I've seen a lot of miniatures with shields with scary stuff on em', but I kind of like whimsical, designs myself.
Back in the day, when I played Basic or Advanced D&D with the neighbor hood gang, I usually played as a fighter/tank kind of character. One of the other players always called mine the "Pawn"... First through the door and often, first on the floor!
It was funny to us then, and funny now, so I adopted it on this shield design for some old School D&D I am playing with MY son. (wow, 35 years went by fast!)
If anyone has funny... out of the ordinary, ironic, or pun-ny shield designs, I'd love to see em'