faux leather midi skirt

The Street Style Silhouette You Need To Try Now

Create this ultra-chic look in 3 easy steps

We’ve been noticing a recent street style trend that always looks chic, and it doesn’t necessarily involve a designer label. Forget about what you’ve heard about proportions for a minute and open up your mind to a new look - the straight silhouette. Here’s how you get it: layer a loose, long sweater or thick top over a midi skirt or dress, add a pair of heels and voila. It’s exceptionally easy and ever-so-chic. Your proportions may look slightly out of whack, but a great pair of heels will take the look from sloppy to sophisticated in a matter of seconds. Take a page from the street style handbook and try out the slouchy-cool look with our editors’ favorite pairings below!

How They Wear It

Blogger Lia Makrigeni of Sparkling Bubbles via Vanessa Jackman

Milan street style via The Sartorialist

Stylist Rachael Wang via A Love is Blind

Blogger Maja Wyh

Shop The Silhouette

Knit Sweater

Elena Midi Skirt

ASOS TALL Exclusive Longline Sweater With High Neck In Chenille

Pleated Wrap Kilt

Waffle Knit Turtleneck Sweater

Sunburst midi skirt in faux leather

Oversized two-tone cashmere sweater

Band Stripe Skirt

Jack Wills Oversized Textured Sweater

Two-tone pleated crepe midi skirt

Wool-blend Turtleneck Sweater

Watercolor Pleated Midi Skirt

Search for more oversized sweaters here and midi skirts here.

Transitional Leather

New ways to wear your favorite leather pieces

Leather is always a good idea, so why not learn how to wear your go-to pieces for day and night? Whether you’re going to a business meeting or out with your girlfriends, see how to style three trendy silhouettes for any occasion. From the classic biker jacket and pleated midi skirt to cool leather culottes, shop our edit below and see how to transition your favorite pieces for fall. 

The Moto Jacket


A leather jacket is one of the biggest must-haves for fall. For a day around the city, wear a Free People dress with 3.1 Phillip Lim ankle boots, a felt fedora and modern bucket bag.

Axel Leather Biker Jacket

Open Waters Charlotte Dress

3.1 Phillip Lim Alexa Shearling-Lined Leather Ankle Boot, Black

Black Wool Felt Fedora Hat

Pebble Leather Bucket Bag


For casual date night, throw on a Mango leather coat with an ASOS plaid t-shirt dress, heeled chelsea boots, sheer tights and a minimal collar necklace.

Mango Bonded Teddy Lined Leather Coat

ASOS Check Cord T-Shirt Dress

MISSILE Chelsea Boots

Commando 10 Denier Sheer Tights - with Microfiber Band #H10T3

Stone Open Collar

The Leather Midi


Channel the fashion editor look with a Zara pleated leather midi skirt, cropped sweater, pointy loafers, Baggu tote and The Row circular sunnies.

Faux Leather Pleated Midi Skirt

PREMIUM - Flecked cropped sweater

Vince Nikita Point-Toe Combo Loafer

Basic Tote in Black

THE ROW Round Circle Sunglasses, Black


Dress up your leather skirt for a night on the town with a wool top, Alexander Wang cutout boots, tassel earrings and a Halston Heritage glitter box clutch.

Leather Center Pleat Long Skirt

Melton Swing Top by Boutique

Leva cutout leather ankle boots

Moon And Arrow Black Horse Earring

HALSTON HERITAGE Clutch - Metallic Rectangular Box Minaudiere

The Leather Culotte


The culotte made a major return to fashion this year and got a modern update in leather. Rock a pair from ASOS to a business lunch for a fashionable, yet stylish look. Pair them with a cropped button-up, brogues, a crossbody pouch and a Skagen watch.

ASOS Leather Look Culottes

ASOS Crop Shirt in Black Check

Leather brogues

The Twin-Pouch Crossbody

‘Jorn’ Leather Strap Watch, 30mm


For drinks with the girls, wear leather culottes by Whistles with an Elizabeth & James embellished top, mini fur bag, strappy sandals and a gold bracelet. 

Mio Limited Edition leather culottes

Colton embellished cropped stretch-ponte top

Tassel Charmer

Warehouse Strappy High Heeled Sandals

Gorjana Teagan Cuff In Gold