I drew the hat using the pen too and black and white fills. I also used the burn tool to create shadows.
step 1 of 9
step 2 of 9
I placed the nose face image and masked out what I no longer needed. I then set the image to color.
step 3 of 9
I started drawing the zipper using the tutorial listed in my sources.
step 4 of 9
added more to the sipper.
step 5 of 9
added more to the zipper.
step 6 of 9
added more to the zipper.
step 7 of 9
completed the zipper
step 8 of 9
Here I warped the zipper
step 9 of 9
In this step I added ears to the prisoner and also used some burn and dodge to create shadows and highlights.
Final result
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