Creepypasta Boyfriend Scenarios

Asking you out

Jeff The Killer

"Hmm....Jeff's been acting werid lately..." You walked up to Jeff and tapped his shoulder. "O-oh hey (Y/N) do you need something?" He asked you with a bright red blush over his face. "You've been acting strange. Tell me why." You said to him as his face grew redder. "I don't know what you mean." He said. You gave a heavy sigh and flicked him in his face. "Ow." "Now tell me again before that flick becomes my next target. And i never miss a shot." You said. "F-fine..." He said. There was a moment of silence before he finally said "Willyoubemygirlfriendplease!" You blushed standing in shock and felt your face get hot. "W-well i guess it wouldn't be so bad...." You smiled as Jeff tackled you to the ground hugging you. You both started to laugh hugging each other.

Ticci Toby

You walked up to Toby who was sitting on the couch and wrapped his arms around his neck. You felt his body tense up as you whispered in his ear. "Are you going to tell me why you've been avoiding eye contact with me." You asked as he jumped off of the couch starring at you. "W-what d-d-do you mean. Me? A-avoiding eye contact? N-never." He cried looking at the ground. "Oh really. Well if that's the case i guess i should ask you something." "H-huh? What is i-it?" He asked you. "Wanna go out with me?" You asked with a perky smirk on your face. He started to blush deep red. "Oh thank god i didn't have to do it!" He yelled as he hugged you tightly.

BEN Drowned

"BEN STOP!!!" You yelled at BEN who was making the game glitch out. He started to laugh at you. "I'm not sorry! You look so funny when you're mad!" He said. "You're a dick you asshole!" You yelled at him. You slapped him in the face and was about to do it again until he stopped you. "WAIT WAIT LOOK AT THE SCREEN!" He cried. You huffed looking at the screen that said "Will you be my girlfriend?" You blushed looking down at him. "Hell yeah!" You screamed Before slapping BEN once again. "Next time don't mess with my game."

Masky

You were dancing in your backyard. You smiled watering your flowers while Masky walked up to you holding a rose that had a note attached to it. "Is this for me?" You asked as you put the watering can down. "Y-yeah." He said rubbing the back of his head blushing under his mask. You smiled opening in the letter. "Dear (Y/N) i really like you and i was just wondering if....If you wanted to be my girlfriend?" You blushed and smiled at him befoee giggling. "Of course i will!" You said hugging him closely.

Hoodie

Hoodie was putting on a song to sing for you. Yiu watched in anticipation wondering what he was going to sing and if he got better ar singing. You blushed when he started to sing "I love you like a love song" and at the end he took a bow as you clapped for him. "You didn't butcher any words!" You said laughing. "Y-yeah....Hey (Y/N)?" "Yeah?" Hoodie walked closer and sat next to you. "W-will you go out with me." You froze blushing before singing yes in a dramatic way to him.

Homicidal Liu

You were reading a book quietly smiling at the characters having fun. You blushed when the boy confessed to the other boy and smiled gently feeling tingly inside. "Hey (Y/N) Liu wants to tell you something." "H-huh? What is it Liu?" You asked looking at him. "N-nothing! Don't listen to Su--" "He wants to go out with you" Sully said cutting Liu off. You blushed and froze for a moment while he stood blushing red. You started to giggled and smile at him. "Of course i will!" You said giving him a tight bear hug. He smiled hugging you back feeling happy inside.

Bloody Painter

You were painting on your wall in the living room to make it more lively. You smiled when you finished just as Helen came over to admire it. "It's beautiful (Y/N)." He said to you. "Thank you Helen. I worked hard on it." You said looking at it. "I-i made a paiting too. I would like you to see it." He said to you. "Of course." You replied as he grabbed your hand taking you to your guest room. "It's in there." He said opeing the door. You look inside and blush seeing bright red words saying "Will you go out with me?" You looked back at him and smiled laughing lowly. "Yes i will Helen." You said hugging him.

Eyeless Jack

You were poking a kidney that was inside a container wondering what it was like to taste one. You looked up at Jack who was starring at you. "Do you want this back?" You asked him. "N-no it's fine i just..." He stayed quiet for a moment before rubbing his head. "I-i just wanted to tell you that i think you're cute and I've thought that since the moment i saw you and that's why i didn't kill you and now i want to know if you want to go out with me." He said in a quick loop without taking a breath. You closed the container and stood up starring at him. "Well duh!" You said tackle hugging him to the ground. "I was really afraid you'd say no. I'm so glad you didn't...."

Jason The Toymaker

You were painting another doll Jason had made. You smiled humming softly. "You paint with such grace (Y/N)." You look up at Jason blushing and smiled at him. "T-thank you Jason." You said before showing him the doll. "I-i don't it's as beautiful as your other dolls..." You admitted to him rubbing your arm. "You're right." He said to you. You felt like a piece of glass went through your heart feeling embarrassed before he said "It's not as beautiful as you." He smiled at you putting the doll down. "H-huh!?" You blushed deeper looking into Jason's eyes. He took your hands and smiled at you. "(Y/N) would you do me the honor and be my girlfriend?" He asked. "Y-yeah!" you said feeling like you were going to pass out. "Wonderful." He said kissing your hand.