Context

This line was spoken by Joshua (voiced by John Wood) in the film WarGames, directed by John Badham (1983).

WarGames came out during the height of the Cold War and the dawn of the video game age, and its plot is indebted to both. Teenage slacker and computer genius David Lightman finds himself playing games on a computer nicknamed Joshua, which controls the United States' nuclear missile launches in case of war with the Soviet Union. What began as a lazy kid looking for a new video game to play turns into World War III and an entertaining, if slightly cheesy, 1980s classic.

The quote comes towards the end of the movie after Joshua's creator, Dr. Stephen Falken, and David make Joshua play endless games of Tic Tac Toe, which teaches our artificially intelligent friend the concept of "mutually assured destruction" better than a 45 minute political science lecture. Because no one really wins in a possible global thermonuclear war, Joshua decides to take a break from making the US Department of Defense lose its mind and just play a basic game of chess.

Where you've heard it

A super arrogant kid probably used this line when you tried to join the chess club, and he or she thought you were no good at the game before you even moved your first pawn. What a bad sport! It can also be used if you don't want to get involved in the verbal equivalent of World War III.

Additional Notable References:

• In Star Trek, a no win situation like this one has the fancy name of Kobayashi Maru, and Captain Kirk doesn't believe in them one bit whether he's played by William Shatner or Chris Pine.
• The darkly hilarious web comic xhcd uses this quote in a heartbreaking way.

Pretentious Factor

If you were to drop this quote at a dinner party, would you get an in-unison "awww" or would everyone roll their eyes and never invite you back? Here it is, on a scale of 1-10.

Using this quote would cause your fellow dinner party guests to treat you like Rudolph and not let you play any reindeer/party games for the rest of the evening.