The way you said it sounds like each route is only maybe 1/3 of the way done or something. If so, isnt that too early to basically lose all of your frienships over who you're dating?
Also, after thinking about it, I still feel like Bar should be an optional weekend job but Bakery should only be unlocked after Cafe, and the Firing event should be unlockable after the zoo (or you can still date Kate and already know Lisa when at the zoo). It makes more sense for Cafe to lead into Bakery, both because Bakery is a corruption only job and because Kate joining the Bakery would make sense. But that's just me.
As for the pink hair thing, IF it's implemented as an alternative to blonde, I think the Club stuff should affect / be affected by that choice when it comes to dialogue. Since Cherry had pink hair dye.
But yeah, it sucks imo that we can't corrupt other girls into being with Matt too.