Jeff in Equestria

It was now nighttime in equestria, everypony was asleep well almost. Jeff wasn't during a nap today he received a message from Luna, he was standing on Twilight's balcony.

"Jeff, what are you doing up?" It was Twilight.

"I got orders to stay up during my nap, what are you doing up?"

"I needed to get a midnight snack, and tinkle."

"Why do you call it tinkle?"

"It's an old nickname my parents had for me. Tinkly Twily, it made me angry when I was little now it's funny when I pee so I call it tinkling."

"Gross, but funny."

"Jeff could I talk to you about something."

"Talk away, but I don't have all night. I'm on the job."

"Have you ever given something like romance a try?"

"With what I've done in the past, not a lot of people want to hang around me. If I can translate what you're saying, you want to see if I could date a pony."

"Yes."

"That pony would be one certain purple posterior standing in front of me, right?" Twilight gulped and nodded. "Well, I don't know. If I'm stuck here with no way of returning to my home, then maybe. We all have needs after all, it also explains last night."

"You noticed that? I was trying to be subtle."

"I've seen subtle, I'll give you credit you did try. It did stick out like a yellow pony in a crowd of red ponies. I'll think on it okay, I won't string you along like I did with Jane. God knows I don't need an insane unicorn on my hands."

"O....kay."

Jeff's eyes shifted to the skies to find a dark blue figure moving through the air. "Go back to bed Twilight, my shift is starting."

"You sure, you'll be alright Jeff?"

"I'll be fine, it's nothing I haven't done before. You don't need to lose sleep over it."

"Okay I trust you Jeff, goodnight."

"G'night, Twilight." Jeff said as Princess Luna landed on the balcony.

"Good evening Jeff, are you ready to go?"

"Yes, but as much as I hate to admit it. I can't fight Zalgo on my own, I need help."

"You have the entire night guard behind you."

"No offense princess, but your night guard is a group of inexperienced children. I need friends, my friends."

"How would you do that? You came here by accident, how do you expect to get them over here?"

"That's where I come in." Discord popped in with an explosion of popcorn.

"Discord?" Luna asked. "Why would you help? What do you gain from helping us?"

"The fact that Zalgo never returns to equestria, and I remain the albeit reformed god of chaos."

"What do you mean?" Luna asked again.

"Zalgo is very powerful, more powerful than I. He is powered by the fear of every being that knows he exists. Zalgo wouldn't stop until all the things he feels underneath him is either dead or enslaved. I may be a god of chaos, but I never kill it's my code."

"Now you accounted for the transportation, what about housing?"

"I'll take the old abandoned castle in the forest. No one goes into the forest without a good reason, plus the only person that lives there is a zebra and I already told her that the forest will be getting a few more guests, let's go Discord."

"Oh goody, who are we picking up first?"

"He always watches, has no eyes." Jeff smirked as they disappeared.

***

Jeff appeared in a forest of tall dark trees and it was midnight. He looked around then saw he had a new accessory on his wrist, and felt a note in his pocket.

The bracelet will summon you and your friends to a negative zone in which I will be residing in just tap it twice to activate it, it makes it less taxing on the chaos magic get your friends Jeff. Ta-Ta for now.

"Typical Discord, always playing from the sidelines." Jeff said while starting to walk around the forest until he came upon a symbol carved in a tree. It was a circle with an x through it. He smirked, "I know I'm in the right place." He walked until he came across an old abandoned house that he knew very well. It was Slender's house he walked to the door and opened it. Looking around he found his old room he opened up the dressers he found his other clothing and more of his undergarments. Jeff found Jack's old duffel bag with a few bloodstains on it, and put his clothes in it. He was distracted while putting his clothes in his newish duffel bag.

Walking into the kitchen he found Slender's proxies. Ticci Toby, Hoody, and Masky all playing poker. "Well guys I would have thought that you would've been out with Slendy." Their heads snapped to look at Jeff, then the most unexpected thing happened to the pale psycho, he was hugged by Toby.

"Where have you been Jeff? I thought you left me." Toby started to cry.

"Wow Toby, you might be even worse than Fluttershy." Jeff said as he looked to the other proxies, Masky just shrugged and Hoody said.

"Toby you idiot, get off Jeff before you get stabbed."

Toby pushed off Jeff, "Sorry Jeff."

"It's fine. Listen I need to talk to Slender, you guys have any idea where to find him?"

"That should be easy he's right behind you."

"Of course he is." Jeff the turned to find the blank-faced man in a suit.

"Jeffery, do you have any idea how long we've been looking for you?!" He said angrily.

"That's not important right now."

"NOT IMPORTANT!!! WHAT COULD BE MORE IMPORTANT THAN YOU DISAPPEARING!!" He screamed.

"Zalgo." That one word changed Slenderman's mood from angry to cold and calculating.

"I thought we killed him."

"You know as well as I do it's hard to kill an idea."

"What does this have to do with you disappearing?"

"Where I ended up, is a world full peace and harmony it's where Zalgo ended up as well. I need your help, everyone's help."

"It must scare you to willingly seek us out to help you."

"You have no idea."

"Why are you playing the hero this time? What's in it for you?"

"Their world is too innocent to have our kind fucking it up."

Slenderman saw the resolve in Jeff's eyes. "We spread out when you disappeared to try to find you, Ben has been scouring the net, while the others have been tracking you on foot. I talked to Smiley and he tried to sniff you out. He brought me to a reality tear. They are rare and are usually sorted out before anything bad happens, it was closed but I could detect faint traces."

"I walked through it, I ended up in another world." Jeff said. "Can you get the group back together, it needs to be fast."

"I'll try my best, get to the computer, type in 'Drowned' as the password. Tell Ben what you told me."

"We keep Lazuli out of this?"

"She's with Evil, and trust me NO ONE crosses Evil and gets away with it."

"I hate to involve her anyways, She's been through too much already as a kid."

"I'm following your lead this time Jeff, I hope you know what you're doing."

"So do I." Jeff said grimly as he sat at the computer typed in the password and told Ben his story. "Masky could you watch my stuff please?"

"Yeah, where you going?" Masky asked.

"To the hospital. I have family to pick up." Jeff said as he walked out towards the hospital where his brother reside. He stepped through the broken door frame with glass crunching underneath his shoes. Walking up the stairs he bumped into the nurse Sarah, his girlfriend.

"Jeff! What are you doing here?"

"I need help with something, I need his help."

"He's probably not going to like you being here."

"I know, but I'm desperate I need his help or we all are going to die. Tell me where he is."

"In the chapel."

"Thank you."

Jeff walked into the chapel and ahead of him stood his brother Homicidal Liu, he spoke. "What are you doing here Jeff?"

"I need your help."

"You must be extremely desperate if your asking for my help."

"Yes I am, what do you want me to do get on my knees and beg you?"

"No, I'm willing to help but I need to know who we're going to fight."

"Zalgo, and his minions."

"The undead king, versus a ragtag group of ideas. Who do you have?"

"Slender, the proxies, Ben, Jack, Smiley, and Lucy."

"That's barely a team, I have a few friends I could call up."

"Like?"

"Eve, Hypno, The operator, and The Skin Taker."

"Fine they can come, and take Sarah if you want meet us in front of Slender's house then we'll leave."

"I'll see you there brother."

"Don't forget to pack your things, we're not going to come back for a while."

Jeff left walking back to Slender's house to see all his allies in front of the house. Masky tossed his duffel bag full of clothes. The others arrived with Liu. "Ready?" They all nodded and Jeff tapped his bracelet twice.

***

They appeared outside of the everfree castle. Discord was next to Jeff. "Welcome, to Equestria. I am Discord, the god of chaos."

They all met and greeted each other. Jeff was walking back into town. Toby walked behind him, "Can I join you Jeff? I wanted to get a few tics out of my system."

"No, go back tomorrow morning I'll bring the rulers and the girls to you. I'm not going to repeat myself." Jeff said. "Go bug Jack or something." Toby took off back to the castle and Jeff walked back into town, he opened up the door to the library walked upstairs dropped his duffel bag next to the bed took off his shoes and lay down next to Twilight.

(clop start)

"Jeff?"

"Hey Twi."

"You alright?"

Jeff's hand started to rub her barrel. "I'm fine Sparkle-butt."

"You don't sound fine."

"I know."

"What is it?"

"I'm scared."

"I know something that will relieve that."

"What's that?"

Her answer wasn't something you could say, it was a kiss. Jeff wasn't as shocked as he thought he was she did tell him that she had feelings for him. It's....nice and soft, warm too. Somehow during the kiss Jeff's hand moved down to her flank and his fingers were kneading her cutie mark. Their lips parted to allow their tongues to wrestle for dominance. Jeff started to pull off his hoodie and shirt while Twilight's magic undid his pants. Jeff started to kiss her neck and move his hands to her pussy and started rubbing the sensitive area. Twilight was now moving with his fingers, Jeff inserted his index and middle finger into her wet folds.

"Oh.....damn. That feels so good, better than clopping. I can see why Lyra's so obsessed with hands." Twilight breathed.

"You haven't seen anything yet." Jeff said as he started to move his fingers faster and faster.

"I'm cumming!" Twilight screamed as she came on Jeff's hand. Jeff brought his hand up and licked her fluids.

"It's sweet." He said and Twilight brought him into another kiss.

"That was so hot." Twilight said. "Now it's your turn." Twilight's magic aura pulled his down his boxers revealing his 9 inch dick. Twilight paused for a moment to take in the sight of a human penis. It wasn't a blunt rod like in the anatomy books she had read, it had an angular head, Probably for easier access and for a smoother ride, so to speak. She loved it just like she loved Jeff, she approached him and gave it a tentative lick that had caused Jeff to shudder. It has a very musky odor probably the human pheromones he's emitting from the sexual encounter. Twilight started to lick all along the shaft making Jeff groan in pleasure.

She then put the head in her mouth and started to suck on it, slowly bobbing her head down she continued until she met the base of his cock. She had all of his penis in her throat, she started to bob her head even faster.

"Twi, I'm.....gonna.......cum......" Jeff said in ragged breaths. She went faster and then Jeff came in her throat and she drank up all the cum that his cock gave out. She pull his cock out of her mouth with an audible pop.

"That was delicious." Twilight said as she licked her lips. Jeff brought Twilight face to face and positioned her wet pussy above his cock standing ready at attention. "You're ready again?" She asked. "Most stallions can't do it twice in a row."

"I'm glad I'm not a stallion then." Jeff said as he lowered Twilight onto his awaiting penis, his cock prodded her wet entrance. "You ready?" She didn't say anything she just nodded. Twilight lowered herself even more letting Jeff fill up her pussy, until he reached her hymen. "You want me to pop you fast or slow?"

"Fast, please I want to enjoy this."

"There's going to be a little blood."

"I know, please hurry." Jeff speared through her hymen and Twilight gasped, she wrapped her hooves around his neck. "Gimme a second for the pain to fade." Twilight adjusted to Jeff's size. They had started to move together both reaching their the edge of their climaxes. "Jeff I'm gonna-."

"Me too, together?"

"Yessss." They finished together and stared into each others eyes, their fluids piling underneath them. Twilight got off Jeff out of breath said. "I guess this means....you don't mind dating me."

(clop end)

Jeff kissed Twilight on her head right below the horn "Let's get some sleep Twilight. There's a busy day tomorrow."

"Ok Jeff, thanks for relieving some of my stress tonight."

"Whatever." Jeff said before he fell asleep. Twilight cuddled underneath his arm and pulled the covers over them, then fell asleep herself.