Here is the full list of all 24 We should talk. achievements.
Reach your first ending.
Reach ending 9.
Talk to Sam about her insecurities.
Lie to Sam about meeting with an ex.
Begin your first playthrough.
Received all trophies.
Reach ending 1.
Reach ending 2.
Reach ending 3.
Reach ending 4.
Reach ending 5.
Reach ending 6.
Reach ending 7.
Reach ending 8.
Reach 5 endings.
Reach all endings.
Befriend a lonely stranger.
Get flirty with Steph.
Have a steamy conversation with Sam.
Learn about Sam's dad.
Learn about Sam's ex.
Talk to Sam about going to the gym.
Talk to Sam about your future plans.
Talk to Sam about cleaning the apartment.