preppy outfit

Prep school cool

Inspired by iconic John Hughes' films from the mid-'80s -- think Pretty in Pink and Breakfast at Tiffany's -- this classic style is a fashion trend that truly never fades. From little black dresses and structured white blouses to Audrey Hepburn-esque pearls, here are six polished pieces we've pulled to comprise the classy prep style:

silk chiffon dress

Silk-chiffon chemise

Every woman needs a glamorous chemise on hand -- one that's exquisite, yet classic and can stand the test of time. We're swooning over this Jenny Packham hand-painted silk-chiffon dress with a peachy perfect color and crystal embellishments. Going to bed has never looked so delicately feminine. Simply wear this on your honeymoon and have a grand ol' time.
little black dress

Little black dress

A mainstay and absolute wardrobe essential for any classy prep gal is the LBD a la Audrey Hepburn. Classic, sleeveless and expertly tailored, Theory's little black dress hits just above the knee and is effortlessly versatile. Accessorize with your mother's diamond studs for an elegant look that's evening ready.
Pearl necklace

Knotted pearl necklace

To some, diamonds are a girl's best friend, but not the classy prep. Her jewel of choice by far? Why the pearl, of course. Get your fix with a modern update on this classic style -- Janna Connor's knotted white pearls are the perfect way to rock tradition with beauty, class and flair.

Bow trim slingbacks

We can totally picture these pale-hued Valentino bow trim slingbacks on the likes of refined Upper East Sider and fashionista Blair Waldorf. With chic faux pearls that adorn the bow and a half-inch platform, we think we may have just spotted our next Gossip Girlshoe obsession.

More pretty, preppy styles we love >>

sash skirt

Sash skirt

Renowned for their always on trend, preppy chic style, J. Crew is a no brainer for a lady of class. We're absolutely smitten by their ultra feminine, light pink sash skirt. Simply pair with a cashmere ribbed sweater or white button down blouse for a look that's straight out of the catalogue.


ralph lauren polo

Sleeveless polo

You may not play polo, but that doesn't mean you can't channel the trend. Go country club cool and add your own signature touch when you purchase Ralph Lauren's classic-fitting, sleeveless tournament polo. Not a fan of the custom monogram? Create your own on their website for a personalized look.

more classy prep style

How to wear the classic look trend
PHOTOS: Top classy prep looks
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Tags: classy prep

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