Luckily there is a 'business suit' kind of outfit that I can adapt. So I'll use the character generator to make some guys that vaguely resemble the Winchesters, and tweak from there. If your sleeve is three pixels across, do you use one of the three pixels as a black outline? Do you make lighter blue on the sides and dark blue in the middle to show the elbow crease? Or darker blue on the sides and lighter blue in the middle because that's where the highlight should go? I don't know. I'm not skilled enough to draw them from scratch. But I only anticipate having three, so I can put some effort into personalizing them with subtle details. It makes sense that in a game where you may have dozens of tiny characters running around, they have to be distinctive. The clothes are mostly knight/wizard/princess type outfits and the hair is over-the-top anime style, for instance blue spikes or green hair down to the feet. So in RPG Maker MV (the program I'm using to create the game) there is a character generator allowing one to make tons of people that don't particularly look like Sam and Dean. I'm not sure they are finished but they look reasonably cute to me.
I've been working on sprites, which are the little people who walk around the screen. Welcome back to xoferew's attempt at making a Supernatural video game.
