I've been slowly making my way through the LL1-discuss archives, and came across a post from Guy Steele that amused me:
When the Clinton impeachment mess was going on, when I read in the news about the definition of "sexual relations" that had been agreed upon by the lawyers, my mathematical training led me to notice immediately that the definition was not symmetric; that is, that under that definition it was possible for A to have "sexual relations" with B while at the same time B was not having "sexual relations" with A. And Clinton spotted that bug and tried to exploit it, which struck me as hackishly brilliant (though politically stupid and morally arguable).