18 Preppy Outfits You NEED In Your Closet (Gossip Girl Style)

*Note, this post about preppy outfits contains affiliate links, which means that if you make a purchase through a link on this page, I receive a small kickback at no extra cost to you.

This post is all about aesthetic preppy outfits, how to recreate them, and my top styling tips for each one.

If you love fashion, you’ve definitely come across this trend before!

I absolutely adore this trend because it’s super cute and aesthetic.

With preppy outfits, you’ll see lots of smiley faces, hearts, skirts, dresses, and shades of pink.

Today, I’m sharing some super cute “outfit recipes” to help you easily create outfits that automatically look aesthetic and put together.

I’ll also be talking about styling tips for each one and sharing preppy pieces I think are perfect to recreate these looks.

If you love fashion and you’re looking for some new outfit inspiration (and want to look like you stepped right out of Gossip Girl), keep reading!

18 Preppy Outfit Ideas

#1: Pink Crewneck & Denim Shorts

The first preppy outfit idea I have for you is an aesthetic crewneck or t-shirt plus denim shorts.

Pretty simple! I absolutely love the trend of cute smiley faces and positive quotes when it comes to preppy fashion. 

I found this crewneck on Etsy that I think is simply adorable (it’s the one in the image above).

Good vibes all around!

Related: 5 Cute Ways To Style Platform Sneakers + Trendy Outfit Ideas!

#2: Blue Mock Neck Sweater & Skirt

preppy outfits

Source: etsy.com

My next preppy outfit recipe for you is an aesthetic crewneck (or in this case a mock neck) plus a pleated tennis skirt.

I love the traditionally feminine yet sporty vibes this outfit has and I think the mini purse is such a cute addition.

This is another outfit that would look so good with sporty accessories like baseball caps, white sneakers, tennis shoes, crew socks, and sunglasses.

#3: White Off-The-Shoulder Baby Doll Dress

My next preppy outfit idea is a puffy sleeve baby doll dress!

These are so summery and make the perfect dinner outfit for when you want to dress up yet be comfortable.

You can easily dress this outfit up or down depending on how you accessorize it.

I think small heels, a matching handbag, and a simple necklace are some great places to start!


#4: Puffy Sleeve Blue Dress

blue preppy baby doll dress

Love the last idea but looking for a pop of color? Try a blue baby doll dress with some ultra puffy sleeves for an adorable, girly aesthetic.

This outfit would look super cute with bright white sneakers, or some pumps for a dressier look.

#5: Off-The-Shoulder Sweater & Skirt

preppy outfit idea

Add a twist to a traditional button up sweater by draping it off one shoulder. Complete the look with a super pretty lace white skirt like the one in the inspiration photo!

#6: Classy Neutral Sweater & Jeans

preppy outfit with sweater and jeans

This next preppy outfit is definitely giving me “clean girl” vibes. We’ve got a gorgeous, neutral v-neck sweater that’s perfect for anyone wanting a classier, academia inspired look.

To add a casual touch to your outfit, pair your sweater with some classic denim jeans.

#7: All Black Ensemble

black preppy outfit

This next outfit screams “it girl strolling the streets of Paris,” at least to me!

All black preppy pieces will always give you a striking, well-coordinated appearance. For some classy details, add pieces like thick headbands, mini hand bags, tops with collars, and classic gold jewelry.

#8: White Crop Top & Pink Pants

aesthetic outfit for spring summer with pink pants and white top

The perfect casual ensemble for warm weather, this next outfit is a simple one to recreate. Take a cute white crop top (try square neck ones to get this look) and pair it with baby pink pants and white platform sneakers.

Related: 14 Outfits To Wear To A Tennis Match (Preppy, Sporty, & Stylish!)

#9: Brown Sweater & Skirt

preppy outfit with brown sweater and skirt

If you adore academia inspired fashion, you’ll love this next idea! For this outfit, you’ll want to layer some neutral or brown toned sweaters or sweater vests.

Then, finish the look with a matching skirt. A simple pattern like plaid will help add to the academia aesthetic. Cute accessories can include dainty watches and headbands.

#10: Pink Oversized Sweatshirt & White Skirt

preppy outfits

This outfit is such a cute mix of casual and preppy. Plus, hot pink and white make for a striking and super pretty color combo.

Pair an oversized sweatshirt with a ruffle skirt, and finish the look with some matching sneakers or even sandals if it’s warm out.

#11: Pink Zip Up & Flare Leggings

aesthetic outfit idea with pink sweatshirt and flare leggings

This is a really cute, casual take on preppy style. It’s also super easy to throw together if you’re in a hurry.

All you need is a sweatshirt or hoodie and some classic black flare leggings. To complete this casual ensemble, comfy sneakers will work beautifully.

#12: Headband, Button Down Shirt, & Cargo Shorts

preppy outfits

Next is a look I think screams “spending summer in the European countryside.”

While not overly dressy, this outfit manages to still look very well thought out and put together. That’s thanks to the little details it features like a headband, classic jewelry, shirt buttons, and a belt.

#13: Cropped T-Shirt & Pleated Skirt

aesthetic outfit with skirt and t-shirt

This preppy outfit is great if you’re looking for a super comfy and breathable set. To recreate this casual look, take a simple cropped tee and pair it with a gorgeous pleated skirt and sneakers.

You’ll notice how this girl matched the blue letters on her shirt to the blue in her skirt, which is adorable and incredibly aesthetic!

#14: Button Down Shirt, Pants, & Statement Boots

preppy outfits with neutral colors

I’ve talked a lot about warm weather fashion, but don’t worry, because you can still express your preppy style when it’s cold out. This outfit is a perfect example!

For this one, try tucking a sweater into some plaid pants. For a statement addition (and to keep your feet toasty) finish the look with some platform boots.

#15: Argyle Collared Top & Jeans

blue preppy outfit with sweater and jeans

I’m definitely getting Gossip Girl vibes from this outfit! Plus, the light blue and white tones are so aesthetically pleasing together.

Recreating this look will mean finding a top with a cute neck collar and argyle or plaid patterning. I also love the idea of simplifying this outfit with some classic blue jeans.

Related: 8 Cute Outfits For College Girls (That Are ACTUALLY Comfortable To Wear To Class)!

#16: Bright Pink Matching Set

pink preppy outfit with sweatshirt and shorts

For a really pretty and casual look, you can’t get much better than a matching set like this one. You don’t even have to think about how to style it, just throw it on and you’re ready to walk out the door or just lounge around the house.

#17: White Shirt & Frilly Floral Skirt

preppy outfits

This ensemble is an adorable option for something like a spring concert or a night out at dinner.

To get this look, find a simple, fitted white top and pair it with a patterned skirt. The simplicity of the shirt will help balance out the patterns, creating an aesthetically pleasing and well-coordinated appearance.

#18: White Crop Top & Pink Sweatpants

casual preppy aesthetic outfit with white top and pink sweatpants

And finally, for the ultimate comfy set, take some pink sweatpants and pair it with a simple top.

You can accessorize with jewelry or hair pieces to dress up this super cute outfit.

Outro & Closing Thoughts

 

Today, I talked about 18 super cute preppy outfits you need to recreate!

I had so much fun putting this post together because I genuinely love styling and designing outfits.

I hope this post gave you some great outfit inspiration and that you found a piece you love from one of my recommendations. 

Thanks for reading my post “18 Preppy Outfit Ideas You NEED In Your Closet Right Now! (Gossip Girl Inspired).”

Read this next: Clean Girl Aesthetic 101: Minimalist Outfit Ideas To Pull Off The Look!

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Nikki Lo

Editor-In-Chief, yogi, small business owner, among other things! Catch me binging YouTube, decorating, or exploring my current home city of Rochester, NY.

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