How To Dress Preppy Like A Pro

When looking at classic trends that have endured the test of time, preppy style undoubtedly sits comfortably somewhere near the top of the list. Here’s how to get the look!

Defined by smart crewneck sweaters, oxford button-down and polo shirts, chinos, navy blazers and refined accessories, the preppy look is about as unapologetically all-American as it gets. Here’s our essential guide to mastering the style like a pro, quicker than you shake a cufflink at. Originally a look adopted solely by prep school students in North-eastern America, the preppy trend ultimately travelled far beyond the confines of college campuses, going on to shape the collections of many iconic designers such as Ralph Lauren.

How to Dress Preppy

Now I’m not going to lie to you, there is a science behind this trend. A preppy look for guys is simply not achievable if you want to just pick out elements of the look, as you won’t come across as authentic. Don’t worry though, as we are about to give you a head to toe breakdown on achieving the preppy look

The Preppy Shirts (and Collar Types)

The classic shirt is the Brooks Brothers button-down all-cotton oxford cloth shirt. Pink is the most famous colour…One should have the shirt also in yellow, blue and white – several in white…A couple of polo shirts in even, narrow horizontal stripes (red and navy, navy and white, yellow and white) are worth having.

The Polo Shirt

The Oxford Shirt

The Seersucker Shirt

The Collars


The Preppy Sweater

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