Want to Dress Preppy? Here's Your Ultimate Style Guide!
Photo Source: John Lewis
Preppy fashion is back and better than ever! Its timeless appeal and effortless sophistication make it a go-to style for anyone looking to add a touch of class to their wardrobe. From crisp button-downs to classic chinos, preppy style is all about looking polished and put-together. Preppy fashion has its roots in the Ivy League schools of the early 1900s, but it has evolved into a modern-day style that’s loved by many. Today, preppy style blends traditional elements like polo shirts, navy blazers, and plaid skirts with contemporary trends, creating a look that's both classic and current. Influences from fashion icons like Princess Diana and modern muses like Yara Shahidi, as well as shows like Gossip Girl, keep the preppy aesthetic alive and thriving.
In this post, we’re diving into everything you need to know about nailing preppy fashion. We’ll cover the must-have wardrobe pieces, share styling tips, and give you outfit ideas for every occasion. Ready to embrace your inner prepster? Let’s get started!
Preppy fashion has its roots in the Ivy League schools of the early 1900s, where the style was defined by the clean, classic, and sophisticated looks worn by students.
This aesthetic quickly spread beyond the campuses of Northeastern United States universities, becoming synonymous with a lifestyle of privilege, leisure, and good taste. Throughout the mid-20th century, brands like Ralph Lauren, Tommy Hilfiger, and Eddie Bauer helped popularize preppy fashion, making it a staple in American wardrobes. The Official Preppy Handbook, published in 1980, cemented the style’s place in fashion history, and shows like Gossip Girl brought it into the modern era.
Photo:@alicia_krakowska_hadid
Key Characteristics
Preppy fashion is all about timeless elegance and polished looks. Here are some defining features:
Preppy outfits often feature tailored fits and structured silhouettes, ensuring a neat and tidy appearance.
Think stripes, plaids, argyle prints, and playful gingham patterns that add a touch of sophistication and fun.
The preppy aesthetic emphasizes a well-groomed appearance, often incorporating high-quality fabrics and meticulous attention to detail.
Preppy fashion embraces a palette of bright colors and pastels, balanced with neutrals for a fresh, vibrant look.
Essential items in a preppy wardrobe include polo shirts, button-down shirts, navy blazers, khaki pants, and sweater vests.
Pearl necklaces, leather totes, boat shoes, and Mary Jane shoes add the perfect finishing touches to preppy outfits.
Essential Preppy Wardrobe Pieces
Blazers and Sport Coats
Double Breasted Wool Blazer/JacquardBlazer/One Button Blazer
No preppy wardrobe is complete without a collection of tailored blazers and sport coats. These pieces are crucial for achieving that clean, polished look. Opt for classic colors like navy, camel, and tweed patterns. Whether you're dressing up for a formal event or adding a bit of structure to a casual outfit, a well-fitted blazer or sport coat is your go-to.
Double Breasted Blazer/Pleated Skirt/Loafers/Top Handle
Button-Down Shirts
Button-down shirts are incredibly versatile and a cornerstone of preppy fashion. Look for quality fabrics like Oxford cotton and classic patterns such as stripes and gingham. These shirts can be dressed up with a tailored blazer or down with a pair of chinos. They’re perfect for layering under sweaters or wearing solo for a crisp, clean look.
Polo Shirts
Polo shirts are iconic in the world of preppy fashion. Brands like Ralph Lauren and Tommy Hilfiger have perfected this classic piece. Pair your polo shirt with khaki pants for a timeless look, or wear it under a sweater vest for added layers. The best part? Polos come in a variety of bright colors and patterns, making them fun to mix and match.
photo:@laurajadestone
Sweaters and Cardigans
Layering is key to preppy style, and sweaters and cardigans play a significant role. Cable-knit sweaters, argyle patterns, and sweater vests add texture and depth to your outfits. Pair them with button-down shirts or layer over polo shirts for a versatile look that transitions easily from casual outings to more formal settings.
Chinos and Khakis
Chinos and khakis are preppy wardrobe staples. These pants are comfortable, stylish, and perfect for any occasion. Whether you’re heading to the office, a weekend brunch, or a casual evening out, chinos and khakis in neutral colors like beige, navy, and olive are a must-have. Pair them with button-down shirts, polo shirts, or blazers for a polished look.
Photo:@seebymiriam
Skirts and Dresses
Preppy skirts and dresses are all about classic silhouettes and clean lines. A-line skirts, plaid mini skirts, and shift dresses are great options. For a more formal look, go for a knee-length sheath dress. Pair these with a tailored blazer or a cable-knit cardigan to complete the ensemble.
photo:@nomundodasabrilandia
Footwear
The right shoes can make or break your preppy look. Loafers, boat shoes, and ballet flats are all excellent choices. For a more casual vibe, go with classic white sneakers or espadrilles. In cooler weather, knee-high boots or ankle booties can add a chic touch to your outfit.
Accessories
Mini Straw Bag/Charm Necklace/
Accessories are the finishing touch to any preppy outfit. Think pearl necklaces, leather totes, and belts. Scarves, headbands, and varsity jackets also add a fun, youthful twist. Don’t forget a classic watch or a simple strand of pearls to elevate your look.
Disclaimer: This blogpost was originally published December3, 2021 and was updated July 10. 2024
