Preppy Outfit Ideas for Men

If you want to dress in a preppy style, then it helps to define what that is. Fortunately, it’s possible to take a vague term and turn it into something specific by looking at examples. View our preppy outfit ideas for men to get some inspiration for your new look!

What is the “Preppy” Style?

Although you may find several definitions for “preppy” that suit your needs, the “prep” style generally refers to a smart, collegiate way of dressing. It tends to be more upscale in appearance, meaning that you’ll want to dress your items up rather than down—but it can also suit a number of casual occasions.

There isn’t a specific dress code for preppy style, as it can include everything from a navy blazer to a sweater. It can mean wearing a suit and tie, or it can involve a sweatshirt. But one thing is clear: a “preppy” style means you’ll dress to impress using classic men’s clothing as your canvas.

Worst Wool and a Sweater

Our Stretch Black & White Houndstooth Check trousers offer a style that’s perfectly suited for the preppy look and give it a unique spin. These are the kinds of pants that you can wear with a suit without missing a beat, but you can also pair them with a sweater for layering.

We recommend a sweater with these worsted wool trousers. This will provide you with a “cool weather” preppy look that applies your style choices and your fabric choices with consistency. Even contrasting a wool trouser with a cotton sweater will give your outfit a stylish, unique look.

Charleston Khakis, a Button-Down, and a Tie

CHARLESTON KHAKIS WASHED FLAT FRONT

$110.00

CHARLESTON KHAKIS DRESS KHAKI FLAT FRONT 

$115.00

CHARLESTON KHAKIS, STRETCH TWILL

$125.00

 

If you want to dress up a casual pair of pants, there’s no better option than Charleston Khakis. These just may be the ultimate go-to for any preppy gentleman who needs a versatile pair of pants in their wardrobe. But to give your look some additional pep, we don’t advocate adding just any top to this outfit. We think a button-down would look nice, as well as a tie—a bow-tie, if you have one. You can pair this with a blazer, or keep it without one for a more casual outing.

Prime Poplin Shorts and the Tied Sweater

There’s no reason you always have to choose pants if you’re going to take on the preppy look. Try our Prime Poplin Self Sizer in Blue with a button-down patterned shirt and a sweater tied around the waist for that “preppy” look that uses a top as an accessory.

Shop Berle Tailored Trousers

Want more great preppy outfit ideas for men? We’ve got everything you need for the preppy look—or for any dressed-up men’s look you might want to tackle. Browse the collections at Berle for some ideas of your own, and try out a brand new style!

Dress Khakis

Featured Pieces

SUPER 100'S GABARDINE, FLAT FRONT

$160.00

POLYESTER WOOL TROPICAL, PLEATED

$85.00

CHARLESTON KHAKIS, STRETCH TWILL

$125.00

 

Wool Trousers

Featured Pieces

HOUNDSTOOTH CHECK, WORSTED WOOL

$150.00

WOOL FLANNEL, PLEATED

$170.00

POLYESTER WOOL TROPICAL, FLAT FRONT

$85.00

 

Fancies

Featured Pieces

BLACK WATCH WOOL PLAID PLEATED

$175.00

STRETCH BLACK & WHITE PLAID,

TOUCH FINISH, FLAT FRONT

$175.00

ROYAL STEWART WOOL PLAID PLEATED

$175.00

February 11, 2020 by Berle Editor
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