Creepypasta Boyfriend scenarios

Part 15| When he asks you out

Authors P.O.V

Slenderman
You were both walking through the woods and slender hushed into your ear: "I have a surprise for you"

This excited you and you followed him deeper into the forest. Soon he stepped in front of a tree and looked back at you, holding out his hand. You happily accepted and he picked you up as be began to climb the tree without effort. Soon he placed you down on a branch and sat beside you.

"What did you want to show me?" You asked
"This-" he replied, pulling aside some leaves to reveal a beautiful sunset overlooking the forest. It looked so enchanting your face lit up with joy "(y/n)"
"Yes?"
"Will you... will go out with me?"
"YES!" You practically screamed and almost fell off the branch

Jeff the killer
"Tap tap tap" you heard someone whisper as they tapped on your window
"What do you want Jeff? It's midnight" you groaned
"Well wake up!" He burst into the room through the window, making you jump
"Five more minutes" you groaned
"I don't work like that" you heard him mutter

Before you could respond, you felt your body get lighter and your eyes were wide open. You felt like screaming as Jeff leaned out the window-

"WTF JEFF!!"

He simply smirked and grabbed the slab to your roof and hoisted him and himself on. As soon as he let you down, you both sat on the roof somehow like they do in teen cliques.

"(Y/n)..."
"Yes?"
"Will you... Em... Will you..."
"Jeff~"
"Will you go out with me?" He rushed his words

You hesitated for a moment before blushing. Jeff pulled his hood over his face more which you found adorable. You tugged slightly on it, making him jump and tumble. You true grabbing him but failed and fell with him... Yes, you fell off the roof. Good thing you landed on something soft-oh...

"OMG JEFF, ARE YOU OK?!"
"Yep..." He said weakly

Ben Drowned
You and Ben had decided to go to a game convention, where many game producers were and many fans such as yourself. Ben Dias he really wanted to go and practically begged and dragged you there. After what seamed hours of having fun, playing games and enjoying each other's company, there was a party starting in the main hall. Everyone went including you two. The music began to play and you danced to the beat as Ben smiled and wandered off... Suddenly-

"(Y/n)"

You stopped along with the lights and music and felt your far turn red as everyone started at Ben who was on sage beside the DJ booth with the microphone in his hand and the DJ smiling before looking at you.

"Will you go out with me?"
"Y-Yes" you said embarrassed

Everyone cheered, the music roared back up and Ben stage dived into the crowd and was set down in front of you.

"I swear you can't go up there" I laughed
"Shhh" he laughed

Eyeless Jack
He blind folded you and lead you somewhere you didn't know. All you knew was that you were outside and what felt like grass you were trampling on.

"Jack, where we going?" You ask
"Surprise"
"Jack~"
"We're almost there" he laughs

Soon you stop and tells you to lay down. Wearily you do so.

"Take off the mask"

You take off the mask and come face to face looking at the millions of stars. A smile spread across your face and your eyes lit up. Jack layer beside you and held your hand, a deep blush shading your face... Lucky it was dark out.

"(Y/n)"
"Yes?" You looked over at him
"Will you to out with me?"
"Of course" you smiled as you rolled into his arms and both admired the stars