Dappered

Affordable Men's Style

  • Start Here
  • Essentials Shop
  • Latest Deals
  • Style Scenarios
  • Reviews
  • Forum

Style Scenario: First Day it Feels Like Fall – Casual

September 18, 2019 By Dappered Team | Heads up: Buying via our links may result in us getting a commission. Here's why.

What are you going to wear? Sometimes it’s good to look at a few suggestions then add your own tweaks and ideas. That’s what these are for. We’re in a period of the year that I call “false fall.” Monday, it’s 67 degrees with a crisp breeze. Tuesday, it’s 86 and sunny. Wednesday, a humid 78 with all-day rain. But, the weather is cooling off, and there are token days where it feels like autumn before the complete season falls upon us. Here’s one way to look smart, even while dressed casually, as it cools off.

Style Scenario: First Day it Feels Like Fall – Casual | Dappered.com

The Shirt: GAP Marled Henley in Olive Green Colorblock – $23.97 when 40% off ($39.95). This is my new favorite henley. Thicker than most, and cotton, so it isn’t super breathable. BUT, it provides a comforting, well-fitting (and flattering) thick feeling appropriate for those cozy vibes for fall. Oatmeal/Olive strikes a nice color contrast in fall-appropriate shades.

The Watch: Seiko 5 Automatic on Black Canvas – $75. $75 for this automatic watch from a historic brand? Tough to pass up. Canvas strap provides extra comfort for spontaneous fall adventures and all-day wear.

The Sunglasses: Sunski Andiamos Premium in Tortoise/Green – $89. Featured in the recent list of new arrivals for Fall, these Sunski premium shades are worth a try. A step-up from the usual Sunski options, so a step-up in price that bring them dangerously close to Warby Parker territory. But, still $10 cheaper and given that the “regular” Sunski sunglasses are phenomenal for the price, I have no reason to believe these won’t be proportionately excellent to the higher price.

The Belt: BR Tumbled Leather Belt in Dark Brown – $29.70 when 40% off ($49.50). More BR/Gap family inclusions in this scenario, but they do such a great job of executing the basics. This belt has a richer hue, and the darker buckle is unique.

The Jeans: Bonobos Premium Stretch Jeans in Resin Rinse – $111 w/ NEWJEANS ($148). A splurge, but these recently topped our Athletic fit jean round-up. Perfect taper, top-notch craftsmanship, and a fit that won’t quit. Spendy as all get out, but you’ll wear the heck out of them. And your pumpkin will look great in the process. Fingers crossed for a sale. UPDATE: There’s a sale! 25% off jeans through 9/22 w/ the code NEWJEANS

The Socks: Nordstrom Mid-Calf Merino Wool Socks in Navy – $12.50 (or 3 pair for $40). As noted in the intro, temperatures still fluctuate during false fall, so you’ll want a pair of socks to help your feet regulate temperature in the event you’re faced with an unexpected blast of heat during the day.

The Bag: Bleu de Chauffe British Millerain Lickwax Canvas in Black – $180 ($258). I do not know what lickwax is, and I do not recommend you read it as a verb, but this is one gorgeous bag.

The Shoes: Allen Edmonds Higgins Mill in Tumbled Leather Brown – $297 ($395). Another splurge, but $98 less than the brown chromexcel pair featured at the top of the post. These are my go-to fall and non-snowy winter boot. Exceptional comfort paired with outstanding leather quality leads to a reliable boot that can stand up to just about anything fall with throw it’s way. And, the quality is built to last. Think of it less as a splurge and more as investment.

About the Author: Jason P. is a Dappered devotee, having curated the majority of his wardrobe through the site. He is an enthusiast of wool sweaters, chino pants, and affordable automatic watches. In his free time, you can find him at his boxing gym or antiquing with his wife.

Filed Under: Accessories, Clothing, Shoes, Watches Tagged With: style scenario

Continue the Conversation …

Want to share your thoughts on this article? Send us a tweet, join the discussion on Facebook, or start a discussion on Dappered Threads, our forum!

Don’t Miss Anything

Subscribe via email to get articles in your inbox or add Dappered on Flipboard. You can also follow us on Twitter, Facebook, and Instagram.

New Here?

Well, welcome to Dappered. Here are what we consider the most useful posts on the site if you're looking to put a little more effort into your appearance. Just want to see our favorite menswear products? Shop our essentials here.

Steal Alert: EXPRESS Merino Hoodies are $30

Steal Alert: EXPRESS Merino Hoodies are $30

Change your hoodie, change your life.

The Dappered Gift Guide for… The Tailored/Suited Guy

The Dappered Gift Guide for… The Tailored/Suited Guy

A Dappered approved gift guide, specifically tailored for the tailored types.

Style Scenario: “Fancy” Cousin Eddie from Christmas Vacation

Style Scenario: “Fancy” Cousin Eddie from Christmas Vacation

In the spirit of the season, let’s upgrade cousin Eddie’s style. Inspired but far from identical, full of stylish, currently available alternatives.

Follow Dappered on Instagram »

Men’s Fashion or Affordable Style?

Fashion is temporary and expensive. Style is timeless and affordable. Dappered® helps you work the retail system so that you can be comfortable, look sharp, and save money.

Want to share a great product? Email Us.
Continue the discussion at Dappered Threads.
For a fit perspective, see Joe's measurements.
Make sure to read our affiliate disclosure.

Connect with Dappered

  • Facebook
  • Instagram
  • Pinterest
  • RSS
  • Twitter

Most Popular on Dappered

  • Monday Men's Sales Tripod - Spier does Boots, Extra 30% off Bonobos Sale Items, & More
    Monday Men's Sales Tripod - Spier does Boots, Extra 30% off Bonobos Sale Items, & More
  • Style Scenario: What to Wear to a Dressed Down Holiday Party
    Style Scenario: What to Wear to a Dressed Down Holiday Party
  • Steal(ish) Alert: Timex American Documents Series are 30% off
    Steal(ish) Alert: Timex American Documents Series are 30% off
  • Style Scenario: "Fancy" Cousin Eddie from Christmas Vacation
    Style Scenario: "Fancy" Cousin Eddie from Christmas Vacation
  • The Dappered Gift Guide for… The Tailored/Suited Guy
    The Dappered Gift Guide for… The Tailored/Suited Guy
  • Steal Alert: Stan Smiths at Nordstrom for $58.83
    Steal Alert: Stan Smiths at Nordstrom for $58.83

Popular Topics

  • Best dress shirts to own
  • Best looking watches under $100
  • Best men’s dress shoes under $200
  • Nike Killshot sneaker alternatives
  • How to wear a suit without a tie
  • Suitsupply store review
  • Suitsupply Blue Line review
  • J. Crew Factory Thompson suit review
  • How much does it cost to tailor a suit?
  • Dopp kit essentials
  • Brown shoes with gray pants
  • Men’s style buying guide

RSS Latest on Dappered Threads

  • JCrew Ludlow Essential Slim fit suit suit in stretch four-season wool*
  • Opinions on orvis?
  • Jackets / Sweaters to keep warm in a cold office
  • Holiday Party Help
  • the huckberry flint and tinder Harrington jacket IS actually super nice

Copyright © 2019 Dappered.com | Dappered, LLC | Dappered® is a registered trademark of Dappered, LLC

Hat tip: Paul Olson, Magazine Pro Theme On Genesis Framework | Disclosures: Privacy and Affiliates, Gilt.com, FTC