Having said that, however, there isn’t anything wrong with taking an occasional nightcap and you don’t even need an excuse for it. “
We do not disagree on that, but that is NOT the subject of this particular thread. The OP commented that there apparently is a “minhag” by some guys to drink until they fall asleep, after a bad date. That is nowhere NEAR the same ballpark as taking an occasional nightcap (not nightcapS). A guy who feels the need and actually has “the minhag” to drink to oblivion just because he had a bad date (and we are NOT talking about breaking up after “dating for months” – that was not the OP’s comment), has a potential drinking problem in the making. What’s next – he had a bad day at work, didn’t get the subway in time, had a bad hair day? Some guys will look for ANY excuse to get into a drunken stupor, and perhaps that started with such a minhag. Alcohol is meant to be something that we can enjoy in moderation. What is being mentioned here, hardly fits that description.