CreepyPasta Boyfriend Scenarios (In Workshop)

When He Asks You out

Slenderman:
"Hey Slendy, Where are you taking me?" You skipped right along side of him. He was abnormally quiet and wouldn't answer you. "Slendy....Slendermom...Slenderp...Ey Slendamon...." You randomly called him. "(Y/N), please be patience we are not far from the surprise." He finally answered. "Okay." You replied. A few more minutes passed and Slenderman guided you to what seemed to be a picnic table with a vase of (Your Favorite Flower). Not to mention a radio playing romantic music and a plate with a meal on either side of the table."Uhh... Slendy, what's the occasion?" You asked with a hint of glee in your voice. "For you my sweet (Y/N). Will you do for me a wonderful deed and be my, what ever you humans call a flirtatious connection, my girlfriend?" He smiled. "Slendy, of course!" You literally jumped in his arms. "Thank goodness, I didn't want this all to go to waste. Now my dear please enjoy this food I prepared for us." He sighed with relief. You both sat and chatted about what came to mind. You fed him multiple times and left him a mess. He did mind but he tried not to show it. At the end you guys shared a hug and he walked you home. "Bye Slendy!" You waved in his direction. "Bye my dearest (Y/N)!"

Jeff The Killer:
You were running home from school, because you got a call from your (P/G) saying they wont be home until 11 pm. You loved having the house to yourself, especially around the time you'd eat dinner you'd get to order something. You looked through your phone to find a voicemail your (P/G) left. "(Y/N), You can order what you want I left $50 for you to order a pizza or Chinese food. It's in your room on your desk." You entered your house to see Jeff standing in your living room in a Tuxedo with (Your favorite flowers) In his hand. He looked quite uncomfortable but very nice. He pointed to the table behind him and to your surprise it was two plates with a meal in the center of the table. "Uhh...(Y/N) I have a question for you." He scratched the back of his neck. "Sure Jeff, what is it?" You smiled. "Um..Would you...Be my girlfriend?" He tried to smile (Ironic aint it? :3) Your eyes widened in surprise, "Uhh..Yes Jeff, but I gotta question for you." His smile turned into a frown, "Yes (Y/N)?" "Can you take that tux off, you look so fucking uncomfortable." You pointed at his Tuxedo. He laughed, "Thank The Lord above! Ill be back, get comfortable!" He ran upstairs and got changed while you sat down eatting your food . "Hey I'm back, and I'm not really hungry." He laughed. You shook your head, "What a waste." And you put the plates in the kitchen. "Oh (Y/N) I have to go in a little but before I go..." He kissed your cheek and ran out the door. You face became flushed and you just tried to laugh it off. "Bye Jeff!" You called after him. "Bye (Y/N)!" He yelled. You just stood there stunned, "Guess I can go shopping with the $50." You walked upstairs to your room and saw a note on the desk:
Hey (Y/N)! Um... I used your $50 to buy the meal and flowers... My Bad!! I love you! -Jeff
'God dammit Jeff' was all you could think. "I was gonna go shopping with that ." You frowned.

BEN Drowned:
BEN wasent talking to you as much and it made you worried. You pulled out your cellphone and placed it on the floor, "BEN what's wrong with you?" No answer. "BEN come on..." Again no answer. "Fine...If you didn't like me anymore you could've just said you don't wanna be friends." You whined. You were about to pick up your phone until it started to shake immensely. BEN appeared out of your phone and grabbed you by your waist. "(Y/N), that's the problem...I do like you, LIKE ALOT." BEN looked at you with a serious face. "O-Okay BEN, c-can you let me g-go?" You blushed. He shook his head, "No. Unless you promise to be mine forever." Your face was filled with shock and you couldn't talk. "I'm not taking no as an answer either baby. Your gonna be my girlfriend." You kissed his cheek and hugged him. He hugged back, "Your mine now (Y/N)." He smiled. "Yeah, Yeah. Shut up and play with me." You threw a controller at him and put a game in. "If you insist babe." He laughed and kissed you on the cheek making you blush again. You and BEN played games all night until it was time for bed.

Laughing Jack:
You were outside of the abandoned carnival waiting for LJ to let you in. He wasn't there like he usually was so you just climbed up and over the gate. As you walked to the spot you and LJ would relax at you were puzzled by what had your attention. 'Will you go out with me?' spelled out in (favorite candy). You read it out loud. "Well, will you (Y/N)?" LJ asked. It startled you but you turned to him and hugged him, he hugged back. "I'll take that as a 'Yes' my sweet." He laughed softly. You nodded in his chest and you guys stayed like that until it was time to go. "Bye LJ!" You waved at him while you walked away. "Bye (Y/N)!" He waved back. You couldn't wait to see him again, especially because you sweet tooth was going berserk in your mouth.