Tootsie Pops date back to the '30s and their wrappers have changed a bit over the years. At some point in the '60s or '70s they added and updated some of the characters, which included adding the skateboarders. The wrappers have remained virtually unchanged since then. The skaters are located across and slightly down from the coveted Native American shooting a star (which supposedly gave you good luck or a free bag of candy) but was really just as likely as any other graphic. Everyone knew that the skaters were the real good luck charm.
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