Osamake: Romcom Where the Childhood Friend Won't Lose (2021)

Season 1: Episode 10

At the end of the Okinawa trip, Sueharu was injured catching Shirokusa in a fall. So Shirokusa decides to stay at his house for a while to care for him, pleased with the chance to get ahead of the other two girls. But Shion, the maid accompanying Shirokusa, has harsh words for Sueharu with regard to his half-hearted attitude toward everyone. The next day, Maria starts attending their school, creating a harem around Sueharu that earns him the contempt of all the other boys.