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40 Cute Preppy Outfits That Put Gossip Girl To Shame

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Have you always wanted to look like a private schoolgirl with their cute outfits? If so, here are the cutest preppy outfits that you can recreate!

When we talk about preppy outfits, we think of Blair Waldorf and Serena van der Woodsen – the iconic queens of preppy outfits. In the world of Gossip Girl, it’s all expensive clothing – after all, private schools are exclusive, preppy, and chic. You can’t help but be a little envious at their outfits too: a little plaid skirt goes a long, long way.

Preppy outfits usually include plaid in any form – skirts, trousers, blazers, even hats. This aesthetic also includes sweater vests, sweaters, pleated skirts, pencil skirts, turtlenecks, button-down shirts, long-sleeve blouses, blazers, and sometimes hoodies.

It’s also important to note that preppy outfit colors are mostly understated, so if you want to go for a preppy look, it’s best to go with classy colors like beige, cream, brown, and black.

Of course, you can add pops of color but make sure they are on the pastel-ish side. It’s also safe to play around with patterns like plaid, argyle, and animal prints, just don’t go overboard1

The outfits featured below are completely shoppable, so if one (or two… or three!) has caught your eye, just click on the photo and it will take you right to the website to order.

Let’s go and build your preppy outfit!

 

The Cutest Preppy Outfits

 

1.

 

Preppy houndstooth outfit with knee high black boots

 

Get this set on Storets

 

2.

 

 
 
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Beige sweater vest with plaid skirt

 

Get this on Princess Polly

 

3.

 

Cute preppy outfit with purple sweater vest and tennis skirt

 

Get this skirt on Storets

 

4.

 

Cute pink preppy outfit with tweed skirt and jacket set

 

Get this set on Love Shack Fancy

 

5.

 

Tweed skirt and blouse

 

Get this on YesStyle

 

6.

 

Cute and preppy grey sweater vest outfit with thigh high boots

 

Get this sweater on Storets

 

7.

 

Cream knitted sweater with white shirt and skirt

 

Get this on YesStyle

 

8.

 

Michigan tee and white pleated skirt

 

Get this on Princess Polly

 

9.

 

Light blue houndstooth preppy outfit with jacket

 

Get this jacket on Storets

 

10.

 

Cute beige knit vest outfit

 

Get this knit vest at Storets

 

11.

 

Cute preppy houndstooth dress

 

Get this dress at Anthropologie

 

12.

 

Grey hoodie with plaid pleated skirt

 

Get this on Princess Polly

 

13.

 

Argyle print sweater and black pleated skirt

 

Get this on YesStyle

 

14.

 

Long pink tweed jacket

 

Get this coat at LoveShackFancy

 

15.

 

Cute pink preppy tweed skirt and jacket set

 

Get this set at Pink Lily

 

16.

 

Cute preppy houndstooth pinafore dress

 

Get this dress at In The Style

 

17.

 

Long pink plaid coat

 

Get this coat at Lulus

 

18.

 

Cute argyle sweater look

 

Get this sweater at Storets

 

19.

 

White tank crop with green plaid pleated skirt and jacket

 

Get this on Princess Polly

 

20.

 

Cute red and green preppy plaid dress

 

Get this plaid dress at Red Dress

 

21.

 

Black and white tee with pleated skirt

 

Get this on YesStyle

 

22.

 

White crop top with pleated plaid skirt and sneakers

 

Get this on Princess Polly

 

23.

 

White long sleeve button shirt with printed sweater vest

 

Get this on Princess Polly

 

24.

 

Cute Thanksgiving outfit with plaid tweet skirt and knee high boots

 

Get this skirt & outfit at Pink Lily

 

25.

 

Beige blazer and pleated skirt and blouse outfit set

 

Get this outfit set on YesStyle

 

26.

 

White ribbed sweater

 

Get this on Princess Polly

 

27.

 

Cute preppy Christmas outfit with red plaid skirt

 

Get this skirt at Red Dress

 

28.

 

Cute preppy outfit with brown plaid cardigan

 

Get this sweater at Pink Lily

 

29.

 

Cute pink preppy tweed dress

 

Get this dress at Shein

 

30.

 

White long sleeve collared top with black pleated skirt

 

Get this on Princess Polly

 

31.

 

Cute grey pinafore dress

 

Get this on Pink Lily

 

32.

 

Cute preppy taupe tweed dress

 

Get this dress on Red Dress

 

33.

 

Cute beige tweed coat

 

Get this coat on LoveShackFancy

 

34.

 

Ribbed bodycon dress with dark brown blazer

 

Get this on Princess Polly

 

35.

 

Yellow blazer with white turtleneck and white pants

 

Get this on Princess Polly

 

36.

 

Blue and white sweater vest with white pleated skirt

 

Get this on Princess Polly

 

37.

 

Cute pink tweed dress

 

Get this on Red Dress

 

38.

 

Brown argyle sweater with white pleated skirt

 

Get this on YesStyle

 

39.

 

Cute preppy outfit with pleated skirt

 

Get this set on Storets

 

40.

 

White blouse with bow and black skirt

 

Get this on YesStyle

 

Have you found your next outfit from this list? Let us know in the comments section! If you’re still looking for more fashion inspo, check the posts down below.

 

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