Here's the solution, courtesy of playtationtrophies.org:
This trophy can only be earned during a very specific point in the game. There is a small part of the game where you play as Steve; it is shortly after you meet your first Bandersnatch. Once you have control of Steve, go back into the room he left from. Claire will be waiting there and taunt him, Steve will leave the room again and you'll earn this trophy.