I was pretty sure there was a face trying to break out of this somewhat bulging pumpkin, and it turns out I was right.
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Step 1: Selection
This pumpkin had a prominent bulge on one side, which meant that there was probably a face trying to break out of it. And since there's carvable material sticking out beyond what a perfectly circular pumpkin would have, I was able to let the round part stay round, and concentrate on the part that's busting out.
Step 2: Drawing
First I made a jagged line where the "breakage" would occur, then I drew a face (imbued with an unsettling level of manic excitement) in the breakage zone.
Step 3: Dig in
Using mainly clay tools, I started removing the bits of pumpkin that were preventing the face from escaping. This ended up having some good thickness to it, so I was able to dig pretty deeply.
Step 4: Keep Digging
I left a few "flying" bits of pumpkin over the face, just carving underneath them so they look like they're frozen in the nanosecond that it takes for a face to bust out of a pumpkin.
Step 5: Finish
To help emphasize the nooks and crannies (because it's all about the nooks and crannies), I brushed in some very diluted black watercolor paint.
This guy will last a bit longer than a traditional pumpkin because I didn't break into the center where the seeds live. He'll get increasingly nasty-looking of course, but as of this writing Halloween is only four days away, and I'm confident he'll live to see a healthy assortment of candy-grubbing ne'er-do-wells wandering the streets.