Here is the full list of all 12 Jake's Love Story achievements. It takes around 0-1 hour to unlock all of the achievements on Windows.
You've got ending 6
You've got ending 5
You've got ending 2
You've got ending 1
You've got ending 4
You've got ending 3
You've got ending 9
You've got ending 7
You finished game once!
You've got ending 8
You made first choice!