Sorry to hear about your new boss. I want to play devil's advocate a bit. I know from experience, especially with guys from an older generation, that the 'sexual harassment' line can be very inapparent. My own partner, who is a total dear, very family-oriented and has been married for 42 years has been known to inadvertently make jokes and comments that cross the line. I know it was not his intent, and when I called him on it he was very quick to react and stop the behavior because he realised that for the girls it was uncomfortable. But he had no malicious intent at all. It was the expected thing for men in his generation... He did not mean any real flirting...
As a boss, what I would advise an employee in this circumstances is to keep a very professional demenour and not be afraid to say you are not comfortable with that kind of talk. Do it firmly but in a setting that does not make him feel embarrased. But if he says "date PIB" or whatever you answer, "Sorry sir, I know you do not mean wrong, but I am very old-fashioned and I don't like to joke about that kind of thing. I would appreciate it if you stopped." No trace of flirt, serious and bussines-like, but non accusatory. Kind of saying "thank you but I don't like peas" to a waiter at a restaurant.
"You don't throw a whole life away just 'cause it's banged up a little"
Tom Smith in "Seabiscuit"
