Kyouko stalks Yūto from rooftops. She threatens other heroines. Rin must protect the harem — climax rooftop battle with falling debris.
Shion mistakes modern vending machines for tsukumogami. Comedy ensues, but she reveals falling was no accident — someone is pushing girls from above. joshi ochi! 2-kai kara onnanoko ga... futte kita!? season 2
Lilia needs to earn her wings back by making Yūto truly happy. Fails hilariously because she keeps falling on him mid-confession. Kyouko stalks Yūto from rooftops
Gravity-chan changes local gravity so girls fall sideways, upward, or in slow motion — chaos until Yūto admits gravity has a “nice curve.” joshi ochi! 2-kai kara onnanoko ga... futte kita!? season 2
It sounds like you’re asking for a for a hypothetical Season 2 of the Japanese adult visual novel / anime-style series: