"Let's place a bet"

"You seem to be really confident that you are better at me then this game. Right?" You ask Jess.

"Well the last round that you won was just luck. If we play best out of 5 I would win every time!" Jess tells you.

"Hmm, well I am sure about that how about we place a bet on that?" You ask her.

"Sure the person that wins the next best out of 5 wins 10 dollar!" She says.

"You're on!" You say.

You start to play and lose the first 4 matches...

"Haha, I told you so I would beat your ass!" Jess teases you.

You then think for a moment...

"What if I just try the word 'please' this time." You are think.

"Jess, please lose the next round." You say out loud.

The next game you deliberately play very poorly. You somehow still win the 5th game.

Jess just had a confused look on her face that she lost.

You just take the 10 dollar out of your pocket and give it to Jess.

"How about we play another round. But this time we raise the stakes and let's play for 100 dollars." You say.

"Haha, you wanne lose more money? Sure!" Jess says.

This time Jess just straight up wins all 5 the games.

"Haha, well I told you so! You just lost yourself another 100 dollars." Jess says.

You hand another 100 dollars to Jess.