Jeff the Killer's Point of View

Jeff didn't sleep that night. In fact, he didn't know why he couldn't sleep.

He got up half-way throughout the night, he grabbed his knife from his nightstand and walked to the bathroom, trying his best not to wake anyone up.

Once he made it to the bathroom, he made sure to close the door, gently. This was very unlike him yet he had done this every month or so.

Once the door was locked Jeff looked in the mirror, studying his face. He hated it when his smile would heal. It was so fucking annoying to him. If he couldn't smile, people would know stuff was wrong. Which was why, every few months, Jeff would do this.

No one knew about it. Not Liu, not Ben, not even Slender. And definitely not Jack. A part of Jeff trusted Jack and even liked him. Although he wouldn't tell anyone this, he didn't want Jack to think less of him.

Sighing, Jeff turned to the mirror. He picked up his knife and slowly began to carve his mouth into his regular smile.

He looked in the mirror once he was finished. A lot of blood was on him. It ran down his face, his neck, and a few drops on his shirt.

He looked down, examining the sink.

Covered in blood. Jeff turned on hot water, cleaning the sink. He opened the medicine cabinet, pulling out pain killers Jack kept. Jack had never really said who they were for so Jeff assumed they were kind of for everyone.

Placing his knife in the sink, he turned the water on the clean it. He took two pills and swallowed them dry. He stood there, looking in the mirror, slowly becoming light-headed.

A knock was heard and Jeff turned to open it, everything now spinning. Bloody loss, he thought, unlocking the door and then opening it. The last thing he saw before fainting was a pair of black shoes.
"Jack..."

Eyeless Jack's Point of View

Jack didn't expect Jeff to attempt to kill himself a few hours before they were leaving. In fact, seeing Jeff just laying there scared him and killed him with panic: an emotion he didn't have often.
He turned around, running down the hall and turning right as soon as he reached the sixth door. He curled his hand into a fist and violently began pounding on the door.

God damn it, Liu, the demon thought. After about ten seconds, Liu finally answered.

"What the Hell? Jack-" Liu was cut off.
"Jeff's bleeding out on the bathroom floor and I need help picking him up and taking him to my office."
Liu pushed past Jack and ran down the hallway, Jack running behind him.
"Holy shit...Jeff..."
Jeff smiled, weakly, wincing in pain as his brother and Jack helped him stand up.
Putting an arm around each boy's shoulder, they got him to Jack's office.
"Liu, can you get that rag. The clean one." Liu tossed the rag and Jack placed it in a bowl of hot water. After letting it soak, Jack squeezed the rag, gently, and placed it on Jeff's left cheek.
Jeff winced and swore under his breath.
"Why the fuck did you-"
"Jeff, are you aware that cutting yourself can fuck with your nerves? You could lose too much blood one day and die. Do you want that?" Jack's sockets studied Jeff, who was lying on a table.
"What? No." Jeff stared at a light and saw Liu walk towards them.
"Jeff, you're okay," his brother's green eyes seemed to light up. Jeff smiled, lightly.
"Of course, I am."
"Jeff, when your smile is healing and you want to carve it, ask me to do it. I'm careful and you could've killed yourself, you idiot." Jack said, his arms crossed.
A part of him was annoyed Jeff hadn't lost enough blood to die. The rest of Jack was happy and worried about him.
"Well, Doctor, you think I'll be okay to kill without adult supervision?" Jeff's iconic smirk was back.
"I won't tell Slender about this if that's what you mean. But I will be keeping a very close eye on you, Mr. Woods."
"Is that a pet name?"
Jack hit Jeff for his weird logic.