I love that in Rei's dialogue you can already tell what his whole MO is. Super negative, gaslight-y, guilt-trippy. Very efficient and to the point.

I think I can feel that a bit in Penelope's route too. She tries to get way too close too fast. 

In Caleb's, his vibe for what he'll eventually do isn't really shown that much and it unfortunately makes his intro a little bland. BUT! Considering that he's the stalker character, it should create a real good shock when he starts trespassing into the MC's life. Especially since it feels like the MC is the one pursuing him initially.

Overall, amazing writing, amazing character design, amazing premise.  Love it all so far and can't wait to see more!