Board games and card games are kind of dorky to begin with. And there are plenty of titles out there that hold a special place in the heart of the nerd (just ask one about Settlers of Catan). But, there is a line, a line which even the nerdiest amongst us might not care to cross. For example, c-Jump - a board game that teaches the basics of programming. Some of the spaces you'll land on in the course of your journey down the mountain include "goto jump;" and "switch (x) {". Then there's CPU Wars, for the three people out there that think Magic: The Gathering is too mainstream.
Engadget, CPU Wars and c-Jump: the nerdiest card and board games ever