Everyone has their own preferences.
About the next updates :
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Update 0.150
(Afternoon)
1) Nathalie
2) Dylan/Ellie (very small side event)
3) A little bonus storyline with Sophia (with interesting options for later)
(Evening)
4) Sam
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Then :
Morning
1) Literature lesson (Aiden's 4th task) + a bonus scene
2) Don Morello (optional)
Noon
1) 2nd side job 3rd day
2) Dylan/Ellie OR: Dylan comes home from the boarding school for the weekend. What will happen here depends on if the "pool chicken fight" on day 10 took place or not!
3) "Coach Sophia"
Afternoon
1) Sophia/Sam
2) Sophia/Claire/Marie (with Dylan)
Evening
1) Sophia/Dylan
2) Sophia/Dylan OR: Dylan/Ellie OR: Dylan/Emma
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If you do not find satisfaction, you are a very demanding person