You must consider I Dream of Jeannie the height of oppression. But anyway, if you're going to drill down on the moral implications that come out of your absolutist assumptions about the back story, then you have to conclude that Kirk didn't do anything with Drusilla. And also Tony never consummated with Jeannie. Because that would be wrong. But the makers wanted the scene to play as light fantasy-adventure, not a moral treatise on slavery. It was a fantasy scene in which a man was getting what he really wants, and a woman was "required" to get what she really wants, meaning she's not a bad girl. Her job gave her "permission to be bad." In the 1960s, that was Sex Fantasy 101. Nobody took it seriously.