Here is the full list of all 19 Dream Daddy: A Dad Dating Simulator achievements.
Go on every date with every dad.
Go on all Hugo dates.
Go on all Mat dates.
Earn a match fishing score of 2000
Go on all Craig dates.
Jump off the waterfall too many times and bleed out.
Attempt unrehearsed backflip. It does not go well.
Get bad Amanda ending.
Go on all Brian dates.
Fall to your death all due to the folly of pride.
Earn 18 hole-in-ones at pirate mini golf.
Go on all Damien dates.
Go on all Robert dates.
"Give Amanda permission to swear. "
Complete the secret ending.
Get good Amanda ending.
Go on all Joseph dates.
Successfully complete chapter one.
Slept with Robert on the first night.