How To Style The Layering Trend This Season

A woman in a stylish black outfit, standing near a brick wall and a metal siding. She is holding a gray handbag and wearing high heels, with a relaxed pose against a metal railing.

Talking Trends: Let’s Talk Layers

It’s time to talk layers! 🍂
This week on Wednesday Wardrobing Live, I’ll be showing you how to master the layering trend — from dressy to casual and everything in between. Whether you’re reaching for a blazer, plaid shirt, sweatshirt, or vest, the key is to mix textures, proportions, and styles for looks that feel fresh, intentional, and uniquely you.


Blazers: From Structured to Oversized

Let’s start with blazers, one of fall’s most versatile pieces.

The She & Sky Tweed Blazer

This piece has that “wearing your boyfriend’s jacket” vibe — relaxed, oversized, and effortlessly stylish. The warm camel tweed makes it perfect for pairing with earthy tones.

Here’s how I’ll be styling it on the live show:

  • Over our Blu Pepper Plaid Boxy Shirt for a fun, unexpected twist
  • Layered with our She & Sky Sweater Vest in ivory for a polished, office-ready look
  • Combined with our Democracy Edge Tipped Shirt and She & Sky Tie Front Menswear Vest in black for a layered menswear-inspired outfit
  • Thrown over our Easel Wild West Sweatshirt for that cool, casual “dressed-down blazer” vibe

The Liverpool Velvet Blazer

On the other end of the spectrum, our Liverpool Velvet Blazer offers a fitted, more tailored silhouette. I’ll show it styled two ways:

  • Layered over our Blu Pepper Plaid Blouse for a smart casual combo
  • Dressed up with our She & Sky Pintuck Tie Front Blouse for an elegant, evening-ready outfit

Layering Vests: From Corduroy to Menswear

Vests are another big part of this trend — and this season, they’re everywhere. I’ll be showcasing a printed corduroy vest, styled over an ivory collared sweater and finished with our Liverpool Denim Jacket. The combination of textures gives dimension and interest to your outfit.

Menswear-inspired vests are also making a strong return. They can easily be worn under or over shirts, or even paired with casual pieces like graphic tees or sweatshirts for a fresh contrast.


The Secret to Layering Success

Getting creative is the real secret here — don’t limit yourself to only two layers.
Play with opposites: pair a structured blazer with a laid-back hoodie or a dressy vest over a casual flannel.

Layered looks also pair perfectly with a slim thigh bootcut jean. Avoid looser styles through the thigh — they can make the overall silhouette appear bulky or unpolished.

The beauty of this trend is its versatility. You can:

  • Dress it up for the office
  • Dress it down for the weekend
  • Maximize your wardrobe by mixing these layers with pieces you already own

Watch the Live Replay

You’ll also find the full post on our Facebook page, so you can revisit the looks and get inspired for your own fall outfits. You can also watch on our YouTube Channel!

Leave a Reply