Sorry for the slow reply, been kind of busy.
1. Yes, 100%
2. Lucario replaces Bone with Boner? Sure, I can tie that in to Maylene too.
3. Not sure what character I'd tie that to, maybe a grand finale for That Eunuch Guy (Eusine)
4. That much milk might just cause the end of the world!
5. Maybe, if I need something silly to do with her