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Click through for 30 perfect September outfits, one for each day of the month (and their shoppable counterparts, too!).
September 1
When you want to wear a sweater but it’s not chilly enough, may we present: the one-sleeved sweater! Looking for an easier, less tricky way to achieve said look? Just wear an unbuttoned cardigan. The end. Click through to shop the perfect piece.
September 2
The rain slicker’s sporty vibe is counterbalanced by this flirty pink mini. We love this styling trick. Click through to shop the look.
September 3
When in doubt, go for the graphic tee. Thou shalt not regret it. Click through to shop the look.
September 4
Because September is a total hybrid of seasons, you’re more than allowed to wear bare legs and a sweatshirt. In fact, it’s encouraged. Click through to shop the look.
September 5
There are boots, and there are boots. These are (obviously) the latter. Click through to shop the look.
September 6
We’re always a sucker for something fuzzy—dogs, bunnies, sweaters, etc. This dusty rose sweatshirt is right up our alley. Click through to shop the look.
September 7
"Watercoloring Your Sweatshirts" could make for a cute DIY tutorial, huh? Click through to shop the look.
September 8
On Wednesdays in September, we wear pink. Lots of pink. Click through to shop the look.
September 9
If you can't afford a whole new fall wardrobe, focus on finding a statement jacket instead. It instantly updates everything. Click through to shop the look.
September 10
When it's too hot for jeans, but too chilly for a sundress, denim pencil skirts are a good compromise. Click through to shop the look.
September 11
A floppy felt hat and rustic, western-inspired cardigan will make your white jeans work for fall. Click through to shop the look.
September 12
Rather than throw a solid cardigan over your printed dresses, make things more interesting with a striped style. Click through to shop the look.
September 13
A puffer vest is the ultimate transitional piece: while it works as a lightweight jacket for fall, you can layer it under a coat in the winter. Click through to shop the look.
September 14
Swap your sandals for moto boots, and a lightweight mini dress immediately feels more autumnal. Click through to shop the look.
September 15
This is one of the few months of the year that sleeveless coats aren't a complicated lesson in layering. Enjoy it while you can! Click through to shop the look.
September 16
Try mixing your favorite denim pencil skirt with a menswear-inspired jacket for a contrasting look. Click through to shop the look.
September 17
Bare legs and a chunky knit is one of our favorite seasonal standards—especially when the aforementioned sweater comes in a blazingly bright hue. Click through to shop the look.
September 18
Make the most of the last days before the official start of fall in sleek strappy sandals that stand the test of time—if not so much the test of cobblestones. Click through to shop the look.
September 19
Plunging necklines and soaring slits look smart rather than scandalous when you choose pieces that are artfully folded, tucked and tied. This combo in particular screams "chic Italian gallerist." Click through to shop the look.
September 20
Graphic sweatshirts: fun to wear around the house, but even better when you accessorize them to the hilt and let their conversation-starter quality shine. Click through to shop the look.
September 21
The perfect fisherman sweater is truly seasonless, which makes it ideal for those days that start off sunny and turn brisk by dinnertime. Buy it a size up and toss it in your backpack for brunch—you never know when you'll want an extra cozy layer. Click through to shop the look.
September 22
Peter Pan collars are both Lolita-ish and utterly prim—the perfect piece for a subversive schoolgirl look. Click through to shop the look.
September 23
Worn long and boxy, a camel trench looks like it was borrowed it from a boyfriend (if that boyfriend happened to dress like Humphrey Bogart). Click through to shop the look.
September 24
Metallic trousers have magic powers when it comes to dressing up an outfit, so feel free to choose your slouchiest, comfiest top—you'll still look like a rock star. Click through to shop the look.
September 25
Try a monochromatic, mod mini. Click through to shop the look.
September 26
Tailored trousers get a fresh update in a show-stopping red hue. Click through to shop the look.
September 27
Update your favorite denim shirt for fall with a camel trench and leather pants. Click through to shop the look.
September 28
Pretty pleats get an edge in leather form. Click through to shop the look.
September 29
Leopard print is the new neutral, haven't you heard? Click through to shop the look.
September 30
Nothing keeps you warm and cozy in the fall like a thick wool scarf. Click through to shop the look.