This side story involves an old friend, familiar to players of the first Insomniac Spider-Man, who has had something of a change of direction in life. And a new costume. Anyway, in order to unlock this trophy, you need to trigger this side story, which you can find in the Financial District, called Where Have You Been? Once you have followed the quest line through, you will unlock this trophy.

To kick this quest off, look for this symbol: