James... If he was a drug addict or a fat cat...

So this work is basically based on stereotypes...
So that would come under a person who is not doing so well in life dresses not very well, i.e. their clothes don't fit properly.
Compared to someone who isn't who would wear dress shirts well fitted with a crocodile skin belt with a Rolex on his fucking ankle because having a watch on your wrist is to old school.
He are some quick initial doodles from yours truly.

 So this is a basic version of what I wear now.
It normally derives from a short sleeve fitted t-shirt that is plain in design
And some skinny jeans (because I have thick ass legs boiiiii) ans James likes to subtlety show off.

 Here is myself in your typical baggy "unsuccsessful look. Remember, this story is going to have an element of not judging the surface. Don't worry I'm not nieve, I'm just helping those who are...
idiot

And your typical "succsessful" look of a dress shirt (suit etc) is rather well known to mean that your life probably involves a lot of money and therefore you are happy
Because that's how society works...
Apparently...


I don't really know
Who does.


I need to do some more research before I make anything definite.