A small bug/feature report.
Through persistent chatting I managed to bring the friendship of my room mate to 100% around Festember 12th. So I get the message "She seems to enjoy your company and could be a friend." when I talk to her.
She still doesn't want to hang out ("Hang out... with you? Yeah, no.") and for that matter also doesn't want to go on a date ("Oh, uh... no, I'm gonna be busy, sorry.")
So I think it's probably not intended to be on 100% friendship with her. Or even slightly friendly. Or anarchothaumaturgist never thought someone would be so persistent to try.
I think either this friendship spree should be made impossible or after achieving this feat her attitude should change.