Styling Oversized Knitwear

What Are We Wearing?
There’s nothing like the first fall chill of sweater weather, the moment when you can finally reach for your favorite knits again.
But this season, oversized knitwear isn’t just for cozy weekends or lounging at home. It’s taking center stage as a statement-making fashion essential reimagined in elevated silhouettes, luxe textures, and creative styling combinations that feel both modern and effortless. As a stylist, I’m all about making knits look chic and polished, not messy. Here are three fresh ways to style oversized sweater dressing this season.
Look 1: The Oversized Duster
Think of this as the cozy cover up that feels dressed up while staying warm and polished. Choose a chunky ribbed knit or a fine knit cashmere or merino wool and throw it over a midi or maxi dress for a daytime put together look. Complete the look and cinch a structured leather belt just above your natural waistline. Pair with knee-high boots in rich leather and hue for long, lean lines.
Tara’s Style Edit:
When belting oversized knits, keep proportions in mind. I like to place the belt just above the natural waist and slightly gather the fabric for shape. It keeps the look relaxed but refined, and ever bulky.
Look 2: Sweaters + Tailored Pieces
Balance the volume of a slouchy, oversized sweater with sharp tailoring like leather wide-leg trousers or pleated wool pants in a neutral tone. The contrast of structure and softness is what makes this look feel elevated. Add loafers or a point-toe flat, or heel pump and finish with minimalist gold jewelry for understated sophistication.
Tara’s Style Edit:
Do a front tuck. Tuck just the front hem of your sweater into the waistband to define your shape without losing that easy, relaxed drape. It’s a stylist’s go-to move that makes the entire outfit look more intentional.
Look 3: The Layered Preppy Moment
Layering is where sweater dressing really shines. Try an oversized cable-knit or argyle sweater cardigan over a silk slip dress, culottes, or a wool stir ups. The mix of cozy and fluid fabrics adds instant dimension and keeps your look from feeling too heavy. Finish with ankle boots or chunky mules, and don’t forget your statement coat for a city-ready vibe.
Tara’s Style Edit:
lay with texture contrast. When pairing knits with silk, leather, or satin, you create visual depth that feels fashion-forward like you’ve thought about every layer (even if it only took you five minutes).