Skip to content
Tailor & Barber Tailor & Barber

A men's lifestyle blog focusing on style, fashion, and grooming.

  • Home
  • Shop the Feed
  • Style Thoughts
    • Suits
    • Sport Coats
    • Trousers
    • Shirts
    • Shoes
    • Outerwear
    • Knitwear
  • Shave and Groom
    • Fragrance
    • Shaving
    • Hair
  • Required Reading
  • Contact
Tailor & Barber
Tailor & Barber

A men's lifestyle blog focusing on style, fashion, and grooming.

I Was the Dorky, New Kid in Sixth Grade

Posted on July 17, 2015October 4, 2017 By Drew

I Was the Dorky, New Kid in Sixth Grade I Was the Dorky, New Kid in Sixth Grade

When I was in middle school, my family moved to a new city. This would be my first of several “new kid” experiences in the coming years, and I would absolutely learn from my errors in judgment.  I’ve probably taken it a little too far into caring about how I look every day, but I guess that’s only human.

So anyway, it was the first day of school with a gym period, and, as with my previous school, my parents let me wear any t-shirt and shorts that I wanted.  What my parents had failed to realize, for whatever reason, was that like regular school days, gym class also had a uniform.  I came from a school without uniforms, but was now, regrettably, attending one that did.  So there I was, very easily spotted, the new kid, wearing some sort of fluorescent, leopard print, knee-length shorts and a neon t-shirt in a sea of navy blue shorts and light blue polo shirts.  (I swear this is a true story)  

This somewhat humiliating experience taught me three important style lessons that I still hold to today:

1. Check the dress before you go.

Whether you’re attending a black tie event or a uniform-required gym class, you want to know before you arrive.  I think holding to the recommended type of dress is just good manners.  The hosts of whatever event you’re attending are trying to create some sort of atmosphere, and as an invited guest you have two jobs: have fun and help the event go well.  I’m not saying you should be prim and proper all the time, but try to bend your style to the party.  Wear a tie if that’s appropriate, tuck your shirt in if needed, ditch the flip-flops, etc.  Be a courteous guest.

2. Don’t go too bold your first time out.

There’s something to be said for a little flash and some outrageousness.  However, maybe the first time with a new crowd isn’t the best time to try it out.  I would recommend clothing on the tamer side to let your personality shine through.  Then once people get to know who you are inside, play around with the outside.  You only get one chance to make a first impression, and I think that that first impression should reflect who you are, not what you look like.    

3. If you’re going to go bold, make sure it’s right.

I won’t belabor this point too much, but I would be willing to bet a lot of you were cringing just at the thought of my outfit before I even go to school that day.  Not only did I go bold when I shouldn’t have, I went bold in an incredibly wrong way.  My outfit was atrocious to begin with, let alone being out of uniform.  If you want to make a statement with your outfit, make sure you nail it.

I’m fairly certain that a number of readers will think I’m overreacting and worry too much about what other people think.  That may be true, but just remember that just this past weekend Lewis Hamilton was asked to leave Wimbledon solely because of the way he was dressed.

Regards,

Tailor & Barber

Share this:

  • Share on Threads (Opens in new window) Threads
  • Share on X (Opens in new window) X
  • Share on Facebook (Opens in new window) Facebook
  • Share on Pinterest (Opens in new window) Pinterest
  • Share on Tumblr (Opens in new window) Tumblr
  • Share on Reddit (Opens in new window) Reddit

Like this:

Like Loading…
Style Thoughts

Post navigation

Previous post
Next post

Related Posts

Men’s Holiday Sweater Guide – 12 of the Best Holiday Sweaters

Posted on December 11, 2014October 4, 2017

Well, it’s that time of year again.  Holiday parties, eggnog, mistletoe, ugly sweaters.  Wait, ugly sweaters?!  Yes, unfortunately, this new trend is taking the country by storm, and it cannot be stopped.  So I won’t even try.  Don’t get me wrong, I like the idea that ugly Christmas sweaters exist,…

Share this:

  • Share on Threads (Opens in new window) Threads
  • Share on X (Opens in new window) X
  • Share on Facebook (Opens in new window) Facebook
  • Share on Pinterest (Opens in new window) Pinterest
  • Share on Tumblr (Opens in new window) Tumblr
  • Share on Reddit (Opens in new window) Reddit

Like this:

Like Loading…
Read More
Outfit Inspiration Billions Style Header

The Look for Less: Billions Style

Posted on March 30, 2018March 30, 2018

   In case you missed it this week, Showtime’s hit show Billions returned, and I couldn’t be more thrilled. Billions is one of my favorite shows. The writing is superb. The dialogue is probably the best on television. The acting is phenomenal. How could you go wrong with Paul Giamatti,…

Share this:

  • Share on Threads (Opens in new window) Threads
  • Share on X (Opens in new window) X
  • Share on Facebook (Opens in new window) Facebook
  • Share on Pinterest (Opens in new window) Pinterest
  • Share on Tumblr (Opens in new window) Tumblr
  • Share on Reddit (Opens in new window) Reddit

Like this:

Like Loading…
Read More
SALE Alerts Suitsupply Outlet Sale 2020

20 Picks from the Suitsupply Outlet Sale for 2020

Posted on January 14, 2020January 13, 2020

It’s that time of year again! The Suitsupply outlet sale is upon us. Before you read any further, I want to make sure you know what you’re getting into. This is an absolutely final sale. No returns, no exchanges, no refunds. So if you are not absolutely aware of what…

Share this:

  • Share on Threads (Opens in new window) Threads
  • Share on X (Opens in new window) X
  • Share on Facebook (Opens in new window) Facebook
  • Share on Pinterest (Opens in new window) Pinterest
  • Share on Tumblr (Opens in new window) Tumblr
  • Share on Reddit (Opens in new window) Reddit

Like this:

Like Loading…
Read More

Leave a Reply Cancel reply

Your email address will not be published. Required fields are marked *

  • Instagram
  • TikTok
  • Threads
  • YouTube
  • Pinterest
  • X
  • Facebook

Subscribe

Recent Posts

  • What I Wore April 9, 2026
  • What I Wore April 6, 2026
  • What I Wore April 4, 2026
  • What I Wore March 25, 2026
  • My Favorite Shoes at Each Price Point
©2026 Tailor & Barber | WordPress Theme by SuperbThemes
%d