What: “*sniff* *sniff*” bronze trophy
When: During Year Three (The Pearl)
Where: The Pearl, Manny's office
As soon as you find Meche and Domino, you'll regain control in your new office, with some underlings working nearby. Speak to them and threaten to tell their parents about them, which will quickly upset them and send them crying. That's all there is; short, and bitter-sweet.
As with all of the other conversation trophies, if you don't ask the right questions before proceeding with progression, you can miss this trophy.