Star Tripper and The Thick Table Tavern both have the player work for tips, although it’s just a side activity in Star Tripper rather than the central mechanic.
Lots of entries have had smoking, but I don’t remember two with smoking indoors (e.g. beyond “this is a smoky tavern,”) at least not for a good long while. not just cigarettes, either, heavier tobacco.
The Only Possible Prom Dress and One Way Ticket both feature this.
I must also bemoan, given an entry in Texture called Ink, the lack of a game in Ink called Texture. Now that would’ve been a hard-to-top coincidence!
Including these two, there are 4 games about women leaving their fiances or having an affair on their husbands (the other two are Admiration Point and (mild spoilers) The Chinese Room). Only one game, The Grown-Up Detective Agency, is about a man abandoning his fiancee.
Well, one of the goals is to build an escape tunnel afterwards, so there’s that whole “fleeing someone you don’t love/who doesn’t love you any more” theme.
Oh, and in the semi-joke-opposite department, To Persist and The Last Christmas Present both end with a phone call with no meaningful conversation.