Here is a sketch I came up with. My idea was to keep the proportions pretty much accurate but simplify the anatomy into shapes. I'm using sharp edges and trying to keep most lines straight. I also decided I was going to have a strong light coming from the left to add some drama.
Here is my sketch after in Photoshop with added lighting.
I started doing the background next. I wanted to make sure there would be enough contrast between the characters and the sky/river. I made sure the sky matched the lighting. Compositionally (Is that a word?), I tried to have all the background elements point towards Huck and frame Jim's head nicely. Like the characters, I kept everything fairly simplified into straight edges, except for the clouds.
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