How do I free Cassie and how do I get the graveyard key?
Buy a condo in Ark, sleep and meet a woman named Fawn, hang out with her till she leaves you alone in her place. Snoop around; finish the first part to her route to help Cassie.
She'll be needed to save Cassie, alongside a cop.
In Transylvania walk around asking people while you have Rinny on board, till the last npc in front of the gate.
This will trigger a decently long route.
Shop of horrors needs you to 'test' their products first, remember the manor? That little minx you possibly tied and maybe used to your hearts desire, she has a little test for you; you can buy them from her afterwards.
The hobo with the fake pass, you need to progress Fawn's route for that he will be at the hobo market, the place right at the entrance of the slums. To find him you need to go to the hobo that asks for food, give him food 4-5 times till he tells you about counterfeit passes; then get a massage from Lin.