When we asked my 3 yr. old grandson how he wanted his jack-o-lantern's face to look, he told us he wanted an "Oh, no! pumpkin" and made the face. This is what it looks like. We carved the top opening zig-zag and we lifted it up, turned it a little and set it on top to look like a hat.
I used to draw on my pumkins with pencil before carving them. My dad told me the other day he used dry erase markers to draw the pumpkins face before carving. He said you can just erase the marker when you're done, or if you make a mistake.
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