Jun 03, 2020

How to Dress Like a Preppy Guy

From cocktail hours to weekends on the golf course—whatever you’re doing, we want to make sure you look good while you enjoy it! When it comes to creating an effortlessly charming and preppy look, the number one rule is that you never need to sacrifice comfort for style. Here’s your complete guide on how to dress like a preppy guy.

A Day on the Golf Course

The true preppy style is all about a naturally carefree yet polished look. Comfort and practicality are equally essential if you want to stay cool when the golf course gets hot. Here’s where to start:

The Charleston Khaki in Stretch Twill is a smart option for building a great golf-day outfit. With light-weight, breathable fabric and three percent spandex construction, this design is made for movement, comfort, and style. Pair this wardrobe staple with a classic polo shirt or sweater vest for a tee-riffic look.

Birthday Parties & Celebrations

Birthday parties are all about fun, so let your brighter side show by adding a pop of color to your look! Pastel hues are a must for every preppy wardrobe, and birthday parties and celebrations are the perfect time to show them off.

Seersucker Pleated Shorts are an excellent choice because they can easily be dressed up or down. For a casual look, pair your shorts with a classic polo. For dressier occasions, complete your look with a buttoned dress shirt that is light pastel or neutral in color.

Weddings & Receptions

Dressing for a formal event like a wedding sometimes feels stressful, but a few simple style tips go a long way for easing wardrobe worries. For a stress-free, preppy wedding look, tan and grey suits work best—these neutrals pair easily with hundreds of other colors. From purple to light blue and even orange accents, neutral suits are the perfect base for creating an endless variety of preppy wedding day styles.

Whether you’re attending a summer wedding or enjoying the reception, don’t sweat it! Our Performance Dress Khaki in Flat Front has the lightweight feel and breathability you need to make the most of the celebration without losing your cool.

Work & Business

Dressing for work is all about creating a cohesive look that demonstrates professionalism. However, incorporating a preppy style ups the ante by adding a dash of charm. Whether your workplace is formal or business casual, your dresser drawer always starts with the trousers you keep.

Super 100’s Gabardine Flat Fronts are the essential workplace staple. For a preppy business-casual look, pair your dress pants with a simple, iron-free button-up shirt. You can then add pops of color with the accessories you choose, like brightly colored ties, plaid pocket squares, and lightweight sweaters. Brown dress shoes tend to pair most easily with these types of looks. To elevate your outfit further, add the blazer of your choice. As a bonus, this unique style easily transitions from early mornings to after-work happy hours!

Shop Timeless Staples Every Preppy Wardrobe Needs

We hope you enjoyed learning how to dress like a preppy guy! When it comes to building a timeless, preppy wardrobe, the first rule is to choose quality basics that are built to last and never go out of season. The second rule is to choose pieces that are perfectly tailored for you. Shop our tailored collection from Berle today to find your perfect fit!