Now, we're not normally ones to play favorites, but there's something about fall — and the style that comes with it — that really gets us excited about clothes again. Sure, each change of season brings that feeling of newness and the anticipation of breaking out pieces you only get to wear for a few dedicated months of the year (think: a jacket, for winter, or a bathing suit, for summer). But autumn is one of those rare times where you can borrow items from both warmer and cooler temperatures and, well, get creative.
That's why October, smack dab in the middle of the season, is all about juxtapositions — pairing your thin, floral frock with a thicker jacket and boots, wearing your jeans and blouse with open-toed shoes, taking a slip and turning it into a tunic. Click through for 31 outfits that take layering, pattern-mixing, and alternative shirting to the next-level. Reminder: If you're going to take a fashion risk, now's the time (winter is coming, after all).
We're not against the thought of suspenders. Actually, we're very much here for it.
Photo via @alyssainthecity.
The definition of transitional dressing: Pair a floral dress with a furry winter coat, pair your sandals with some ankle socks. Done and done.
Photo via @asos_lauren.
Number one on our fall wish list? Something (anything, really) patent leather.
Photo via @asos_paloma.
Number two? Metallic shoes, preferably booties. This simple jeans and a sweater combination proves just how versatile gold shoes really are.
Photo via @blancamiro.
You've see the trend for seasons now, but it's finally time to take the leap and wear your dress over some pants.
Photo via @calliethorpe.
For a more luxe athleisure look, opt for a fabric and color that's more neutral than sporty.
Photo via @daniellevanier.
Alternative shirting at its finest. If you haven't already, invest in a white button-up that features something different, like tons of ruffles or extra-long sleeves.
Photo via @deborabrosa.
Dress up your T-shirt and jeans by finishing it off with a blazer. Simple as that.
Photo via @desertmannequin.
Utilize a wrap dress as a longline tunic that sits perfectly over a pair of wide-legged pants or culottes, and under a denim or leather jacket.
Photo via @emilyzirimis.
Add dimension to a simple slip by adding a mini skirt on top (here, the denim breaks up the black silk fabric).
Photo via @manrepeller.
Invest in a bomber jacket (whether solid-colored, or a quirky print). You can wear it all fall long, and then break it out again come spring.
Photo via @fatpandora.
Bring a maxi skirt into cooler temps with a thicker texture and seasonal hue, like burgundy, navy, or deep green.
Photo via @fluvialacerda.
Why wear tons of colors when you can just wear one?
Photo via @hannahlouisef.
In a sea of button-ups and bell sleeves, try a pussy-bow blouse for a top that's the right dose of both casual and formal.
Photo via @itsmekellieb.
A prime example of a spring look that can easily be done in colder weather. Just add a coat.
Photo via @jamiejchung.
What better way to make a pinstriped suit feel more casual than by pairing it with Adidas?
Photo via @jojacalled.
Double the flare, because, why not?
Photo via @kalaenouveau.
Two patterns are always better than one.
Photo via @kellyaugustineb.
Now this is a "matching" set we can get behind.
Photo via @lilyhamid.
Bring the Canadian tuxedo into 2016 by keeping the top half oversized and unbuttoned. Metallic booties don't hurt, either.
Photo via @lisafolawiyo.
For days when you just can't quite figure out what season it is, keep it simple in a sweater and mini skirt.
Photo via @lucywilliams02.
Yes, you 100% can wear white after Labor Day.
Photo via @nadiaaboulhosn.
If you're not totally feeling the athleisure look, try integrating it into your wardrobe in steps. Here, a sweatshirt and sneakers are paired with a pink mini skirt, rather than trackpants.
Photo via @naomishimada.
A turtleneck sweater dress is just one of those fall staples that will never steer you wrong.
Photo via @nicolettemason.
Leggings are pants. Seriously.
Photo via @psitsfashion.
Loungewear for daytime is very now; make it feel extra-special with a shimmery fabric, rather than your classic striped silk.
Photo via @stephaniebroek.
Because a wrap dress looks good no matter what season it is.
Photo via @suitsheelscurves.
Tug your oversized sweater slight off-the-shoulder for a styling trick that's straight off the runway.
Photo via @thegreylayers.
Straight out of the Vetements playbook.
Photo via @trustmedaddy.
Here's two pieces that you wouldn't necessarily pair together, but totally work. Even if you don't think something will mesh, there's no shame in trying it out.
Photo via @valentinasiragusa.
Nothing makes florals feel more autumnal than a good pair of gold shoes.
Photo via @yaris_sanchez.Like what you see? How about some more R29 goodness, right here?
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