Jimmy and the arcade game are located in the restaurant near the lake. Simply speak to him to play against him.
You can pick any fighter you want, because the trick works with any of them.

You simply need four keys on your keyboard to beat the teenager. The thing is your fighter can perform a dashing kick that will makes your forward way faster than if you'd walk. To perform this kick, you have to hold down the D key, and press W then Q (quickly after releasing W). Use the dashing kick several times until you reach the opponent.

Note: you have to be quick because you will be killed in only two shots of your opponent.

Then just spam the E key to punch him and win the game.

You just beat Jimmy on his own game. Congratulations. Now he's mad, and doesn't want to play with you again. But you have earned the achievement "Fatality".

Thank you for reading this guide. Don't forget to rate it, and leave a comment if you have any question or suggestion.