Creepypasta Boyfriend Scenarios

Confessions

Jeff the Killer:

This boy. This boy. This stinky rat man does not know the meaning of the word subtlety. He wants something, he gets it. No matter what. Of course, you aren't exactly complaining because that did make him ask you out first.

"Hey bitch. I like you."

You raised an eyebrow. You knew this, but you were surprised to hear him say it. "Oh?"

"Yea. Let's date."

You laughed and he glared at you.

"Okay okay, I'll go on a date with you. Where are you taking me?"

He looked shocked before thinking for a moment. "Uh . . . the forest, take it or leave it."

You rolled your eyes and grinned, grabbing his arm and walking down the sidewalk with him, continuing on with making fun of him.

Ben Drowned:

"Dude, what do you . . . what do you think purple tastes like?" You asked, and Ben responded with, "I think . . . oranges . . ." You were nice enough to allow him to smoke some of your weed, and well. Now you were both high off your asses. But you weren't complaining of course, he was a lot more tolerable this way. Ben said your name slowly, and you turned to him.

"Yeah?"

"I like you." He drawed out his words, as if it was tiring to speak.

"Oh . . . I like you too."

"That's neat."

And just like that, you both went back to discussing completely random topics. You were relaxed for now, but God help you both when you sobered up.

Eyeless Jack:

"Is there something wrong?" Jack asked, turning to you. You were walking through the forest once again, but you were rather quiet, you had something on your mind. You were thinking about Jack, how much you liked him, and whether or not you should ask him out. But you were worried sick he'd turn you down. 'Worrying won't help, just ask him already!'

"No, I'm alright." You finally responded. "I just . . . wanted to ask you something."

He stopped, and you nervously looked away.

"Do you wanna maybe watch a movie with me tomorrow? Just at my place, if that's okay . . ."

He didn't respond for a moment, making you bite your lip anxiously.

"Alright." He said simply, continuing to walk. When he turned his back you grinned widely and hopped on your feet happily. You were genuinely so excited that you couldn't stop talking or smiling the rest of the walk.

Masky:

Even you had to admit, you were embarrassing yourself right now. You were quite the flirt and acted confident around Tim, but when it came to confessing how you actually felt you were nervous as fuck. You were stammering, blushing, and looking anywhere but at him. Thank the lord you were the only two in the store at the moment, or you'd have an anxiety attack.

"Um, I . . . really like y-you and, uh- do you wanna go on a date? Like, I don't care where, anywhere is fine I-I just- eugh I-I'm sorry . . ." You trailed off, not knowing what to say. Your heart fluttered when he chuckled.

"Yeah sure." He said, and walked out of the cafe. You stared after him, shocked. He . . . said yes? You made sure he wasn't near the windows before squealing with joy and doing a little jig.

Hoodie:

"Wh . . . w-what? Really? Me?" You sputtered. You were in shock. Had Brian just . . . asked you out? You? No way, there had to be some sort of mistake. But he nodded, and you felt your face warm up. "I . . . O-okay, yes. Yes I want to p-please." You were so flustered you practically forgot how to function, so you let Brian grab your hand and gently lead you home. This helped of course, but also made your face burn.