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Cozy Fall Outfits I’m Wearing on Repeat

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All my coziest fall looks in one place — oversized jackets, soft cardigans, and the boots I reach for on repeat. Every outfit here is one I actually wore and loved, with links to shop each piece.
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Oversized Faux Leather Jacket + Boots + Skort

 
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I’m obsessed with this brown faux leather jacket — it’s oversized in the best way, so I throw it over everything in fall and it instantly makes the outfit feel put together.
12TH TRIBE (12THTRIBE.COM) - London Calling Brown Oversized Faux Leather Jacket
 
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These tall black boots are my go-to for fall — they instantly make an outfit feel more polished, and I reach for them constantly.
LPA - ELENA BOTA
 
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This skort is such a good everyday piece for me — I love how it reads like a skirt but still feels easy to actually wear and move in.
Roundup Skort - Eversential Light

Faux Leather Jacket + Longsleeve + Ankle Booties + Bag

 
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This tan faux leather jacket is the one I grab when I want the outfit to look done without trying — the color goes with everything I own.
Cozette Faux Leather Jacket
 
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This Aritzia longsleeve is my ultimate base layer — it’s so smooth and comfortable that I wear it under everything, and it never feels bulky.
ARITZIA - HomeStretch™ Smooth Solo Longsleeve
 
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These brown ankle booties are the pair I keep by the door — they go with jeans, skirts, everything, and the heel is actually walkable for me.
Women's Appia Ankle Bootie
 
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This bag is my everyday carry — the shape fits everything I need and the little scarf detail makes it feel special.
STEVE MADDEN - Lenores Bag

Denim Miniskirt + Green Cardigan + Knee-High Boots

 
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This denim miniskirt is my fall staple — I love how easy it is to dress up with boots or keep casual with a cardigan.
STEVE MADDEN - Cindi Denim Miniskirt
 
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This forest green cardigan is the coziest layer I own — the color is so rich for fall and I wear it on repeat with jeans and boots.
SÉZANE - Gaspard Cardigan - Forest Green
 
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These knee-high boots are the pair that pulls every fall outfit together for me — I wear them with skirts, dresses, and over jeans.
SAM EDELMAN - Sylvia Knee High Leather Boot
 
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This wool-cashmere cardigan is my softest layer — I love the easy button-front fit, and I reach for it every time I’m cold but still want to look put together.
Essential Wool Cashmere London Cardigan

Cable-Knit Jacket + Pleated Mini Skirt + Cap + Shoulder Bag

 
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This cable-knit jacket is the coziest thing I own — it feels like wearing a blanket, but it actually looks put together.
POLO RALPH LAUREN | Cable-Knit Wool-Cashmere Jacket
 
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This pleated mini skirt is such a fun piece for me — the pleats move so nicely and it makes a plain sweater outfit feel finished.
PINK LILY | Monty Black Pleated Mini Skirt
 
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This beige cap is my easy finishing touch — I throw it on when I want the outfit to feel casual and a little sporty.
'47 | MLB Ice Cream Baseball Cap - Beige
 
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This brown leather shoulder bag is my favorite carry — it’s structured enough to feel polished but fits everything I actually need in a day.
MARGE SHERWOOD | Brown Leather Shoulder Bag