People come in to the chat room and leave almost immediately when they find nobody there.
Of course, since everybody behaves this way, nobody ever finds anyone to chat with. If you'd like to improve your odds, just leave the chat room open on your screen, and select Options - Entrance Alerts from the menu. That way, you'll get an audible warning when another surfer bent on Shakespeare chat comes to town. Also, everyone who wants to chat might try coming to the room precisely on the hour or half-hour. If everyone does that and hangs out for a few minutes, you'll greatly increase your chances of a Shakespearean encounter.