It looks great! Love it, will work on integrating it.
As for your 'multiple couple endings' thing, again, it helps a lot that we're stealing a lot of design choices from Persona.
In the Persona series, having multiple romances usually results in you choosing one to spend time with on Valentine's Day. The next day, every other girl you've been cheating on calls you out, resulting in a comedic and humiliating response. This seems like a good way to handle That Situation.