Not content with the direction his life was taking, Hugh Hefner decided to embark on his own creative endeavors. In 1951, Hefner published That Toddlin Town, which featured a series of risqué cartoons that poked fun at the social scene around the streets of Chicago.
The book achieved mediocre success making him a minor celebrity in Chicago and earning him a couple of thousand dollars profit. Little did Hefner know that in less than two years, he would create a magazine that would change everything.