Yeah, maybe this could be considered weird coming from him.

But he genuinely pitied you, maybe because you were the only one in Slender Manor who didn't torment anyone and you're one of Slender Man's most faithful proxies. You're just quiet. And that's where the problem lies—you're exhausted. It's been a long time since you talked about your... feelings with someone. The last time you did was when you had a real "family," before everything went to hell and you ended up in a funk, accepting the hand of a tall, white, faceless man who was in the woods. It's definitely what a normal person would do.

Anyway, from that moment on, you were completely loyal to Slender Man. Living up to his expectations. But as mentioned before, you're tired as hell of it—sometimes you regain consciousness and start thinking about how your life is going in this damn cult. Anyway, continuing with the story, Tim today felt some... compassion.

He could have sworn you were just as emotionless as he was. Hearing you cry, and accidentally seeing you cry, gave him some empathy. Even though his expression was completely cold and he had a cigarette between his fingers, he was listening to you. There you were, sitting on the carpeted floor with your back against the edge of the bed, Tim doing the same. Your gaze was lost on the ceiling, muttering and babbling about your life.

No one in this place knew it, but sometimes you suffer from stress-related issues.

Tim didn't know how to comfort; this is very unlike him. So his hand was resting just a little close to yours, trying to maybe show some closeness? No, seriously, he hasn't done this in a long time.

—"I... I think you should calm down a little. Crying won't solve anything..."

He said, trying not to sound like a son of a bitch—but he believed that to be true. Crying wouldn't give you anything back, it would only help you relieve yourself.