The Skateboard Kid, here is a brief synopsis taken from Amazon:
This movie took three years off of my life. It was like a horrific car crash that I could not look away from. First of all, Dom Deluise is the voice of a magical talking skateboard. The only way you'll ever see his butt on a skateboard. Second, this movie forgot to have stuff actually happen! Enjoy the montage of the skateboard kid and skateboard playing baseball together ( oh, yes) and then watching a sunset together. There are homeless people on the street, and people sick and dying, but the producers of this movie decided to use their money not on important causes, but instead on this waste of celluloid because they thought they were making citzen kane, or something. This movie hurt me, but I could never hurt it the way it hurt me. With all that said, I say go out and see it anyway. Trust me, you will rate all other movies with this one. And you too will say, "Oh yeah, you think that movie's bad? You should see 'Skateboard Kid'!!!!" -Jody Corodey
Yeah the skateboard even had a face.