There are 6 items in Megan's office (you start here at the very beginning of the game) that you need to interact with. To interact with an item, just press
.
The items are:
Blue iPad (sitting on the couch)
Photo (on Megan's desk by computer)
Emails (interact with computer to read them all)
Newspaper (also on Megan's desk)
Black and White Book (on a shelf closer to a printer type of machine)
Toy Car (it's small to see, but it's on a shelf past the book)
The trophy will unlock after you have interacted with your final item.