T: Sorry for the title, it’s an old joke Andrew and I have from college. Anyway, today is the second to last part of our series on business casual and in my opinion, the most crucial. Today, we look at shirts!
The other installments are (click on the titles for articles):
Shoes
Pants
Belts
Ties
Before we move any further, there are a few things you should know about shirts. They are not all created equal. In my opinion, there are four fabrics you need to know:
Broadcloth: The dressiest kind of dress shirt. Thin, a little shiny, and somtimes a little see-through (below).

Twill: Medium weight, has a diagonal weave and can be slightly shiny. Brushed twill is less shiny and more wooly. Good for winter (see below).

Pinpoint: Basically a tightly woven oxford. Not shiny and thicker than broadcloth (below)

Oxford: A heavier thread that is okay to be worn a little wrinkled. It’s normally a basketweave with one yarn crossing two other yarns. Oxford is less dressy than other fabrics (below).

All of these photos came from a shirting company called propercloth. For a full explanation of shirting fabrics, click here.
Anyway, lets get down to business or business casual (terrible joke). Your shirting choices will normally be dependent on your particular workplace dress code. If you wear a tie or jacket/coat every day you probably want to go for simpler shirts that won’t clash with your ties/coats. On the other hand if you wear a shirt every day with no sweater/jacket, you may want to go a little wild.
No matter where you work, assuming you work a 5 day week (I hope you do) here’s what I would suggest:
2 Oxford shirts (your workhorse shirts) In no particular order, I like white, pink, blue, red/white stripe, and blue/white stripe.
1 Twill or Pinpoint in an icy/French blue shade.
1 Broadcloth (white) for fancier occasions
1 Patterned shirt to mix things up, any fabric
In terms of WHERE to get these things, I think that Brooks Brothers is your best bet. Their extra-slim fit shirts are the truth and even though I am north of 200 pounds, they somehow fit me really well. If you are looking for more casual shirts, you can’t go wrong with J. Crew. But, if you were looking for custom dress shirts, there are a lot of places that do custom shirt from under 100 dollars a pop.
Remember that if you are buying a shirt to be worn with a tie, it might be best to buy the shirt with individual neck sizes and sleeve length. Some shirts are not meant to be worn with ties:

The picture below is the heavy rotation of my personal business-casual shirting wardrobe. You might want to use it as a jumping off point for your own selections. Don’t judge my photography skills. I take a Terry Richardson point and shoot approach (minus harassing models):

Close up:
Oxfords: (L-R) Brooks Brothers, Brooks Brothers, and Uniqlo
Whats important to remember is that oxford shirts normally have button down collars that are easier to manage because you don’t have to press the collars or have the shirts dry-cleaned. Just wash and hang, brother.

Twill and Pinpoint (slightly wrinkled, L-R): Jos. A. Bank, Jos. A. Bank, Polo, Uniqlo, Uniqlo

Broadcloth (L-R) Brooks Brothers, Brooks Brothers:

It’s also nice to have some fancy shirts with french cuffs for suits but that’s for another post…..