I just assumed the "Date Events" table is an optional table that is there to give you prompts/inspiration for any date if you don't have an idea on your own.
Let's assume 1 Heart date - you get: (2) You two are forced (2) into the Dark Forest where you learn (6) they have a secret pet...
That doesn't give you much to go on so you decide to use "Date Event" table for more info to flesh out the encounter: (1) protect (4) hate, encounter (5,3) the mob/crowd...
...so that helps to paint the scene. You are forced deeper into the forest by a mob with pitchforks and torches, but it turns out they are not after hated Villainess but after a strange looking fantastical creature. LI surprises you by passionately protecting dangerous beast from the Mob, claiming it's friendly. It looks scary with its stings and fangs, but as soon as it sees the LI it coos and rubs its scary looking head on their cheek. LI os determined to protect his pet from the ignorant and prejudiced crowd. You spend rest of the meeting playing with the weird creature and getting to know your LI better...
And I assume the table next to it - "Scenarios" is to help with that d20 list of daily events.