JOIN THE 'FRIENDS WITH BENEFITS' COMMUNITY →

  • Skip to primary navigation
  • Skip to main content
  • Skip to primary sidebar
Style Girlfriend

Style Girlfriend

Helping guys look, feel, and act their best

Search
  • Women
  • Style
  • Grooming
  • Wellness
  • Shopping
  • About
    • Meet Megan
    • Community
    • Contact
  • Subscribe
  • Search
Style Outfit Inspiration

Real Guy Style: 5 Easy Fall Outfits to Wear Right Now

Fall style in the lone star state
huckberry clothes

by Megan Collins Updated: March 7, 2023

Products are curated by Style Girlfriend editors. Purchases through our links may earn us an affiliate commission.

This fall, we teamed up with Huckberry to show you all kinds of ways to wear stylish yet easy fall outfits as the temperature drops.

So, we couldn’t close out this partnership without sharing a peek at how Huckberry’s own team styles the website’s wares.

Austin, TX-based apparel buyer Javi Arista shared his favorite fall weather pieces (all available on Huckberry right now, natch) in the latest installment of our Real Guy Style series.

Below, check out a week of casual, easy fall outfits for guys:

Monday
easy fall outfit for guys

Hero item: Wills Cashmere Cardigan 

Warmth, comfort, and softness…how can you resist? When the weather changes and the temperature dips at a moment’s notice –  grab a cardigan. It’s always a good idea to keep a layering piece that you can dress up or notch down for a more casual look.

You can comfortably pair it over tees or shirting – just make sure to keep that top and bottom button undone. 

Shop the outfit:

  • Wills Cashmere Cardigan
  • Flint and Tinder Stretch Denim
  • Henley
Tuesday
easy men's fall outfit

Hero item: Flint and Tinder Wool Overshirt 

This is the perfect outerwear layer for cooler (but not cold) weather.

The soft wool fabric with a worn in feel will keep you grabbing it from your closet, but the heavy duty construction will make it last wear after wear for years to come.

It’ll keep you looking sharp for any adventurous autumn.

Shop the outfit:

  • Flint and Tinder Wool Overshirt
  • Forty Five Supima Crew Tee (Shoreline Gold)
  • Flint and Tinder Stretch Denim
Wednesday
easy fall outfits for men

Hero item: Lululemon ABC Jogger 

Having a pair of black, premium joggers year round will no doubt become your new casual favorite.

I appreciate a gently tapered fit that brings a sophisticated look that is smart enough for you to step outside the house.

These are hard to beat in terms of comfort, perfect for slow-paced days or an early morning workout. Pair it with a hoodie or a buttoned down flannel and you’re golden. 

Shop the outfit:

  • Flint and Tinder 10 Year Pullover Hoodie
  • Lululemon ABC Jogger
  • Wills Cashmere Socks
Thursday
easy fall outfits for men

Hero item: Flint and Tinder Denim Trucker 

The definition of a wardrobe staple, this jacket is a comfortable fit and the color tone will go with so many pieces you already have in your closet.

This one improves with age, too, shaping itself to your body over time. And the wash is perfect – it’s not too light for fall and not too dark when the weather gets warm again, making it the perfect year-round shade.

Shop the outfit:

  • Flint and Tinder Denim Trucker
  • Wythe New York Pearl Snap Shirt
  • Flint and Tinder 365 Pant Slim (Black)
  • Slip-Ons
Friday
easy fall outfits for men

Hero item: Billy Reid Denim Shirt 

When you’re hard-pressed trying to select an outfit, a denim shirt is a safe, stylish bet.

Use yours to effortlessly pull together any outfit. It’s one of the most durable, classic, and versatile fabrics. Adding one to your wardrobe should be a no-brainer. The possibilities are practically endless.

Shop the outfit:

  • Billy Reid Denim Shirt
  • Flint and Tinder 365 Pant (Moss)

Megan Collins

I started Style Girlfriend to help guys look, feel, and act their best.

More articles by Megan Collins

Twitter Instagram

Primary Sidebar

The Latest

men's summer style 2025

Men’s Summer Style Essentials: 5 Pieces to Buy

men's chino shorts outfits 2025

Chino Shorts Outfits for Guys: 5 Days of Summer Style

5 Summer Style Upgrades to Make Right Now

man wearing a t-shirt, shorts, tall orange socks and orange sneakers, set against a wavy blue background

Want to Impress Women? Skip the Shirtless Selfie and Wear Shorts with Tall Socks

Trending Now

  • men's summer style 2025Men’s Summer Style Essentials: 5 Pieces to Buy
  • feature image on a blog post for stylish men's linen shirt outfits. image is a flat lay of a striped linen shirt, set against an Italian countryside backgroundHow To Wear A Linen Shirt 5 Ways: Men’s Summer Style
  • two ducks looking at eachother at the edge of a pondHow to Tell If A Girl Likes You
  • men's office dress codes and outfitsGuys’ Office Style for Every Dress Code
  • best men's summer fragrances 202520 of the Best Men’s Summer Fragrances Women Will Love Smelling On You
  • men's summer wedding suit options for 2025Lightweight And Stylish: The Best Men’s Summer Wedding Suit Picks
Style Girlfriend
  • Instagram
  • TikTok
  • Twitter / X
  • Pinterest
  • RSS Feed

Connect

  • newsletter
  • careers
  • contact
  • advertise

More From SG

  • Friends With Benefits
  • shop our picks
  • read the blog
  • about us

Style Girlfriend may earn commission from products that are purchased through our site.

© 2025 · Style Girlfriend · Terms · Privacy · Accessibility