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10 Ways To Wear Your Comfiest Oversized Sweaters

Cold weather means it’s finally time to break out your fave oversized sweaters. Take cue from these street style stars to keep cozy and stay on-trend this season.

All About Accessories

cashmere sweater

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San Diego-based blogger Erica Hoida is nailing effortless-chic with plenty of delicate details. Not only does her oversized cashmere sweater look oh-so comfy, but her lace bralette and dainty necklaces elevate this outfit so she can keep warm in style. Distressed denim and a structured shoulder bag are the perfect finishing touches for an off-duty outfit.

Photo: @fashionedchicstyling | Instagram

Bundled in Burgundy

oversized sweatshirt

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Kira of Shoppisticated rocks one of fall’s top colors with this oversized sweatshirt. Dressed up with a structured mini skirt and a matching lip, you can snuggle up in your favorite pullover all day without sacrificing style. Pair with leather sneakers for a laid-back day or embellished booties for a night out.

Photo: Shoppisticated


oversized sweaters

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This fall we’re all about polka dots—and so is fashion blogger Sylvi Mus. A patterned maxi in neutral colors is a polished way to work oversized sweaters into your office attire. Just add classic black pumps and a trendy tote, and you’re ready to get down to business. #GirlBoss

Photo: @sylvimus_ | Instagram

In a Cinch

oversized sweaters

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We aren’t quite ready to give up the corset trend, especially when it can make a simple sweater look this chic. Take a pro tip from Danielle Bernstein’s style book and try belting your favorite knits next time you step out—because who says you can’t be comfy and show off your curves? Bonus Tip: Use your accessories to test out a bold color, like crimson, mustard, or burnt orange, before making a full-on commitment.

Photo: @weworewhat | Instagram

Lady in Leather

leather pants

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Leather has become as much a fall staple as ankle booties, so leather leggings are nothing new. Whether ribbed moto details or sleek, shiny pleather, as Julie Sariñana prefers, this look can bring a bit of edge to your coziest oversized sweaters. Keep your cool with a suede baker boy cap and casual boots in the same shade for an uncomplicated color palette. This one’s all about texture, so don’t worry if you gravitate toward neutrals (we know we do!)

Photo: @sincerelyjules | Instagram

Cuffing Season


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Put the spotlight on your statement jeans this fall. You can, in fact, wear your baggiest turtleneck with trendy cuffed jeans like Christine Andrew of Hello Fashion. A simple one-hand tuck elongates your legs and makes the outfit appear more put-together than letting your oversized sweater hang loose. Delicate accents like a gold chain belt and mini shoulder bag help to balance out a chunky knit and instantly upgrade a basic outfit.

Photo: Hello Fashion

Overall Situation


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Dutch fashion blogger and entrepreneur behind the cult beauty brand Gisou, Negin Mirsalehi, knows a thing or two about transitioning from summer to fall, and we are totally inspired. Bring your overalls into the new season by swapping out a cropped tee for a cozier alternative. All tucked in, a sweater with a dash of color becomes a complete outfit in a matter of minutes. Slip into patterned loafers or fashion sneakers to stay stylish and warm for your next autumn outing.

Photo: @negin_mirsalehi | Instagram

Major Monochrome Moment

oversized sweaters

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Monochrome is having a moment, and we are all about it. Choose from one of fall’s top colors, whether autumn maple, golden lime, or navy peony, and take it to the max. U.K.-based blogger Freddie Harrel is already on top of the game, dressed from head-to-toe in tawny orange. Try pairing your fave oversized sweater with wide-leg trousers and powerful pumps to make a real statement. Bonus Tip: This is the perfect opportunity to play with texture, so don’t be afraid to mix and match materials.

Photo: @freddieharrel | Instagram

Casual Friday

oversized sweaters

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Even your biggest sweater can wiggle its way into your work wardrobe with this look.Tucked into ankle-length dress pants, blogger Andy Csinger successfully turned your fave oversized knit into office-approved attire (you’re welcome). Trade in the kicks for a pair of pointy-toe flats and you’re all set to face the professional world in cold-weather style.

Photo: @andicsinger | Instagram

Plush Grunge

mini bag

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’90s grunge is making a comeback with light-wash denim and studded everything. Cozy up to plush accents, like Josefine H.J’s fuzzy oversized sweater and fur-lined loafers, to take the edge off of this rebel style. The more feminine the sweater, the greater the contrast. Just don’t forget your shades to keep up the cool-girl charade.

Photo: @josefinehj | Instagram

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