10 Pieces You Need to Stay True to Preppy Style

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One of the best parts about being a self-described "preppy" dresser is that the bulk of one's wardrobe never goes out of style. I rolled up to the first day of high school in tailored khakis, loafers, and a button-down. Today, I might not be setting trends in that look — the normcore moment has passed, after all — but the outfit wouldn't quite look out of date, either.

Another secret perk of preppy dressing is that it makes having a uniform, a go-to daily ensemble, almost criminally easy. Preppy style looks refined and luxurious, but many insiders turn to the look because it cuts down on the time necessary to get ready. The style has a high-fashion connection, too; so many designers who have a signature look turn to staples of the preppy wardrobe.

The Internet's top preppy fashion bloggers agree with my contention that preppy wardrobe staples make the best investments — these 10 essentials will stand the test of time.

A Chic Loafer

A Chic Loafer

Loafers are both pretty and practical, two qualities of top importance to a prep. Whether brown, black, navy, or mahogany leather, loafers are always in style. Palm Beach-based Stubbs & Wootton is known for its whimsical designs, including the Grey Flannel Slipper ($495). Tassels are a great feature for added effect.