Survey 5 Anomalies in a single mission
Get every Girl to like you very much in one run, but don't act on it.
Destroy at least 8 Enemies during a space mission.
Succesfully complete the 4th Date with Ilya
Have a dating skill at least at level 8. Oh, and yes, this is too much theory. Bad!
Succesfully complete the 4th Date with Laey
Win a space mission with at least 2 Anomlies and without taking damage
Succesfuly complete the 4th Date with Satella
Start learning the game. Congrats, you are already doing it!