Humor has been studied by linguists, philosophers, psychologists, anthropologists, sociologists, and advertising researchers (see Gulas and Weinberger 2006 for a review) and its use in advertising dates back to the very roots of the field. English pub signs dating to the 1500s used incongruity. Puns appeared in print advertising by the 1700s. With the advent of radio advertising in the 1920s and television in the 1950s the acceptance and use of humor became widespread. Virtually all cultures make some use of humor in advertising; however its usage often differs between countries and sub-cultural groups. Paradoxically, while found in every culture, humor is specific to time and context. As a result, the amount and nature of successful humor attempts might also undergo changes based on changing contextual meanings. The focus of this chapter is not only on how contextualized cultural meanings shape perceptions of humor in advertising but also how humorous advertisements reflect and potentially influence cultural norms.