December 1, 2023


Taking The Lead For Fashion Quality

10 Cute Outfits to Consider Wearing and Shopping This Fall

Temperatures are still skyrocketing, but before we know it, the blazing heat will swiftly transform into a cool breeze, and cute outfits for fall will become top of mind. This season’s looks are arguably the best, especially since the transitional weather gives us an opportunity to play with unexpected layers and rich, textured fabrics.

Once the weather drops, there’s no need to completely forget about your summer faves; follow the latest wave of street style stars and pair those crop tops with leather trousers and style those mini skirts with longline blazers. You could even savor a few more days with your sandals, if you have a great pair of jeans and a crochet knit top in your closet.

Find out exactly how to put together a few cute outfits for fall below. Plus, get a head start on shopping for transitional pieces, too.

Photographed by Dan Roberts

The Back to Office Hero

No need to force your feet into heels. A classic pair of New Balance sneakers will look just as chic with your blazers and trousers.

Alex Mill Mathilde linen and cotton-blend vest

Zara slit ribbed leggings

New Balance Made in US 990 V5 sneakers

Photographed by Acielle / Style Du Monde

The Weekend Winner

Florals for fall? Absolutely. Just look for cozy knits, like this one from The Series. It pairs well with jeans and skirts.

Ksubi Playback high-rise straight-leg jeans

Loewe Flamenco nano chain strap leather crossbody bag

Photographed by Acielle / Style Du Monde

The Elevated Casual Look

Never underestimate the power of a tan blazer. It will upgrade all of your T-shirts, jeans, and sneakers.

Tu Es Mon Tresor Emerald high-rise striaght-leg jeans

Adidas Stan Smith leather sneakers

Photographed by Acielle / Style Du Monde

The Polished Combo

If you don’t already own a sweater vest, you might want to get one. The preppy trend is showing no signs of slowing down. Plus, it pairs well over a T-shirt, button-up blouse, or turtleneck.

Plan C sleeveless stripe wool-knit top



Weekend by Max Mara Sovrana trousers

Photographed by Acielle / Style Du Monde

The Glitz and Glam

Not every special event requires a dress. A pair of leather trousers will go a long way this fall. And they certainly command attention, especially when paired with a bright blouse.

Marco De Vincenzo bow blouse

Nanushka Namas wide-leg vegan leather pants

Acne Studios Musubi mini knotted leather shoulder bag

& Other Stories thong strap heeled leather sandals

Photographed by Acielle / Style Du Monde

The Twisted Prep

Give polished blazers and skirts a cool upgrade with trendy bucket hats and platform sneakers.

LVIR wool-blend twill blazer

Converse Run Star Hike sneakers

Photographed by Acielle / Style Du Monde

The Refined Sportswear

Baseball caps might be the unexpected accessory hero come fall. We’ve seen celebs wearing them with going-out dresses, but you can also wear them with a sweater vest (yes, there’s another one) and jeans.

Ganni sleeveless checkerboard knit sweater

Levi’s 505 high-waist straight-leg jeans

Balenciaga embroidered cotton twill baseball cap

Neous Sika toe-ring leather sandals

Photographed by Dan Roberts

The Reveal and Conceal

Show off a little bit of skin with a barely-there bralette underneath an oversized, boxy blazer.

H&M oversized linen-blend jacket

Jacquemus Valensole ribbed bralette

Rag & Bone studio pintuck jersey trousers

Photographed by Dan Roberts

The Pops of Color

Just because the days are a little darker, doesn’t mean you have to dull down your wardrobe. Have fun mixing shades, like red, yellow, and green.

Alice + Olivia Camara rolled-crewneck cropped tank

Deadwood Presley leather wide-leg pants

Bottega Veneta BV fold crossbody bag

Bottega Veneta stretch leather-trimmed mesh pumps

Photographed by Dan Roberts

The Surfer in the City

Nope, the fashion crowd isn’t over the effortless vibes of tie-dye just yet. So pair that colorful tee with white jeans and a coordinating bag this fall.

Gabriela Hearst Miller tie-dyed cashmere sweater

AGoldE balloon high-rise tapered jeans

Bao Bao Issey Miyake Lucent matte geo shoulder bag