Creepypasta Boyfriend Scenarios

How He Asked You Out

BEN Drowned:
Since it's BEN, he made your TV glitch and go blank. Seeing words forming on your screen, he asked you out before apologizing since he made you die in your game.

Bloody Painter:
He asked you out over the phone. One of his killings got pretty messy and he was on the run from the police. He apologized for not asking in person and will make it up to you.

Candy Pop:
When you didn't have to go to work, he came over with some pizza. Opening the box, you see the toppings asking you out. Interesting but it worked.

Dark Link:
Since you haven't seen him in a while, he decided to ask you out while stealing some flowers from the store. Popping out of your computer, startling you, he asked you out.

Dr.Smiley:
Going on another run, you bumped into the doctor once again. Holding out tickets to your favourite band concert, he asked you out.

Eyeless Jack:
He didn't know if you liked coffee or tea, so he brought you both. Sneaking into your house again, he placed the two cups down. In the coffee had a little message.

Hobo Heart:
Since he didn't really know what to do, he wrote his message on a piece of paper before giving it to his dog. When you were outside, you watched as the fluffy dog came running up to you with Hobo's note in his mouth.

Homicidal Liu:
He took you out to dinner, wanting to spend time with you. After buying a desert, he pushed a red box towards you. Opening it, you saw a little promise ring with his note on top.

Hoodie:
Buying more books for you, he dropped them off on your front porch. When you found them in the morning, you noticed the sticky note before Hoodie came around the corner to greet you.

Jason The Toymaker:
Since he was nervous, not knowing what to do, he decided to make a doll that looked like you. Sowing a heart to its hands, he placed his message in the center before placing it on your bed.

Jeff The Killer:
Because it's Jeff, he woke you up in the middle of the night. Once you were awake, he shoved a box of chocolates in your hands and asked, demanded, you to be his girlfriend.

Kagekao:
Watching the stars together, he pointed at a couple. "Hey, do you see what that one says?" When you say no, he asked you out before offering you another brownie he stole from you.

Laughing Jack:
After getting back from work, you walked into your house to see a cake with candy all over your counter. Looking closer to the cake, you see it was asking you out before feeling two arms snake around your waist.

Masky:
He bought you a lottery ticket. Placing it in your hands, he said if you win, you're taking him out for dinner. If you don't win, he's taking you out to dinner.

Nathan The Nobody:
He offered to help you with your animals. While you were feeding the horses, you glanced over your shoulder to see him playing with a chicken. "That reminds me, do you wanna go out with me?"

Puppeteer:
While you were making another blueprint, you watched as a note got pushed into your vision. Glancing up, you looked at Puppet suspiciously before reading it.

The DollMaker:
When you were making another dress, Vine popped in head from under the table and asked if you wanted to be his girlfriend.

Ticci Toby:
When you were making a noodle dish for dinner, Toby opened the noodle box and began to spell something out with them. Yelling at him, you went to clean up his mess before seeing his message for you.