Dressing up, dressing down

When meeting someone for the first time, the issue of fashion is one that needs to be solved as quickly, even though it’s the last thing you take care of before you leave the door.

Depending on how much time I have, I usually wear what I wear to work. Thankfully, I don’t use suits too often, or else I’d resemble a sexy accountant; no one wants him around except during tax season.

So, I have a pair of trousers (usually black), a dress shirt (poplin and patternless), and a sweater (if it’s cold). If I have some time to change, then it’s a casual look of jeans, a t-shirt, and a jacket.

It’s incredibly difficult not to cross any lines, and try to appease everyone while impressing only one person. I don’t want to come across as uptight (suit), sloppy (sweats), or nonchalant (somewhere in-between).

If I think I'm going to get lucky, I just won't wear underwear... and pants.

But, I never get lucky.