With best play tick-tack-toe is a draw.  It comes as a surprise to people however that best play is hard to maintain when you are playing 50 games in succession, especially if you’ve had a few. Most people are willing to bet that they can go 50 games without losing one, many are even willing to give odds.  You can make some money this way.  (You are betting just that you can win at least one game, its safe to throw a few and that can knock a careful opponent out of his rhythm.  And the sheer boredom that sets in around game #37 works to your advantage.)

One warning however.  Only wager with with law-abiding adults.  I tried this on my 3 year old and he cheats: