Jack x Reader One-Shots/Trilogies

Lonnie Machin AU w/ Jack

So some of you may be confused but Lonnie Machin is a character played by Alex Calvert. Lonnie is a psychopath who LOVES pain and hurting people. You and Jack enter a new universe with Lonnie in it. (Lonnie is in Arrow but in this case he will just be in New York acting as a criminal) Enjoy ♥️

Credit to: geeorgiaaaaaaa for idea

"Y/N come here for a sec." Jack whispered. I looked up from my burger and saw Jack peeking from his door.
"Uh guys I'm gonna be right back." I said, getting up.
"I'm giving you 5 minutes before I eat your burger." Dean said.
"Dean you eat that burger and I'll chop your dick off." I said, not looking back.

Before entering Jack's room I heard Sam laughing loudly. I closed his door and sat on his bed.
"So what's up?" I smiled.
"What If I told you I can control my powers." He smiled.
"You already can, right?" I shrugged.
"No I mean. I can make portals Y/N, into alternate universes.
"What?! No way!" I laughed.
"Shh they can't know, they'd beat my fucking ass Y/N." I rolled my eyes and waited for him to continue.

"I would love to take you out on a date to one." He smiled.
"Jack I'd love to! Where to?" I asked.
"That's the thing. It's random so we don't know but if it's dangerous we will leave I promise."
"Jack I'm down for this. When do you want to do it?" I asked.
"Tonight when they sleep?
"Definitely. I have to get back to my burger before Dean eats it, I love you!" I said, walking out.
"Love you too baby."

I walked back to the kitchen and saw my burger missing.
"Winchester you son of a bitch!" I screamed. He booked it to his room and I chased him there. He slammed the door and locked it before I could get to him.
"You. Are. Dead." I whispered into the door.

~

The moon rose and I heard the two brothers snoring which gave me the hint they're sleeping. I knocked on Jack's door.
"Jack they're sleeping." He came out and we were both dressed in black.
"Oh? Twinsies." He smiled. I punched him in the arm and rolled my eyes.
"Alright are you ready to go?" He whispered.
"Yes let's do this."

He led me outside the bunker and opened the portal behind it where it was hidden.
"Y/N, I don't know how safe this is but I want you to know if something bad happens I fucking love you." He said.
"I love you too Jack." I smiled. We walked in together and i stepped onto what seemed like a rooftop.

"Whoa look at this Jack!" I laughed. I turned to my side and saw he wasn't there.
"Jack?" Fuck we must've got separated somehow. I looked around and saw it was New York City.
"Whoa." The view was amazing but I decided I should probably get down.

I was running down the stairs when I saw a figure walk past me. His face looked like Jack's.
"Jack?" He was dressed in black as well but something seemed different. I followed him into a basement which was odd and ominous but whatever. When I got there I peeked behind a wooden crate and saw a man tied to a chair.
"What the hell?" I whispered. I saw "Jack" take the sack off of his head.

"Hey buddy!" He said in an odd voice.
"Please don't kill me. I-I have money! I can make you a millionaire!" He begged.
"Money doesn't satisfy me. Death does." He spat. I saw "Jack" take out long electric stick and tased the man.
"You like that?!" He yelled, laughing.
"Please stop!" The man begged. I couldn't take this anymore I wanted to help him. Why was Jack doing this?!

"Jack" unleashed pointy knives and began circling him.
"I won't tell anyone please!" The man begged.
"Well... Alright. Only if you pinky promise." Jack said. The man looked surprised and I sure was. He stuck out his pinky and they did the pinky promise ritual. Not 5 seconds after Jack began laughing.
"Just kidding!" He dug the blades into the man's sockets and slid the last one down his throat.