How to Dress Preppy: A Guide on the Right Clothes to Wear

Tuesday, January 7th 2020, 6:48 am
By: News On 6

Dress Preppy

Dressing preppy might be your style. Whether you are going for an effortless chic look to wear to the office or a casual date we are sharing all about the preppy look here. If you want to learn how to dress preppy then make sure you keep reading.

We are going to share must-have pieces to help you create a sophisticated, classy, girly, and preppy wardrobe.

How to Dress Preppy With Dresses

It is possible to dress preppy with your dress as your main piece. Preppy dresses are quite popular because of how easy they are. You slip on the right preppy dress and you can either show up for an interview or go out to lunch with your friends and either occasion look great!

Sheath preppy dresses are perfect for more formal occasions because they are thick. You can pear this preppy dress with a long necklace and mary jane heels and look stunning. You can also tone it down with a cardigan or a blazer.

Girly Blouses

If you prefer two pieces then have a few girly blouses in your closet to pair with either pants or skirts. You want to look for blouses that are a bit loose and not tight on your chest but not too loose that you can’t tuck them in. Preppy tops will not be revealing or sexy they are more on the conservative side.

A few feminine blouse ideas are ruffled tops, polka dots, or a silky top with a bow. You can pair any of these with a pencil skirt and head to work or a night on the town.

Striped tops are a popular preppy top choice. You can say a whole lot with stripes. If you’re going into the office you can wear a striped top with a solid color blazer on top and slim fit classy pants. You can also wear a striped top with a denim skirt and accessorize with a bold color clutch.


You can’t say you have a preppy wardrobe without owning a blazer. Blazers are part of the perfect preppy attire because you can put them over a dress or you can pair them with pants or a pencil skirt.

They will give you the perfect preppy look no matter how you wear your blazer. If you pair your blazer with colored pants and knew high boots you will feel like a million bucks as you walk around town. You can accessorize it with a long necklace and throw a chic headband on your head to finish off the look.


A well-places girly headband can tie in your entire preppy look. You can have several different headband options to go with various outfits.

You can opt for a bold bow headband when your outfit doesn’t have other cutesy items. When you style a bow headband correctly you will get compliments on it all day long. If you have been putting off washing your hair and want to mask your greasy roots you can wear a ponytail and throw a headband on to complete your look.

If you want a more luxe look you can poof the back of your head, poof the crown, and spray some hairspray and add a headband for a little glam.

Pearls Are Your Friends

Pearls are a staple of all classy and preppy looks. The great thing is that nowadays you do not have to spend a ton of money on real pearls. you can opt for lookalikes that still look great.

A pearl brooch will add to any blazer lapel or to hold a scarf in place. You can also choose pearl stud earrings to any outfit. Whether you are wearing jeans and a preppy tee or a blazer pear stud earring can make any outfit.


We are going to talk about colored pants right now. Whether you choose chinos or skinny jeans you can opt for some color to enhance your preppy look. Colored pants can look sophisticated vs denim which can look more urban style.

If you pick up some colored skinny pants you can fold the hem an inch (make sure you do not fold them up more than an inch) and then fold them over one more time. Doing this will make your legs look longer and will have you looking fab.

Ballet Flats

Who doesn’t find ballet flats comfy? The good news is that they are a very important part of preppy and sophisticated outfits. Ballet flats are super versatile making them look great with pants, skirts, or dresses.

If you prefer girly then ballet flats are for you. If you prefer less girl then pick up some penny loafers instead.

Mary Jane Heels

Pumps are fab but Mary Jane heels give you that extra oomph. They are more comfortable than regular heels and give you extra support around your ankles.

Whether you choose to wear them with jeans, or a pencil skirt you will be comfortable and look great.

Ready to Shop for Some Preppy Gear?

Now that you know how to dress preppy are you ready to go shop till you drop? Ok maybe not for that long – but you get what we mean. Now you have an idea of what items to choose to pull off the preppy look.

Make sure that you have fun while you are shopping and only buy pieces that you truly love. If you don’t truly love it, do not buy it.

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