This achievement is in The Special Episode: 400 Days.
You will need to pick Wyatt's story line. That's the guy with the blonde bread. A little ways into the story line you will have to win a best of two out of three in rock, paper, scissors. Just like in the Xbox 360 version it's random. Just make sure if you don't win the first two rounds you go back to the main menu. (You could also try for the third around, just make sure you don't let it save if you lose!) Then load up your last save. This will put you a little in front of the match. Faster than a restart of the chapter.
Hope this helps.