9 Outfits That Prove Preppy Doesn’t Have To Mean Boring

9 Outfits That Prove Preppy Doesn’t Have To Mean Boring
The Urban Spotter

Kate Middleton, the reigning duchess of preppy style, just entered Vanity Fair’s Best Dressed Hall of Fame. Enough said. Preppy style prevails, because you can make it work for any occasion—but it’s no small feat. We’re not talking about polo shirts and khaki shorts. Let us show you the preppy style possibilities!

Scroll down for nine modern, Lilly Pulitzer-free preppy outfits to inspire you, and some of our favorite items to help you get your prep on.

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    Gingham Shirt + Full Skirt + T-Strap Pumps:

    PHOTO: Stockholm Streetstyle
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    Striped T-Shirt + White Jeans + White Sneakers:

    PHOTO: Stockholm Streetstyle
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    Button-down Shirts + Classic Jackets + Slouchy Denim:

    PHOTO: The Urban Spotter
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    Blazer + Collared Shirt Under Sweater + Leather Mini Skirt:

    PHOTO: Vanessa Jackman
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    Chambray Shirt + Statement Handbag + Sneakers:

    PHOTO: Gastro Chic
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    Grey Sweater + Pleated Mini Skirt:

    PHOTO: Vanessa Jackman
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    Oversized Button-down + White Cropped Jeans + Black Pumps:

    PHOTO: Style Du Monde
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    Feminine Dress + Mary Jane Pumps + Oversized Sunglasses:

    PHOTO: Atlantic-Pacific
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    Polka Dot Blouse + Blazer + Belted Slouchy Pants:

    PHOTO: Vanessa Jackman
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    Shop The Look:

    Vince Yaeger Leather Point-Toe Loafers ($425) in Oxblood

    These loafers are basically autumn in a shoe.

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    Sea Plaid Wrap Skirt ($320) in White

    Update your schoolgirl-style plaid skirt with this chic wrap skirt.

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    Zara Polka Dot Dress ($50) in Off-White

    Achieve a feminine take on preppy with this sweet dress.

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    MiH The East Cardigan ($290) in Mermaid

    We love the collegiate feel of this chunky cardigan.

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    Free People Plaid Ankle Trousers ($128) in Black

    These cropped trousers are as cool-girl as they are preppy.

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    Zara Contrast Polo Shirt ($50) in Black/White

    Keep this adorable polo buttoned-up.

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    PLAY by Comme Des Garçons Chuck Taylor Low Top Shoes ($100) in White/Black

    We’ll be replacing our old Converse sneakers with this stellar new version immediately.

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    H&M Pleated Skirt ($30) in Blue/White Striped

    A pleated skirt is a preppy style staple. This striped version will definitely do.

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    Equipment Larkin Dress ($248) in True Black

    You’ll want to wear this versatile silk sheath everywhere.

    Does your style tend to lean in the preppy direction? Comment below!

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