Kicked in the Face
This pumpkin wins because it is an inventive use of a deformed pumpkin. Putting the shoe to the face in there was a great idea.
When I am not carving pumpkins, I operate some of your favorite online stores:ShopInPrivate.com. OverTheHill.com RomanticGifts.com, and Bachelorette.com. I have a really fun job!
Finally, one secret fact about me is that I also own and run Vibrators.com. Yup, I sell sex toys and vibrators for a living (not porn though). I guess somebody has to. People sure do buy a lot of them.