You get this for successfully getting through the chapter "Face Off" (~chapter 19).
During the cutscene you have a vision of the police visiting. Try to hide some of the incriminating evidence. Stand up and look at the torn paper on the right hand corner of the desk. Interact with it until he hides it. Head to the other side of the desk and find a small book of Shakespeare. Again, interact with it until he hides it.
When the interrogation starts, make your first response "Subject" because it is non-suspicious.
Winning the mini-games will help give you hints as to what responses to give. Generally, choose the truth as non-suspicious. Joke about the sketch. Do not lie, dodge, or change the subject.
You will start having visions and Carla/Tyler (depending on the choice you made earlir) will get somewhat suspicious no matter what you do. If you can keep the suspicion low enough, however, you'll use a QTE to realize she's starting to wonder about you and take the opportunity to go use the bathroom.
The game will switch to Carla/Tyler. Pick up the pen off the desk. Look in the left hand drawer to find the Shakespeare book. When Lucas comes back in the chapter will end and the achievement should unlock.