I was flipping through some DC books I have and felt inspired to do a Two-Face pumpkin. You will definitely need a few carving tools to start. I use Kemper clay carving tools and have found them to be really sturdy. You mostly just need one large loop for the skin, and 2-3 various sizes for detail.
Step 1: Map Out Your Face
Once you scrape off the skip, you want to start mapping out your face. Carve the eye areas to define a brown line as well as the mouth area. Make the eyes deep enough so that you can build somewhat of a nose.
Step 2: The Eyes
I generally start with the eyes (since they are the window to the pumpkin's soul). I wanted to make sure I could actually pull this off, so I started with the more difficult round eye first. don't be afraid to go deep (but not too deep). For the iris and pupil, I carve out two concentric circles, with the pupil being the deepest. While I'm doing this, I also start carving some lines around the eye to add shape and depth.
Once the crazy eye was done, I made a regular eye on the other side.
Step 3: The Mouth
Once the eyes are done, you'll want to start on the mouth. I did the more interesting side of the mouth first, outlining the skin layer first, then the gums, and then the teeth. Here I'm also starting to add more lines and details around his mouth.
Then make a simplified mouth on the other side. I made sure to add add a smile wrinkle on the side to make him look more serious.
At this point, you can also start defining his face shape by carving on the sides and making a distinct "edge" around the face.
Step 4: The Finishing Touches
After that, it's really just about the finishing touches - more wrinkles, nostrils, eye brow hair, forehead wrinkles, smoothing any sharp corners out and getting any other gunk out of the lines. Overall, you just want to clean it up a bit.
Make sure you get some good pics once you're done!
Step 5: Post-Carving Tips
Some post-carving tips:
-rinse with water to get some of the shavings out
-spray with bleach mix or an anti-mold spray
-keep it in the fridge until you want to display it
-slather some Vaseline on it to keep it moist so it doesn't dry out
I have done all of the above and this definitely preserves your pumpkin!