Dappered

Affordable Men's Style

  • Don’t Miss Anything
  • Start Here
  • Essentials Shop
  • Latest Deals
  • Style Scenarios
  • Reviews

Dappered Classics: The importance of not overthinking your look

December 17, 2011 By Joe | | Heads up: Buying via our links results in us getting a commission (not always, but just about), which helps keep the lights on around here. We also take your privacy rights seriously. Head here to learn more.

Putting a little thought into anything is rarely a bad move.  But putting a lot of thought into something can quickly do more harm then good.  This is highly evident in the way we present ourselves to others, and attempting field goals.

Appreciating style is a means to an end.  It’s not the end.

Finding and exploring your own personal sense of style is supposed to make things easier.  It’ll make you more comfortable, confident, and at ease.  But if you’re still thinking about what you’re wearing and the 59 steps you painstakingly took to get everything “just right” well after you’ve walked out the door, then you’re doing it wrong.  You’ll be uncomfortable, lack confidence, and look uptight.

Nobody notices half as much as you think they do

Think you look awesome?  Maybe you do.  Who knows if anyone will notice and of course it’s more than fine if they don’t.  Think you look awful even though you’ve given it a go?  Again, chances are no one will really notice.  Unless you’re dwelling on it as opposed to shrugging it off.  Then it’s almost guaranteed you’ll stick out in the wrong way.

There really are no rules

Do your own thing.  Overthinking the “rules” leads to not trying anything new because you’re afraid you can’t pull it off.  With that said, there are a few guidelines that are best to respect (avoid brown shoes with a black suit, etc…)

Wear your guilty pleasures with confidence

Do you sheepishly love a pair of tattered old cargo shorts?  Wear the damn cargo shorts.  You’re not asking anyone else to wear them.

Your thoughts, over-thought or otherwise, are more than welcome in the comments below.  Top Photo Credit.

Filed Under: Clothing, Dappered Classics, Etc. Tagged With: overthinking, rules, suggestion

CONTINUE THE CONVERSATION …

Want to share your thoughts on this article? Join the discussion on Facebook, hit us up on Instagram, or reply on Threads.

DON’T MISS ANYTHING

Subscribe via email to get articles in your inbox. You can also follow us on Threads, 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.
Half off GAP Khakis, Half off J. Crew Cords, & More – The Thurs. Men’s Sales Handful

Half off GAP Khakis, Half off J. Crew Cords, & More – The Thurs. Men’s Sales Handful

It’s a pretty good weekend if you need some new pants.

Style Scenario: Feels Like Fall – Dressed Up

Style Scenario: Feels Like Fall – Dressed Up

The final of three style scenarios welcoming in the prime season for dressing well.

Win It: The Baltic Aquascaphe Classic

Win It: The Baltic Aquascaphe Classic

The prop-closet-cleanout continues. Win this watch. Automatic, assembled in France, and 39mm.

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.
For a fit perspective, see Joe’s measurements
Make sure to read our affiliate disclosure.

CONNECT WITH DAPPERED

Thanks! Check your inbox or spam folder to confirm your subscription.

  • Email
  • Facebook
  • Instagram
  • RSS

MOST POPULAR ON DAPPERED

  • Half off GAP Khakis, Half off J. Crew Cords, & More – The Thurs. Men’s Sales Handful
  • Monday Men’s Sales Tripod – Macy’s Watch Sale, $10 off UNIQLO Chinos, and more
  • Style Scenario: Feels Like Fall – Casual (nothing over $100 edition)
  • Steal Alert: Bonobos Extra 40% off Sale Items
  • Steal Alert: J. Crew 30% off Suits and Blazers
  • Style Scenario: Feels Like Fall – Dressed Up

Copyright © 2023 Dappered.com | Dappered, LLC | Dappered® is a registered trademark of Dappered, LLC

Dappered does not collect or sell its users personal information | Disclosures: Privacy and Affiliates, Gilt.com, FTC

WPE

We work with partners that use cookies to understand how visitors use our site. Find out more.