30 Days of Outfits to Kick-Start Your September
There's just one long weekend between us and the start of September and a whole new season of outfits. While that's always something we look forward to, it doesn't come without its challenges — there are only so many days we can wear our jeans without getting bored, right? To prevent that from ever happening, we've tapped a few of our favorite street style stars and come up with 30 looks, one for every day of the month ahead. Can you feel it? We can tell already, it's going to be one very stylish September. Scroll through to get all the inspiration you need.
Fall Street Style
Cap off your casual look with a quintessentially cool varsity jacket to beat the chill in style.
Fall Street Style
A button-down is all business up top, but a slit pencil skirt makes it a bit more party on the bottom.
Fall Street Style
Why not dress up denim with a great coat and sleek boots?
Fall Street Style
Caroline Issa pepped up her black and white trousers with print for an easy albeit elevated look.
Fall Street Style
Never underestimate classics, like a great pair of trousers and pumps.
Fall Street Style
Digging the denim and leather look, always.
Fall Street Style
Giovanna Battaglia dressed down an LBD with leopard-print flats, making it a totally approachable look for work and play.
Fall Street Style
A pop of plaid and a little distressed denim are made for each other.
Fall Street Style
We love when Fall rolls around — so we can start wearing our boots with our dresses again.
Fall Street Style
There isn't a thing we don't love about this retro-darling look.
Fall Street Style
Elena Perminova's modern formula for updating the cardigan? Add skinny jeans and statement jewels.
Fall Street Style
Sarah Rutson perfected the sophisticate's play on leather in a pencil skirt and a cropped trench.
Fall Street Style
Take note and let your pants be the statement piece.
Fall Street Style
Joanna Hillman has the perfect way to add a punch of color with a bright bag.
Fall Street Style
Embrace the ladylike dress code with a calf-length skirt; then give it the coolest kind of finish with just your shades.
Fall Street Style
Christine Centenera perfected the art of sophisticated seasonal dressing in a sleek skirt, a little sheer, and just the right accessories.
Fall Street Style
All black looks chic, anytime, anywhere.
Fall Street Style
Even tailored shirtdresses feel instantly casual with the right finisher. A two-toned jacket on model Liu Wen made for a sporty, easygoing vibe that would still work at the office.
Fall Street Style
Juxtaposing a little embellishment and leather is the perfect way to ease into the cooler months.
Fall Street Style
Shiona Turini's laid-back look came with a moto jacket and a knit pencil skirt — certainly worth replicating.
Fall Street Style
Give your romantic dresses a sharper edge with a black blazer and lace-up flat boots.
Fall Street Style
Taylor Tomasi Hill knows that there's more than one way to wear a scarf — a valuable lesson to inspire your Fall styling.
Fall Street Style
This season, get ready for the return of minimalism — crisp black-and-white palettes and easy pieces.
Fall Street Style
Colorblock trousers in supercontrasting shades are guaranteed to catch the eye.
Fall Street Style
Easy Autumn days call for easy styling — like a skirt finished with slip-on kicks.
Fall Street Style
Proof that simple can be simply stunning; just throw your favorite sweater over a slip dress for effortless Fall dressing.
Fall Street Style
Olivia Palermo perfected the classics in a powder-blue skirt and a button-down.
Fall Street Style
Take a cue from Sarah Rutson and play it ladylike in shades of navy and black.
Fall Street Style
Emmanuelle Alt proved that you don't need an army of statement pieces; sometimes, just your favorite jeans and a great button-down will do.
Fall Street Style
Julia Sarr-Jamois helps answer any lingering questions about how to wear sneakers right.