Dimitri. Some might take him as a secret antagonist or a backstabber. Some might say he is an anti-hero, though... that really were my first thoughts of him.
You see, Dimitri was supposed to be a character who would show his good side to the protagonist/-s (in that case Roxana and (Y/N)) and would at some point show his true intentions, aka his bad side.
Why was Dimitri showing worry at the end about Roxana?
He wanted to be sure Roxana would either be stuck there, in the Ink Realm, or would "gain back her sanity". He might not seem to care that much or shows at times to much care.
The thing is, Dimitri is already tired and exhausted from this whole adventure, including Roxana and her new behavior. He thought getting her back home would make her get back to her humqn reality. But he also knew the option of her saying that she would stay.
Either of the points made him a bit relieved.
But both of them still have issues and fights against each other.
How did Dimitri got to know Typhon?
This is a very good question. At first I had no idea how would I make him get to know Typhon. But then I remembered that there was a time gap between them entering and (Y/N) entering.
So to answer the question: Dimitri got to know Typhon somewhere in between them arriving and getting trapped in the Cycle. Like... I would say a few weeks later, after they got there. He would have probably explored and found Typhon.
As you remember at the end of chapter 14 Dimitri wanted to leave this place without Roxana. She found out cuz of Allison and trapped them in the Ink Realm. Just as Chris said, everyone of them got teleported to a different area of the studio. Dimitri was exploring the new area and found Typhon. That's where the evil started.
Btw this is how his spike-tentacle looked like:
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The Inky World Of The Ink Machine
FanfictionA girl called Roxana, who is a big fan of the Bendy franchise, planned a trip with her classmates to New York. The next day, after their arrival, she goes to Joey Drew Studios where she gets unconscious and lands into the Ink Machine's World. Some o...