace Kelly's influence proves that timeless sophistication always stays in style.

6. Gwyneth Paltrow: The Modern Preppy Poster Child

She might not be the first person to pop into your mind when you think of preppy, but Paltrow’s style is pretty awesome for preppy fashion inspiration. She has been known to rock sweaters with button-downs and skinnies as well as a variety of adorable:

• Dresses 

• Cardigans

She was even the face of an LIndex line named The Modern Preppy. The entire line is about being contemporary, chic, and timeless, which sums up Gwyneth Paltrow in a few words. Whether strutting the red carpet or running errands, her wardrobe effortlessly combines classic staples with a modern twist.

Prep & Identity

Her ability to mix polished blouses with tailored pants and her penchant for clean lines and neutral palettes make her a constant source of prepster envy. Her casual looks often incorporate preppy elements, proving that this style is more than just a trend for her—it's an identity.

7. Nancy Drew: Fictional Yet Fabulous

Okay, so she isn’t a real person, but that doesn’t mean she isn’t one of the great fashion icons for prepsters. With her cardigans tied around her neck, button-down shirts, and penny loafers, Nancy Drew is the pinnacle of preppy. And she has the perky can-do attitude to match.

8. John F. Kennedy: A True Preppy

As a true preppy, having studied at the East Coast’s Harvard, John F. Kennedy has paved the way for the preppy style. He embodies the casual aspects of preppy in a relaxed and sophisticated outfit, here on the right, aboard his sailing yacht Manitou.

9. Woody Allen: The Geek Chic Preppy

With a penchant for tweed, corduroy, and cardigans, Woody Allen’s preppy style can be simplified in a delightfully geeky way without taking the outfit to any colorful extremes. 

You see examples of his appreciation for button-down shirts, striped ties, and khaki trousers.

10. Paul Newman: The Late 1950s Prepster

Often seen wearing tucked-in Oxford shirts, light twill trousers and shoes such as sneakers or penny loafers, Paul Newman’s style was inspired by the preppy style. 

His preppy elements during the late 1950s, when he showed an adult approach to a preppy style, are incredible distinctive.

11. Ralph Lauren: The King of Preppy Style

As the founder of one of the most iconic American fashion brands, Ralph Lauren has played a pivotal role in defining contemporary preppy fashion. 

His designs seamlessly blend the rustic charm of the American West with the refined elegance of East Coast prep, creating a broad appeal that transcends:

• Generations

• Geographies

12. Steve McQueen: The King of Cool

Dubbed The King of Cool, Steve McQueen’s style was a masterclass in understated preppy fashion. His ability to combine simple, classic pieces like:

• Cable-knit sweaters 

• Harrington jackets with an innate sense of cool made him a style icon whose influence on preppy fashion is still felt today

13. Brooks Brothers and the Ivy League Look

The influence of Brooks Brothers on men’s preppy fashion cannot be overstated. As the oldest men’s clothier in the United States, Brooks Brothers has outfitted generations of Ivy Leaguers, Presidents, and professionals, cementing the Ivy League look as a cornerstone of men’s preppy style.

14. Princess Diana: A True Style Icon

Princess Diana’s fashion evolution can only be described as legendary. Even decades after her tragic death, it’s impossible to ignore the Princess of Wales’s ongoing impact on the world of style. The royal, who would have turned 63 today, inspires millions for her philanthropic work and distinctive personal expression. 

Diana’s looks are so famous that they come with unique names and stories; they’re some of the most talked-about outfits of all time. The revenge dress, the Travolta dress, that fairytale, David- and Elizabeth Emanuel-designed wedding dress, each stands out as a distinct pop culture moment.

Diana & Style

Pre-fame, she stuck to Sloane Ranger staples like preppy sweater vests, printed midi-dresses, and equestrian boots. Once she became a princess, Diana switched gears and began to rely on trusted designers like:

• Catherine Walker

• Anya Hindmarch

• Murray Arbeid to create exquisite custom pieces

Statement-making gowns were Diana’s calling card. Whether she was attending a performance of The Phantom of the Opera in a strapless navy ball gown by Arbeid covered in silver stars or wearing a Catherine Walker taffeta number with a gathered skirt at a society gala in Melbourne during the Australian tour she and Charles undertook in 1988, Diana embodied the ideal of the princess, even when her life was far from that fantasy. 

Style Evolution

It’s telling that Diana’s style truly bloomed once she was freed from royal restrictions. After separating from Prince Charles in 1992, she found herself with a wealth of new options and plenty of designers eager to dress her. 

The woman who dared to wear a Dior slip dress to the Met Gala in 1996 or body-con turquoise Versace at the Heart Foundation Ball that same year wasn’t the same Shy Di who hid behind baggy sweaters. Confident and entirely in control of her destiny, this era was her best. No one knows what the princess could have contributed to the world if her life hadn’t been cut short, but her legacy still resonates.

Enduring Influence

Current royals like Kate Middleton regularly reference her fashions and habit of repeatedly wearing favorite pieces. Millions who remember her fondly have also incorporated lessons from her wardrobe into their daily lives, and it’s through these homages and tributes that Diana’s fashion influence lives on. 

With the recent popularity of The Crown, in which costume designer Amy Roberts deftly translated the distinct language of Princess Diana’s fashion expression via close reproductions and imagined interpretations in the final seasons, a whole new generation of fans has been born.

11 Easy Ways to Add Preppy Style to Your Wardrobe

1. Channel Your Inner Blair Waldorf with Argyle Patterns

A preppy wardrobe is never complete without argyle. The classic diamond pattern is synonymous with country clubs and golf courses, making it a tried-and-true staple of preppy style. Add a touch of argyle to your look with a sweater, socks, or bold-printed bag.

2.  Bring on the Exaggerated Collars

Nothing says "I’m smarter than you" quite like a collared shirt. For a modern take on the preppy classic, look for exaggerated or oversized collars to layer under sweaters and blazers. You can also find detachable collar alternatives to switch up the look of your favorite tops.

3.  Florals Are a Preppy Essential

Sure, florals aren’t groundbreaking—but they are essential to any preppy look. Just look at Jane Krakowski’s dress here. The pattern changes her look from every day to “Sorry, I only hang out with girls in top-tier sororities.”

4.  High Necklines Are a Must

Riverdale's Cheryl Blossom would approve of Madelaine Petsch's look in this photo. If you want to mimic this variation, aim for a classic white dress shirt with a high neckline. Everyone will want to sit with you with one of these in your arsenal.

5.  Don’t Forget the Labels

Preppy style has an elite air, so it’s no surprise it features a few designer pieces. You don’t need a whole closet full of them to nail the look—just one (admittedly pricey) staple like this to strike fear in a preppy Queen Bee’s heart.

6.  Plaid Is Another Hallmark of Preppy Style

Again, this is another hallmark fabric for a preppy look. An all-plaid suit, like what Nina Dobrev's wearing here, is perfect for fighting with your mother about which Chanel bag to buy you.

7. Embrace Pastel Colors

A cardigan with Easter egg colors like Nicky Hilton's perfectly captures the country-club aesthetic.

8. Try Polka Dots

If plaid and argyle aren't for you, try polka dots. While not as overtly preppy, they still do the trick. Please refer to Alison Brie's crop top and skirt combo.

9. Blazers Instantly Make Any Outfit Preppy

Throw one of these over any outfit, and you'll be ready to rule your "school" (i.e., your gym, office, a room full of strangers). In this photo, Tiffany Haddish's blazer is particularly preppy. (It's the plaid).

10.  Knitwear Is Fundamental to Preppy Style

Shawl collar sweaters and v-necks are conducive to preppy-style layering, while turtlenecks such as our cable knit sweaters also ramp up the preppy permutations your wardrobe can throw up. 

Oxford shirts, especially in pastel hues, are another vital ingredient (consider wearing them beneath a sports coat, with a splash of color courtesy of a silk pocket square).

11.  Lighter Colored Trousers Are a Must for Preppy Style

Chinos, such as these pleated cotton twill chinos in beige, are a must, as are polos, especially in lighter colors, such as our linen polo in mint or our cotton knit polo in an elegant cream. 

And, if you want to go into preppy overdrive, consider adding this silk grenadine bow tie in a rich merlot hue for some dashing, Pitti Uomo-worthy sartorial panache.

Nail Match

WhatColors helps you find the perfect colors to wear based on your skin tone. Thanks to our patented color-match technology, you can get the perfect colors for every season.

Avoid the No-Nos

Avoid colors that are a definite no. Based on your skin, eye, and hair color, find the perfect nail color with our WhatColors nail color generator. Get your color analysis done within 60 seconds with WhatColors’ AI personal color analysis app. Download our app for free today on the App Store or Google Play store.

19 Perfectly Preppy Clothing Brands for Any Budget

Affordable Preppy Clothing Brands

Explore these affordable preppy brands for classic styles that won’t break the bank.

1. J Crew

Timeless, collegiate-inspired looks are always in abundance at J Crew. This all-American brand effortlessly combines classic elegance with a modern twist, offering preppy essentials you can wear all day.

2. L.L. Bean

Dubbed by some as an emporium of prepdom, L.L. Bean is an obvious addition to this list of preppy brands. The brand is a staple in the Northeast, from the ever-popular duck boots to the classic crew necks. 

3. Everlane

Known for its commitment to transparency, Everlane offers preppy staples like finely knit cardigans, timeless pinstriped dresses, and classic rugby shirts. Preppy staples, accessible price points, and ample options for men and women? Need I say more?

4. Boden

With its elegantly tailored blazers and playful yet chic dresses, British retailer Boden earns a spot on our list of preppy clothing brands. You'll love it here if you’re looking to inject some color into your wardrobe.

5. Mango

Get preppy style with a modern twist at Mango. You may have seen this Spanish-born brand on my list of stores like Zara, but it deserves a nod for its array of preppy clothing essentials too. 

6. Quince

With a focus on timeless design and quality materials, Quince brings sophistication to your preppy wardrobe without the extravagant price tag. Find cashmere sweaters, leather loafers, and other preppy staples here.

Mid-Range Preppy Clothing Brands

Upgrade your closet with classic preppy styles from these mid-range brands.

7. Ralph Lauren

Ralph Lauren, the preppy brand that needs no introduction, stepped onto the scene in the late 60s with a collection of neckties. Now, the brand is synonymous with all-American fashion. Find clean-cut preppy essentials here.

8. Vineyard Vines

Vineyard Vines evokes images of vibrant colors, playful patterns, and a certain pastel-clad frat boy (you know the kind). But beyond that archetype, Vineyard Vines delivers on its preppy promise. Find loads of chic, coastal-coded pieces here.

9. Brooks Brothers

Known for its tailored silhouettes and enduring classics, Brooks Brothers provides preppy essentials that stand the test of time. It’s a no-fuss, traditional brand shaping American Style since 1818.

10. Tommy Hilfiger

Affectionately known as The Fig by devoted fans, Tommy Hilfiger combines casual coolness with timeless staples. From the iconic red, white, and blue color palette to the timeless appeal of Hilfiger’s polo shirts, The Fig is a pillar of preppy style.

11. Sperry

No list of preppy brands is complete without a mention of Sperry. Find classic boat shoes here, perfect for those who seek a touch of seaside charm in their preppy wardrobe.

12. Tuckernuck

Tuckernuck is peak New England preppy. So, it is no surprise that the founder derived inspiration for the brand from her summer trips to Nantucket. Find perfectly polished dresses, tops, and accessories with a modern touch at Tuckernuck.

High-End Preppy Clothing Brands

Check out these luxury brands if you’re ready to invest in high-quality preppy staples.

13. Ted Baker

Celebrated for its impeccable tailoring and distinctive designs, Ted Baker’s British charm has captivated many fashion lovers abroad and here in the States. Browse here, and you may find your perfect piece.

14. Sporty & Rich

Bright white tennis skirts, cable-knit sweaters, and polos emblazoned with the brand’s circular logo point to the luxe aesthetic of this preppy athletic wear brand. Whether skiing, jogging, or hitting the courts at your tennis club, you’ll look calm and polished in S&R.

15. Alex Mill

Striped sweaters, crisp Oxford tops, and (oh yes) corduroy pants make Alex Mill a hub for slightly academic everyday wear. This is what your preppy clothing store dreams are made of.

16. Lilly Pulitzer

Lilly Pulitzer, a high-end preppy brand renowned for its bold prints and resort-inspired chic. To me, LP feels very Palm Beach-appropriate. From playful dresses to iconic shift designs, Lilly Pulitzer encapsulates joyful preppy fashion.

17. Tory Burch

Tory Burch offers preppy essentials in a refined way. You’ll notice a decidedly colorful departure from the neutral palettes that have been dominating. If classic, sophisticated, and fun is enticing, it’s time to peek at Tory’s collections.

18. Draper James

Experience the charm of Southern-inspired preppy fashion with Draper James, founded by Reese Witherspoon. 

Like its founder, the brand is feminine, charming, and classically American. Your new favorite summer dress is likely waiting here.

19. Kate Spade

If someone accuses the preppy style of being boring, direct their attention to Kate Spade. Playful pieces, from spotted trousers to patterned floral dresses and the brand’s signature vibrant handbags, are always in rotation here. Explore a world of whimsical designs here.

Try AI Personal Color Analysis For Free Today

The preppy style is all about bright, bold, and cheerful colors. Think of a sunny day on the water or a picnic on the lawn, and you’ll get the idea. The color palette of preppy style includes soft pastels and vivid colors alike. Some of the most common colors associated with the preppy style include:

• Pink

• Green

• Yellow

• Blue

• White 

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