By Frank Lucasale 
If your Pinterest feed has been serving up endless photos of crisp collars, pleated skirts, and varsity sweaters, you’ve already been exposed to the “New Preppy” aesthetic — the modern twist on the timeless collegiate style that’s taking over 2025 fashion feeds. Think Gossip Girl meets Old Money meets Street Style Chic.
This trend is all about effortless sophistication — looking put together without trying too hard. It’s the kind of aesthetic that says, “I just left a tennis match and brunch reservation,” even if you’re just grabbing coffee.
Let’s dive deep into the five essential pieces that define the viral New Preppy aesthetic — and exactly where you can buy them right now to nail the look instantly.
1. The Modern Pleated Mini Skirt – The Backbone of ‘New Preppy’
Nothing screams “preppy perfection” louder than a pleated mini skirt. From tennis-inspired whites to neutral plaids, this is the piece that anchors the New Preppy uniform.
Why It’s a Must-Have
The pleated skirt balances youthful energy with classic sophistication. It’s versatile enough to wear with a tucked-in button-down for brunch or with an oversized sweatshirt for that ‘academia-meets-athleisure’ vibe.
Style Tips
- Pair it with: Knee-high socks and loafers for a full-on prep-school feel.
- Color palette: Whites, creams, beiges, navy, or muted plaid tones.
- Material: Go for crisp cotton or wool blends — they hold pleats better and look luxe.
Where to Buy
- Aritzia: Their Wilfred and Babaton lines feature modern silhouettes in high-quality fabrics.
- Zara: For trendy cuts at accessible prices.
- Reformation: Sustainable and elegant options if you want to invest in a forever piece.
2. The Iconic Cable Knit Sweater – The Heart of Preppy Luxury
The cable knit sweater is no longer your granddad’s closet staple — it’s a symbol of quiet luxury and collegiate charm reborn for the TikTok generation.
Why It’s a Must-Have
The New Preppy version of this sweater has been reimagined with cropped cuts, oversized fits, and unexpected colors — yet it still carries that Ivy League heritage that makes it timeless.
It’s the ultimate layering piece: throw it over your shoulders, tie it around your waist, or wear it oversized over a pleated skirt — there’s no wrong way to style it.
Style Tips
- Go oversized: A slightly baggy fit makes it feel effortlessly cool.
- Try layering: A crisp white collared shirt peeking from underneath instantly upgrades the look.
- Experiment with color: Cream, soft grey, baby blue, or even pastel pink scream modern prep.
Where to Buy
- Ralph Lauren: The OG of preppy style, their knitwear is unmatched.
- Everlane: For clean, minimalist takes on this classic.
- H&M Conscious Line: Budget-friendly and sustainable choices.
3. The Timeless Oxford Shirt – A Wardrobe Hero
If there’s one item that bridges classic preppy and modern cool, it’s the white Oxford shirt. Once the uniform of Ivy League students, it’s now the go-to for influencers and stylists redefining “clean girl” fashion.
Why It’s a Must-Have
Crisp, structured, and endlessly versatile — the Oxford shirt can do it all. You can wear it buttoned-up for a polished vibe or open with a bralette for a trend-forward twist.
Style Tips
- Tuck it into high-waisted trousers or a pleated mini for effortless sophistication.
- Layer it under sweaters, vests, or blazers for dimension.
- Go oversized: Borrowed-from-the-boys fits are totally in.
Where to Buy
- Uniqlo: Affordable and incredibly well-made.
- Banana Republic: For sharp, office-to-weekend pieces.
- COS: Clean lines, modern shapes, and luxury feel.
4. The Polished Loafers – The Shoe That Defines the Aesthetic
Preppy fashion isn’t complete without loafers — the shoe that combines sophistication with comfort. The 2025 version, however, is chunkier, glossier, and bolder.
Why It’s a Must-Have
Loafers bring the perfect balance of old money vibes and modern streetwear edge. They can elevate even the simplest outfit — jeans, skirts, or dresses — in seconds.
Style Tips
- Go chunky: Lug soles are still dominating street style.
- Add socks: White crew socks or sheer stockings give that prep-school polish.
- Try patent leather: It adds shine and elegance instantly.
Where to Buy
- Gucci: The Horsebit loafer remains the blueprint for preppy footwear.
- G.H. Bass: A heritage brand for traditional penny loafers.
- Steve Madden: Affordable, trendy, and Instagram-worthy options.
5. The Chic Blazer – The Finishing Touch
No New Preppy wardrobe is complete without a tailored blazer. Whether oversized or fitted, it instantly makes any outfit look intentional and refined.
Why It’s a Must-Have
Blazers add that “smart casual” touch that defines this new wave of prep. Throw it over a tennis dress, pair it with jeans, or layer it on top of your Oxford shirt — the possibilities are endless.
Style Tips
- Go neutral: Camel, navy, and charcoal are timeless choices.
- Try oversized: An oversized blazer with rolled sleeves gives a modern, relaxed edge.
- Mix textures: Tweed, houndstooth, or linen — each brings its own vibe.
Where to Buy
- Mango: Perfect balance between trendy and timeless.
- & Other Stories: Known for elegant tailoring with a modern twist.
- Zara: Affordable and updated with new colorways every season.
Bonus Styling Formula: How to Nail the ‘New Preppy’ Look in 2025
The magic of the New Preppy aesthetic lies in mixing the old with the new. You don’t need to dress head-to-toe in traditional prep — it’s all about balance.
The Perfect Outfit Formula
Pleated Mini Skirt + Oxford Shirt + Cable Knit Sweater + Loafers + Blazer = Effortless Chic
Add Modern Touches
- Throw in a baseball cap for that sporty prep-school energy.
- Accessorize with pearl studs or gold hoops for quiet luxury.
- A structured mini bag completes the outfit without feeling overdone.
Pro Tip: The New Preppy aesthetic thrives on clean lines, soft neutrals, and subtle statement pieces. Think less “costume” and more “confidence.”
Why Everyone’s Talking About the New Preppy Look
The reason this trend is going viral is simple: it’s nostalgic yet modern, comfortable yet chic. It’s a return to refined dressing in an age of casual chaos.
Social media has embraced it because it’s versatile and wearable. Whether you’re a college student, a corporate girl, or a creative freelancer — the New Preppy aesthetic fits effortlessly into every lifestyle.
It’s more than fashion — it’s a mindset: “Put together, but make it your own.”
Final Thoughts
Fashion trends come and go, but preppy style has always found its way back. In 2025, it’s not just about dressing like a schoolgirl; it’s about embodying a lifestyle of elegance, confidence, and individuality.
With these five core pieces — the pleated mini skirt, cable knit sweater, Oxford shirt, loafers, and blazer — you can easily build a capsule wardrobe that feels timeless, elevated, and effortlessly on trend.
So go ahead, channel your inner Serena van der Woodsen or your favorite Pinterest muse. The New Preppy aesthetic isn’t about perfection — it’s about owning your style with grace and charm.