When he tries to make a move

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Slenderman

It was the day of romance, the day you dreaded most since you didn't have anything to do. So, here you were, sitting in your room and reading a magazine, alone on Valentine's Day. You wanted to call for your friend Slender, yet you didn't know if he even had time to come and visit. That was until he tapped on your window lightly. You waved your hand at him, signaling it was open. He lifted it up and crawled inside, clearly meaning he was in his human form. "Hello, (Y/N)...." His voice said as he closed your window and walked over to your bed. You didn't respond and just kept reading your magazine. "U-um....So, today is what you humans call Valentine's day.." He started as he moved closer to you. You looked at him and was a little confused on why he was getting closer. "And well...." He trailed off and looked away, a faint blush appearing on his cheeks. Then suddenly, he pushed you down on the bed and hovered over you, staring at you. You looked up at him with wide eyes, a little scared and confused on what he was planning. "Jeff told me to do this...he said it will make you happy..." He said quietly then reached his hand up. He grabbed your breast and started groping it, your face now a light red. "S-slender! Get the f-fuck off of me!" You yelled and pushed him off of you, sitting up and covering your chest instantly. He looked confused from your reaction and just got up in a panicked manner. "I a-am so s-sorry...." He said in a flustered way then quickly climbed out the window, jumping down and rushing back to the woods. You sat there feeling pretty awkward and kinda happy. That night you just wondered if Slender knew what he was doing or not.

Ben Drowned

You found out a little while ago that Ben liked you, only cause his friend Jeff had blurted it out randomly when you were hanging with both of them. Ben didn't really come visit after that, it made you worry about him. "He probably hates me..." You whispered to yourself as you surfed the internet on your laptop, bored as usual. Then suddenly, it glitched out and a head popped out instantly, you not having time to back up. The person accidentally bumped his head with yours and you fell backwards out of your seat. "Ow...." You mumbled and looked up to see a very nervous and worried Ben staring at you. "U-uh....S-sorry..." He said frantically and quickly went back in, not even hearing you telling him to come back. You sighed and sat there on the floor, trying to figure out a way to get him to come back without being so scared.

Masky

Today was the last day of the cheesecake place being open, meaning it was actually giving out free cheesecake. It surprisingly wasn't crowded though, so you headed over there anyway to have a little treat. You got your cheesecake and sat down at a table by yourself, grabbing a fork and staring at the cheesecake. "Hmm...." A person said in front of you. You looked at them and saw who it was, smiling instantly. "Eyyyy Masky.." You said and handed him the fork, smiling at him kindly. He took the fork and was about to eat the piece on it, but then just grabbed your chin and brought your face close to his. He brought the fork towards your mouth and opened his, wanting you to open yours. You blushed faintly but did it anyway, allowing him to feed the cheesecake to you. Once he did that, he let go of you and dropped the fork, then quickly dashed out of the place. You sat there blushing a light red as you held your hand over your mouth. 'Woah....' You thought to yourself.

Hoodie

You were in your backyard, reading a book that Hoodie had brought you yesterday. You recently realized you liked him too, but you wanted him to do something that proved he liked you. So what he did today actually was better than you thought. You heard him come up behind you and then just stand there, not doing anything. "Hi hoodie." You said, surprising him since he thought you didn't notice him. "H-hi (Y/N)..." He spoke quietly and then just snatched the book out of your hand, leaned down and lifted his mask,then kissed your cheek softly. You blush a little as he dropped the book and quickly ran away before you could tell him to stop. At least you got what you wanted right?

(A/N: Heyyyy sorry about taking like 1737283 years, i was trying to think of a scenario XD but here you go •.• ) 

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