Very easy and quick achievement -- I got it even before starting my first race.
Select: Main Menu -> Gotham Career -> Solo Career -> [Any Race] -> [Any Race Mode].
If you haven't boughten your first car yet, go ahead and do so. When you're at the garage menu, scroll down to "More ..." and select "Walk Around This Garage".
There will be two arcade machines in this garage, walk over to them and pick either one and press
. After it loads, start a new game and then press start and exit of the game and the arcade via the arcade menu.
PG3 will then restart, so you'll need to reload everything you just did. (Select save storage.) (Go back into your garage.)
Repeat the aforementioned steps but activate the arcade machine that you did not choose first. Open that arcade, start a new game, exit out of the game and the arcade.
PG3 will restart again. However, after you load your profile, the achievement should pop. Have fun!