I thought I had maxed out on everything until I saw Atmosphere +3070 on your screenshot. I'm currently on +3050, do you mind sharing the items you have?
Oh and I also noticed the +4 cooking equipment slots
which I had to grind another 20 ingame days for (you normally only get to +3 through tidying the tavern rooms you get the last +1 from a super rare drop "Frozen Godstone" from gathering materials in outskirts .
Can confirm she gets heart eyes when she gets fascinated eyes status (regardless if she's tired or not) and then transitions into dazed eyes ahen her stamina hits red, also just her climaxing alone gets her into that state, generally after her 4-5th climax as you mentioned
How did you get that first achievement (upper left one)? that must be a secret one since it's not displayed (not even a question mark icon) at all on my end and I've reached the epilogue
Meanwhile to answer your quesiton I found that you have to full on harass her with all your AP in the day (might need less to trigger but why not go all the way to really deserve
The punishment (?)) and then the event will trigger when night comes