Considering how she gets really anxious whenever he talks to another girl. Meanwhile the boys probably figured they can't really do stuff in a group with only one girl and this don't want her to be alone.
I've always complained about this. The author keeps telling us this and that should be odd or out of place but it just seems like normal behavior. It's like they're paranoid and think nice, good, cheery and maybe popular people are all just conniving, sinister people under a mask.
Her sending...
I think that's the point. The sister is mad that knowing that she's gay, she still dated and eventually hurt the guy. She used him and in the end didn't seem to care how much he hurt him. It was a bitch move.
He got in one knee in from of the clock tower and put a ring on my finger. Then we went to town hall and signed some weird paper called a Merry Age Kertifisa.
I never knew what his intentions were.
Hence "direct" appearance. No background stuff. We've known she's the founder of the company for ages. This is her directly interacting with a main character ("the" main character) in a major and meaningful way.