[Answer]-Adding to List Style Entries in Django Admin

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Turns out Django’s inline feature combined with custom queryset returns is exactly what I needed to do everything I wanted, thanks @Hedde for the tip!

Read about inlines:
https://docs.djangoproject.com/en/dev/ref/contrib/admin/#inlinemodeladmin-objects

This helped in multiple ways, I just needed a push in the right direction:
formfield_for_foreignkey and Inline Admin

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