: Provided macabre and surreal cartoons that became a staple of the magazine's "sophisticated" funny side.
: Many jokes leaned into the "Playboy lifestyle," featuring suave bachelors, glamorous dates, and the humorous misunderstandings that occur in high-society settings. Best Of Playboy Jokes
: This was the magazine's hallmark humor section, usually illustrated with small, colorful cartoons. The jokes often revolved around dating, marriage, office politics, and social faux pas. : Provided macabre and surreal cartoons that became
: Known for his "Travels with Shel" and quirky, often dark humor. " featuring suave bachelors