Random Riddle: Two Games

A certain mathematician, his wife, and their teenage son all play a fair game of chess. One day, when the son asked his father for 10 dollars for a Saturday night date, his father puffed his pipe for a moment and replied, “Let’s do it this way. Today is Wednesday. You will play a game of chess tonight, tomorrow, and a third on Friday. If you win two games in a row, you get the money.”

“Whom do I play first, you or mom?”

“You may have your choice,” said the mathematician, his eyes twinkling.

The son knew that his father played a stronger game than his mother. To maximize his chance of winning two games in succession, should he play father-mother-father or mother-father-mother?
 

Random Riddle: Two Games