37) Soda Helmet
This dog was caught being funny as he discovered a new type of hat. Whoever said you can’t wear a cardboard box that way? It seems like he was playing with the box, and then, suddenly, it was on top of his head. He looks like a soldier who belongs in front of a government building in London, and who leads another team of soldiers. It could be his secret animal side job, and he just forgot to take off his uniform before his owners found him (via Holidog Times).