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How To Get The Look: Modern Preppy 🎾🎀

Purple Star emoji 18 items
Classic, colorful and perfectly put together, the modern prep takes traditional collegiate staples and refreshes them with bright pastels and feminine silhouettes. It’s a style that feels both athletic and academic, balancing the crispness of a tenni...
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The Preppy Staples 🏫🧵

The foundation of the Preppy look is built on structured pieces and sporty silhouettes. These items are meant to look "pressed and polished" at all time. It's the kind of wardrobe that would get you an A+ in style for!
 
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The Wilson Midtown Pleated Tennis Skirt is the quintessential preppy bottom. It features sharp, athletic pleats that provide movement without losing their crisp edge. It’s a high performance piece that transitions perfectly from the court to a lunch ...
The Signature Tennis Skirt: Wilson Midtown Pleated Tennis Skirt
 
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The Polo Ralph Lauren Cable Knit Cardigan in a vibrant "Preppy Pink" or "University Blue" adds a soft, feminine layer. The braided texture is a heritage detail that makes any outfit look instantly more expensive and put together. 🧶🌸
Polo Ralph Lauren Cable Knit Cardigan
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An argyle sweater vest adds an immediate "honors student" vibe to any look. The geometric diamond pattern is a preppy hall-of-fame print that looks best layered over a crisp collared shirt. ♟️📐
Vintage Polo by Ralph Lauren Argyle Cashmere Sweater Vest
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A rugby shirt brings a bold, athletic edge to your wardrobe. The contrasting white collar and thick horizontal stripes are a nod to traditional sports heritage. 🏉🎨 It’s the perfect "stolen from a boyfriend" look that still feels incredibly polished...
Polo Ralph Lauren Iconic Mesh Rugby Shirt
 
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The J.Crew Excursion Quilted Vest is the ultimate transitional piece for the "off-duty" prep look. With the hardware and slim quilting, it adds warmth without the bulk, looking perfectly at home over a striped turtleneck or a button down. 🍂🐎 It’s a...
J.Crew Excursion Quilted Vest
 
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In the 2000s, one polo wasn't enough, you wore two with the collars popped! 🐊🎾 The goal was to have the piqué cotton collar standing up tall.
Lacoste Women's Classic Fit L.12.12 Polo
 
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A denim mini skirt was the unofficial uniform of 2005. Usually worn with a frayed hem and a thick leather belt, it was the casual Friday version of the tennis skirt. 👖✨ It’s the perfect piece for that "Summer in the Hamptons" vibe.
The Denim Mini Skirt

The Finishing Touches 🎀✨

In a preppy world, accessories aren't just additions, they're the social identifiers! These are the "rules" of the look that take a simple outfit and turn it into an ensemble.
 
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Inspired by the legendary style of Gossip Girl, this hand knotted headband features faux pearl embellishments on soft velvet. It instantly elevates your hair game, making even a simple ponytail look intentional and elite. 🎀👑
The Blair Waldorf Statement: Lele Sadoughi Velvet Pearl Knotted Headband
 
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The Kiel James Patrick Valerie Pearl Necklace adds a quirky, "New England summer" twist to traditional jewelry. It features a strand of hand knotted glass pearls finished with a signature gold anchor clasp. 🐚⚓ It’s the perfect way to signal a love f...
The Nautical Heirloom: Kiel James Patrick Valerie Pearl Necklace
 
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The L.L Bean Boat and Tote (Open Top) is a preppy icon that has been handcrafted in Maine since 1944. Made from heavy duty 24 oz. canvas, it's virtually indestructible. 👜🛶 The preppy move is to get yours custom monogrammed with your initials or a c...
The Personalized Carryall: L.L.Bean Boat and Tote Open Top
 
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These feature a 360° lacing system and razor cut, wave siping for traction, making them the functional choice for anyone who spends their weekends on a dock or a deck. ⛵👞
The Seaside Staple: Sperry Authentic Original Boat Shoe
 
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The smell of 2008 in a bottle! Juicy Couture Viva La Juicy Eau de Parfum with its giant pink bow and gold charms was the ultimate vanity centerpiece. 🎀🍓 It’s a mix of wild berries, honeysuckle, and caramel.
The Juicy Couture Viva La Juicy Perfume
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The Extracurricular Essentials 🎾💄

The preppy lifestyle doesn't end when the bell rings. Whether you’re heading to tennis practice or a student council meeting, these items ensure you stay glowing, organized and perfectly on brand for a life of high achieving leisure.
 
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The Dior Addict Lip Glow Oil in '001 Pink' is a preppy beauty legend. It uses a pH-reacting formula to give you a customized rosy tint while drenching your lips in nourishing cherry oil. 💄✨ It’s the perfect no makeup makeup staple for a polished, cl...
An Iconic Lip: Dior Addict Lip Glow Oil in 001 Pink
 
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Supergoop! Glowscreen SPF 40 is the secret to effortless skin. It’s a multitasking tinted sunscreen that acts as a luminous primer, leaving your face with a dewy, pearlescent finish while protecting you during outdoor matches. ☀️🎾 It’s the ultimate ...
The Golden Hour Glow: Supergoop! Glowscreen SPF 40
 
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This tinted balm gives you that perfect, just-came-from-the-court glow. This silicone free cream blush blends seamlessly into the skin for a natural, rosy nude finish that won't clog your pores during practice. 🌸🍎 It’s clean beauty that fits the pr...
The Sun-Kissed Flush: The Tower 28 BeachPlease Luminous Tinted Balm in 'Magic Hour'
 
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Vacation® Classic Spray SPF 50 isn't just protection, it’s known as "the world's best smelling sunscreen," its award winning scent features notes of coconut, pool water and swimsuit lycra. 🏖️🍦 It’s the olfactory equivalent of a summer at the club.
The Retro Leisure Scent: Vacation® Classic Spray SPF 50
 
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A personalized tennis ball set is the ultimate way to show your school or club spirit. High quality balls in a sleek, customized box make for the perfect "extracurricular" flex, whether you're playing a serious match or just practicing your serve. 🎾...
The Championship Set: Personalized Tennis Ball Gift Set
 
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The Stanley Tumbler (30oz) has become the modern preppy water bottle of choice. It fits in a car cup holder and keeps your water ice cold through a long day. 🧊💧
The Stanley Quencher H2.0 Flowstate™ Tumbler | 30 OZ