|Was this advice from 1864 the impetus for smoking jackets? “A host who asks you to smoke, will generally offer you an old coat for the purpose.” —The Addams Family character “Gomez Addams’” in his smoking jacket. -Photo source, Pinterest|
When walking on the street with a lady.
When lifting his hat or bowing.
In a room, an office, or an elevator, when a lady enters.
In any short conversation where he is standing near, or talking with a lady.
If he is seated himself for a conversation with a lady on a veranda, in an hotel, in a private house, anywhere where “smoking is permitted,” he first asks, “Do you mind if I smoke?” And if she replies, “Not at all” or “Do, by all means,” it is then proper for him to do so. He should, however, take his cigar, pipe, or cigarette, out of his mouth while he is speaking. One who is very adroit can say a word or two without an unpleasant grimace, but one should not talk with one's mouth either full of food or barricaded with tobacco.
In the country, a gentleman may walk with a lady and smoke at the same time— especially a pipe or cigarette. Why a cigar is less admissible is hard to determine, unless a pipe somehow belongs to the country. A gentleman in golf or country clothes with a pipe in his mouth and a dog at his heels suggests a picture fitting to the scene; while a cigar seems as out of place as a cutaway coat. A pipe on the street in a city, on the other hand, is less appropriate than a cigar in the country. In any event he will, of course, ask his companion's permission to smoke.– From Emily Post's 1922, “Etiquette”