2013 Wiffle Shirt Every year, for the last 17 years, my brother and I host a Wiffleball Tournament for our friends. We have made T Shirts every year and the theme changes every year to something that we see in the world or on TV or wherever. This year happened to be inspired by those great Captain Morgan Commercials/ Pirates. Once we pick a theme we put this character into the theme, he is a guy with a baseball for a head, making the transition to Wiffleball, just like all the players did.