Playful Preppy: How to Style a Pleated Skirt with Oversized Sweater and Doc Martens


When it comes to creating a stylish yet comfortable look, a pleated skirt paired with an oversized sweater is a winning combination. Add a few bold accessories, and you’ve got an outfit that’s perfect for fall or transitioning into cooler weather. Today’s look is a mix of cozy and chic, with the classic pleated skirt, Doc Martens, and some simple, fun details to make the outfit stand out. Let’s break it down!

The pleated skirt brings a touch of classic, preppy style to the look. With its clean lines and feminine flow, it’s a versatile piece that can be dressed up or down. In this outfit, the skirt adds a polished contrast to the casual vibes of the oversized sweater, creating a balanced and stylish silhouette.

Nothing says cozy like an oversized sweater! This piece adds a relaxed, comfortable element to the outfit, balancing out the more structured pleated skirt. The oversized fit not only keeps things warm and snug but also brings a laid-back, casual feel to the overall look. Whether it’s a chunky knit or a soft cotton blend, this sweater is a perfect companion for cooler days.

The crossbody bag is an essential for staying hands-free while looking stylish. It’s practical yet fashionable, complementing the outfit with its simple design. Whether you choose a neutral tone or something with a pop of color, a crossbody is the perfect accessory to carry your essentials while keeping the look chic and functional.

Stacked socks are a playful and functional addition, adding a cozy vibe and texture to the outfit. Whether you’re showing off a pop of color or keeping it neutral, stacked socks peek out from your boots, giving the look an effortless charm. They’re perfect for adding a little extra flair to your shoes and making your outfit feel more personalized.

No outfit is complete without the right footwear, and Doc Martens are the perfect choice for this look. These boots provide a bit of edge, with their chunky sole and bold silhouette, while staying comfortable for all-day wear. The black leather of the boots complements the dark tones of the outfit, creating a grounded and stylish foundation.

Accessories are key to elevating any outfit, and a black watch paired with gold bracelets adds a touch of sophistication. The black watch keeps the look sleek and modern, while the gold bracelets bring in a bit of warmth and glam. It’s the perfect mix of classic and trendy accessories that enhance the outfit without overwhelming it.

A black hair bow is the perfect finishing touch for this playful, preppy look. Tying your hair back with a bow adds a cute, youthful element that softens the look and gives it a feminine touch. Whether you wear it with loose waves or a sleek ponytail, this accessory brings an extra layer of charm to the outfit.
This outfit strikes a perfect balance between casual and polished, making it ideal for fall days when you want to look stylish without overthinking it. The pleated skirt adds a touch of elegance, while the oversized sweater and Doc Martens bring in the relaxed, cool-girl vibe. The accessories—like the crossbody bag, stacked socks, and gold jewelry—elevate the outfit without making it feel too formal. It’s the kind of look you can wear for brunch, a casual day out, or even a laid-back date.
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Effortlessly Elegant: Styling a fold-over top with green accents and silver jewelry