101 Cute Preppy Outfits For Girls

Based on definition, preppy pertains to the style of dress that are typically seen in girls or women who are attending or have attended a expensive prep school. This means skirts, cardigans, blazers and plain shirts. Not much bodysuits, tattered jeans and denim cut-offs. Mostly, these women purchase their clothes over at expensive clothing stores and maintain a prim and proper decorum. However, as time passed by and media played a huge role in the society, the preppy style meant something else.

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This look is perfect for casual days or an early office meeting. Simple yet stylish.
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Victoria Beckham is a fashion icon and this simple look is one of the reasons why.
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This is one evidence of how important blazers are in your wardrobe. It will give an extra ounce of professionalism in your outfit.

Everything had changed when the TV series Gossip Girl have shown elegant, sophisticated women in their natural habitat. Blair Waldorf, played by the amazing Leighton Meester, has managed to show how rich girls dress and act. This was followed by Glee, which was set on a high school and showed how diverse fashion was, but it all pointed towards the same direction. This upsurge in the number of preppy fashion icons gave way to numerous Pinterest posts about skirts and cardigans. And now, we are seeing a new age of preppy fashion; a time that is more open to changes and new styles. But, if you want to go preppy, here are some of the things you need to have in your closet pull off the look.

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A very cute combination of blue and pink with just the right amount of sophistication.

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A black dress can be cute too! Just wear a blazer over them and let your quirkiness shine.
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The perfect school outfit that lets your inner socialite shine.
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Get lost at a new place in style.


This clothing item screams sophistication. You can look elegant and posed with a blazer. The good thing is that it comes in different colors, so you can play up your style whichever way you want to. It is also very versatile. You can wear it to the office, a formal event or a family dinner. Invest in one know and you are already one step ahead to looking sophisticated.

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The key to looking chic is to find the balance. One way to achieve that is to mix and match fitted and loose pieces together.
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Stay within the conservative zone without being too boring.


There are a lot of reasons why you need to get yourself you own sweaters. One, they are versatile. You can wear it as is or layer it on top of a shirt. Two, there are a bunch of sweaters out there that has cute designs and prints that will make you look adorable. And third, you can wear it in a variety of ways in a variety of occasions. Just know how to style one and you’ll be good to go.

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Stay cozy during rainy days in style by pairing scarves, boots and pants.
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A loose top with boots and tight pants? Perfection.


Not everyone is well-coordinated enough to wear a pair of heels. So, to look cool and escape the torture device known as high heels, settle for a good pair of flats. Flats are probably one of the easiest types of footwear to match outfits with. They are very feminine and goes well with a lot of outfits. They are also extremely comfortable and can help you get through a day without blisters.

There are a lot of different ways to look preppy. Just remember to stay true to your style and always remember to be who you really are.

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All the basic closet pieces made better by a colorful cardigan. So, start investing in one!
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A cool halter top with shorts is probably the best summer outfit.
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Brighten up your look with a bright pink blazer.
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One of the biggest trends these days is pairing a dress with sneakers. This is one way to pull that look off.
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Show some skin and sophistication with this outfit. Pair a halter top with high-waist shorts and cover up with a blazer.
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A must have outfit for a sophisticated, elegant look; above-the-knee skirts and a colored, long-sleeved shirt.
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Break the monotony and show people your rebellious side by wearing a cool jacket and aviators over your cute dress.
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Dress like grown-up by wearing neutral colored blazers over a plain top and a pair of white pants.
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Plaid shirts get an upgrade by pairing them with bright shorts and a cool attitude.
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Layer a sweater over your shirt and protect yourself from the cold while looking stylish.
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Another way to wear the sweater-over -shirt combo is to wear them with sneakers and look sporty and classy.
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Feeling a bit skinny? Look fuller by wearing this striped tops with white pants and a pair of matching low-heeled pumps.
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Look elegant and presentable by wearing this lovely dress an a pair of open-toed heels.
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Be trendy by rocking a vibrant pink dress with below the knee boots and a vest.
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Feel the school spirit while wearing this pencil skirt with a black sweater over a white shirt.
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Look incredibly chic in school by rocking this knitted sweater and a plaid skirt.
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Look cool and relaxed with this gorgeous ensemble.
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Slay office fashion with a corporate blazer over a dark hued top and top this look with a pair of bright colored pants and some serious looking pumps.
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Be ready for office and an after work dinner date by wearing a nice set of pants, white shirt and a colorful cardigan. make everything look cute and interesting by wearing a little bow.
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Be sporty and cool by rocking a white sneaker look. Wear them with your usual casual wear and give your outfit and extra edge.
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Look cute in peach by wearing a sweater over a grey top, a pair of jeans and some heels.
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When wearing brightly colored pieces, don’t go over board and wear bright colors everywhere. Stick with neutral colored pieces then match your vibrant color outfit with accessories.
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Be ready for a dinner date and a stroll in the park by wearing jeans, a cute top and a jacket. Don’t forget to wear comfortable shoes!
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Play the layering game right by wearing a skirt over leggings and a shirt over a cute sweater.
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Wear your colors right and everything will fall into place.
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Make contrast your best friend by matching a light blue shirt over a dark red sweater.
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Add a color punch to your outfits by mixing neutral colored tops with vibrant blazers and cute shoes.
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Dress like grown-up by wearing neutral colored blazers over a plain top and a pair of white pants.
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Liven up your top with clothes that has cute and unique accents on them. make sure they would go well with the over-all look.
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Be stylishly funky with this cute white top and black skirt combination. Break the monotony by wearing a beige cardigan.
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If every you choose to go for the all-black look, change up your look by wearing a jacket or accessories that has a bright color.
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Be stylish and chic by mixing neutral colors and the right textures together. Pull this look off for instant sophistication.
Who says nerdy people can’t look cute?? Brighten up your face with a red scarf and change from nerdy to trendy.
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A staple item in your closet in order to loom preppy: A large handbag. NEVER FORGET IT.
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Be colorful with this cool mix of yellow sweater under a bright red jacket and a pair of blue pants.
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When going monochromatic, remember to play with textures and weight.
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A long blazer can help you look taller and make your entire outfit look more stylish.
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If you want to make the entire look more colorful, try not to rely on your clothes too much. Opt for a brightly colored bag for a good mix of style and function.
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Stay warm during the gloomy season by wearing a coat over your cute outfit. Make sure it works for your frame and fits you well.
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Learn to mix and play with different types of fabric and styles, like denim.
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Pair a floral dress with a pair of neutral colored heels and look summer ready.
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Mix up your look by wearing your outfits under a bomber jacket.
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Play with shades and try to mix dark and light hues.
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Sometimes, being preppy means layering too much clothes. Learn to stick the balance between comfort and style and make sure to always choose comfort.
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Look elegant in a cute pink and white checkered dress. Pair them with ankle straps and a cute handbag and you look ready for a date.
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Blacks and white can be a bit boring. Mix up your outfit with a punch of bright colors like blue or red.
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Blacks and white can be a bit boring. Mix up your outfit with a punch of bright colors like blue or red.
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Remember to mix and match colors PROPERLY. Don’t go overboard and try to stay calm.
Who says nerdy people can’t look cute?? Brighten up your face with a red scarf and change from nerdy to trendy.
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Remember what we talked about black and white being boring? You can also shake things up by wearing animal prints like leopard.
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The perfect example of wearing monochromes the right way.
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Another good way o showing the right way to wear clothes of the same shade.
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Look fierce and fabulous in the simplest ways. Tuck your shirt the right way and you will look more badass.
Again, learn how to be simple and you will go the distance, fashion-wise.
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Playing the shade game right, pair a dark blue top and heels with a bright red skirt and you will look cool.
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Stay cool with a nice coat and you’ll be stylish and comfortable at the same time.
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Stay trendy with this off-shoulder top and a nice pair of red heels.
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Stay cool by wearing the leggings over shorts combo. Stay warm and stay cool.
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One way to brighten up office outfits? Wear a nice, colored blazer.
Where else would you look for style inspiration? Taylor Swift just proved that she is the best in everything, including fashion.
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Play the layering game right by wearing a skirt over leggings and a shirt over a cute sweater.
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A simple T-shirt and some jeans is enough to look preppy. Just make sure to bring the confidence and elegance with you all the time.
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Stay sweet yet stylish with this cool ensemble.
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Look ready to rock and roll with this leather party.
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Be timeless and sty elegant. This is truly one of most women’s goals in life; to age fabulously.
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Grey top and black skirt with a pair of dark red low-cut boots. Look chic as ever.
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A nice top with just jeans will be more than enough if paired with a nice, cute pair of nude pumps.
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Break the boring monotony of black and white by wearing a punch of color.
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Be ready from any event by wearing this nice blue and white combo.
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Blue on the top and all black at the bottom. What a cool way to play with colors!
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Need some help incorporating colors to your outfits? Try wearing floral dresses and tops.
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One way to add some oomph in your outfit? Wear some badass sunnies.
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Remember what we were talking about wearing floral pieces to add some spunk into your outfits? Here’s the best example.
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An oversized top over jeans and some boots can give off a nice cool vibe.
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Add some drama to basic pieces by wearing one that has a good details of designs, accents and detail to them. This gives of a fresh look to the outfit.
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Look delicate and stunning by wearing a metallic pair of heels with your neutral colored outfits. Stay alert for Prince Charming.
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Look preppy and chic by tucking in a long sleeved shirt over jeans and doll shoes. Don’t forget the matching jewelry and the bag!
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Prepare to explore a new place by wearing cute, simple pieces and make sure to wear a cardigan or a blazer to keep yourself warm.
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Look alive and colorful with this cute combination of white and green on lace.
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Add some spunk to your outfit by wearing a nice denim jacket and some white sneakers.

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