Gregory is possessed by Glitchtraped just like Vanessa. Cassie is helping Gregory in his twisted plans since she has the V.A.N.N.I mask, without knowing the whole truth. Cassie doesn't know about this whole Glitchtrap thing so she's confused when Gregory is saying something to her

Cassie: "Im- extremely confused..."

Gregory: "AREN'T WE ALL?"

Cassie: "Helpi, is this a prank?"

Gregory: "Wha-" He's confused because he doesn't know about Helpi

Cassie: "oh nothing!"