Winnifred Wolf is an old love interest of Hiram Wolfe, from back in their high school days. He had a crush on her, but she did not reciprocate those feelings because of his unfortunate tendency to put himself first. She is reunited with him during a senior singles cruise in the two-part episode "Cruisin." It is not known what becomes of her relationship with him, as Hiram does prove that he can think of others as well when he saves Rocko. While she is undoubtebly very old, his exact age is never revealed, but was said to be in her prime some time in the 1940s or 1950s. She attended Ozark Tech along with Hiram Wolfe.