Creepypasta Boyfriend Scenarios

How He Asks You Out

IN THESE SCENARIOS, JEFF HAS EYELIDS AND HIS SLIT MOUTH IS JUST SCARS ON HIS CHEEKS OH AND BEN IS FIVE FOOT FIVE BECAUSE WHY NOT. OH AND SLENDY CAN BE SCARY AND HOW ALL OF US USUALLY KNOW HIM BUT HE CAN CHANGE INTO A REALLY TALL HUMAN WITH A GORGEOUS FACE. PLEASE DONT HATE MEH FOR CHANGING IT A LITTLE :C
JEFF THE KILLER

You and Jeff were hanging out Saturday night like any other day since you two met, which happened to be months and months ago. He would bring over some snack that he stole at the local store and you would rent some DVDs and watch them in your living room since your parents were out on a date they did every Saturday night also.

When Jeff came to your door instead of window, you were really confused since he has never done that before. And when you saw him, you were really surprised; Jeffery was wearing a black and red tuxedo and carrying roses in his hand. He looked you up and down and you felt really embarrassed, you had your hair tied, no makeup, pajama shorts and a big sweater with fluffy socks.
"Jeff-"
"Jeffery." He corrected, cutting you off.
"Jeffery, why are you dressed so fancy and holding roses?" You asked motioning to his new attire.
"Y/n, would you do me the pleasure of taking you out on a date?" He asked with a smile, talking slow. You grinned at him and nodded your head furiously.
"YES JEFF!" You screamed jumping onto him for a hug. He laughed and hugged you back, handing you the roses and ripping off the tux, revealing his white sweater and black pajama pants.
"THANK YOU GOOD GOD ITS HOT UNDER THAT." You took the flowers and set them in a vase before turning to the couch to cuddle and watch movies.

SLENDERMAN

You and Slendy had gotten really close over the two months of knowing each other, always deciding to take walks around the woods and sit in trees while talking about everything, from life to how unfair puberty is.

"Come on Slender, did you even GO through puberty?" You asked him curiously.
"No. Why is that, y/n?" He asked you back.
"Well it's not fair. BOYS HAVE IT SO EASY!" You exclaim, talking madly with your hands.
"I'm sure it's just as hard for the males of the population." He said trying to clam you down, but you were a little mad about it.
"We shed our FUCKING BABIES. Boys have ORGASMS IN THEIR SLEEP. How is that even FAIR." You yell.
"Y/n..."
You stayed silent.
"Y/n..."
"Yes?"
"Darling dear will you go out with me?" The sudden question surprised you and you fell backwards off the tee and Slendy had to catch you before you feel to you death. After being caught, you hug Slendy with a little too much force.
"Yes. Yes I would slenderman."

BEN DROWNED

Ben had been acting really pissy towards you lately ever since you went on a date with a guy from school/work.
"Ugh, y/n you don't even KNOW the guy!" Ben would yell, pacing back and forth in your room while you say on the bed thinking of the boy, Andrew, for the millionth time today.
"Oh Ben, go fly a fuckin kite." you said angry with his sudden outburst.
"What so great about the asshole anyway, y/n?" He said, pulling up your desk chair and sitting in front of you.

Before you could speak, he flew up with his hands in the air, his eyes bleeding.
"Is it cause he's tall? SIX FOOT? OH WOW. FUCKING SHOW OFF. Y/n! LIKE ME! LETS GO ON A DATE." Smiling, you jumped forward latching onto Ben and cuddling into his neck.
"I've been waiting for you to say that."

LAUGHING JACK

After meeting laughing Jack, L.J, he said he would see you again, but it had already been a month and you were starting to think the adorable monochromatic clown didn't want to see you anymore.

Feeling disappointed because everyone you really did care about seemed to just give up or disappear on you, you silently cried until a sharp yet soft knock was heard on your window.
"Y/n! Answer! Open up!" A few more knocks followed and you automatically knew who it was.
"L.J!" You whisper-screamed when you saw him climb through your window.
"Hello y/n. So I told you I would see you again. Did you think I would let you be forgotten like I was?" He asked you, wiping a tear that fell from your eyes.
"A lot of people break their promises when it comes to me... I was afraid you did the same." You hugged him and L.J smiled sweetly.
"Well can you promise me something?" He asked.
"Sure what is it?"
"To let me take you out on a date, y/n." You squealed and jumped up and down while hugging him and saying 'yes' over and over again.

EYELESS JACK

Last night you had your weird ass encounter with E.J, the guy who wanted to give you a fatal surgery, but stopped only because you're "beautiful". Even though he did try killing you, you wanted to see the fascinating boy again. Suddenly, you saw your closet open slightly and a blue face with black oozing eyes peeled out around the corner. smiling you waved to him, motioning him to come sit by you.

"Hi y/n so we meet again." E.J said and even though you couldn't see his face through the mask, you could easily tell he was smiling. You laughed and hugged him.
"Hi Jack how's it been?" He looked down at the ground then back at you.
"Good. But it'd be even better if you'd let me take you out on a date." You gave him a Cheshire grin and jumped on him hugging.
"YES E.J!" You yelled, earning a text from your mom saying to shut up or else your ass is hers.

TICCI TOBY

After seeing the strange boy with googles and a mask-bandana thing on his mouth, you started to wonder why you haven't seen him again.
One day you snuck out to the park in hopes of seeing Toby again, those twitches he constantly gave were absolutely adorable. You sat on the swing set, pushing yourself lightly with your feet thinking about Toby. When you saw him run up next to you, in the process tripping and falling flat on his face. Quickly, you got up to check on him.
"Shit Toby! Are you okay?" You asked him concerned.
"I can't feel p-pain y/n. Didn't y-you know that?" He asked you, cocking his head slightly to the side like a confused puppy, which was incredibly cute.
"Oh. You can't feel any pain at all?" you asked him confused.
"Well, o-only one type of p-pain." He said with a slight twitch and smile.
"Which is...?"
"The e-emotional kind of y-you rejecting a d-date this S-Saturday with me?" He asked putting his hands behind his back and staring at the floor while rocking himself. Eagerly, you ran and jumped on Toby, but he was caught off guard so he just fell over laughing.
"YES! TOBY I WOULD LOVE TO!"
"YAY T-THANK YOU Y/N!"