10 Most Popular Preppy Styles And Variations

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Any mention of Preppy styles makes us immediately imagine core Preppy clothes and accessories like Oxford shirts, chinos, navy jackets, rep ties, and loafer shoes.

However, Preppy fashion is far more diverse and versatile than you might think.

From the laid-back vibes of the Athleisure Prep style to the rebellious nuances of the Preppy Punk style, there’s a vast array of Preppy outfits and stylistic variations.

In this comprehensive guide, we’ll explore ten popular types of Preppy styles that retain the essence of this timeless look while offering exceptional twists for the most demanding fashionistas.

1. Casual Preppy Style

Casual Preppy Style Dressing Fashion Outfits

The Casual Preppy fashion style is a less formal take on the traditional New England Preppy style.

The style combines classic preppy clothes like polo shirts and navy jackets with casual wear like jeans and sneakers for a modern, laid-back look.

Solid Knit Polo Zipper Cardigan High Waist Belted Wide Leg Shorts
Vans UA UltraRange VR3 sneakers in vintage white Square Frame Fashion Glasses with Box

2. Preppy Boho-Chic Style

Boho Preppy style clothing

This way of dressing combines Preppy and bohemian aesthetics in structured, classic clothes. but with earthy Bohemian colors.

Think patterned blouses tucked into chino shorts or maxi skirts paired with buttoned-up blouses.

Kate Middleton is the perfect example of a celeb mixing classic preppy elements with bohemian influences.

OVERSIZED TIE BACK SHIRT Mid Waist Floral Maxi Skirt
Studded Western Belt T BAR PU LOAFERS

3. Preppy Goth Style

Goth Preppy Style

The Preppy Goth fashion style blends the crisp cuts and lines of the Preppy aesthetic with the dark and mysterious aesthetic of the Goth fashion style.

Imagine a black and white striped Oxford paired with black chinos and loafers or a black button-down shirt matched with a white sweater vest.

Evan Rachel Wood is a famous celeb known for mixing gothic clothes and accessories into the classic preppy style.

Frenchy Striped Print Button Front Shirt High Waist Solid Tapered Trousers With Belt
Script chunky mid heeled loafers in black patent Lilith silver Necklace

4. Preppy Punk Style

Preppy Punk style dressing and oufits

The Preppy-Punk fashion style combines the traditional Ivy League preppy style with punk’s rebellious and edgy aesthetic.

Imagine a plaid skirt matched with a tucked-in Punk band t-shirt, a pair of Doc Martens, and a leather jacket.

British model Agyness Deyn and British singer Pixie Lott have some of the best outfits that mix punk and preppy-style clothes and accessories.

Stay Wild Jersey Round Neckline Graphic Letter Short Sleeve Tee Tartan Pleated Chain Mini Skirt
Dr Martens 1914 quad harness leather boots in black Leather Biker Jacket

5. Preppy Emo Style

Emo Preppy Style fashion and outfits

The Emo-Preppy fashion style merges core Preppy aesthetics with the emotional and dramatic characteristics of the emo style.

Think about a graphic tee layered under a v-neck sweater, paired with skinny jeans and a pair of Converse.

Singer Pete Wentz of Fall Out Boy was a big proponent of this style during the mid-2000s.

POPLIN RELAXED SHIRT Frenchy Ribbed Knit Drop Shoulder Cricket Sweater
PETITE HIGH RISE DISTRESSED SKINNY JEANS Vans Old Skool Stackform sneakers in black and white

6. Preppy Grunge Style

Grunge Preppy style fashion outfits

Preppy Grunge fashion style showcases a ‘laid-back’ grungy aesthetic fusion with a traditional preppy style.

The alternative Preppy style is similar to Preppy punk, but generally, it uses more earth-toned, muted colors.

Imagine a flannel jacket layered over a polo shirt, distressed jeans, and combat boots.

Kristen Stewart is a celebrity known for incorporating grunge elements into his Preppy fashion style.

Lettuce Trim Rib-knit Polo Shirt Plaid Print Drop Shoulder Shirt
Denim Solid Straight Leg Jeans lace up chunky flat boot in black

7. Preppy Streetwear Style

Street Style Preppy fashion outfits

The Streetwear Preppy fashion style mixes the casual and relaxed aesthetics of the streets with strict and classic Preppy elements.

Picture a graphic tee under a collegiate blazer paired with joggers and a pair of Yeezys.

A$AP Rocky’s Preppy Street style is hailed as one of the most unique and trendiest looks.

Solid Knotted Jersey Trousers adidas Yeezy Boost 350 V2 Static Non-Reflective

8. Pastel Preppy Style

Pastel Preppy Style Fashion Outfits

The Pastel Preppy fashion style retains the traditional Preppy aesthetic but uses pastel colors instead of classic colors.

While sometimes confused with the Southern Preppy style, the Pastel Preppy look comprises pastel-colored clothes and accessories, including blazers, sweaters, and even chinos.

Striped Trim Cable Knit Sweater NYLON SUPER OVERSIZED SHIRT
Fold Pleated Slant Pocket Suit Pants Workwear QUILTED SQUARE TOE MULE SANDALS

9. Tech Prep Style

Tech Prep Style Dressing Fashion Outfits

The Tech Prep fashion style gives the Ivy League Preppy style a modern, technical spin.

The look is achieved by infusing performance polo shirts made of innovative fabrics, techwear chinos, and weatherproof outerwear.

 Letter Pattern Striped Trim Drop Shoulder Cricket Sweater Plaid Print Lapel Neck Flap Detail Single Breasted Blazer
Low Rise Camo Print Flap Pocket Cargo Pants adidas Originals Nizza platform sneakers in black and white

10. Athleisure Prep Style

Athleisure Prep Style Fashion Outfits

Athleisure Prep variation sees athletic apparel elevated by traditional Preppy wear, such as tennis dresses paired with cashmere cardigans or golfing pants styled with branded polo shirts.

Polo Collar Drop Shoulder Letter Graphic Pullover Knit Mid Waist Contrasting Binding Pleated Mini Skirt
Cider Social Club Graphic Crew Socks adidas Originals Nizza Platform sneakers in triple white


We hope this guide in Preppy fashion style variations gives you inspiration and the confidence to master a unique take on this enduring look.

Start with the lighthearted look of the Casual Preppy style and advance to the futuristic feel of the Tech Prep style.

Then, showcase your inner rebel through a Preppy Punk outfit and finalize the Preppy journey with an Athleisure Prep outfit for an aid-back vibe.

As the Preppy styles evolve, so can your personal style match your unique tastes and personality.

Weekly Newsletter

Keep up with the latest in fashion, beauty and style!

After years of managing hundreds of fashion brands from London's office of a global retailer, Mandy has ventured into freelancing. Connected with several fashion retailers and media platforms in the US, Australia, and the UK, Mandy uses her expertise to consult for emerging fashion brands create top-notch content as an editorial strategist for several online publications.

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