Bill Wenzel was one of a fraternity of humorous pin up artists of the 50's-70's that included Jack Cole, Dan DeCarlo, Bill Ward and many others who inhabited the risque world of Humorama, Playboy and the like. Wenzel's forte was the tasty dumpling atop a pair of impossibly-long legs.
This piece is undated but, from the man's get up probably dates from the mid-1960's. The gag you see is pasted over a previous gag, "For a mere $50, I'm yours to enjoy in the privacy of your hotel room or the privacy of your home." The gag you see, about the Chamber of Commerce actually sold the piece since I am a past Chamber of Commerce president.
The odds are that this drawing was used more than once. It also has a dark spot were a sticker of identical size to the address sticker had been. The man looks exactly like something I've seen in the New Yorker, but I was unable to find any reference to Bill Wenzel being a New Yorker cartoonist. Actually, I think this gag would have gone well in the New Yorker of the period.