Slenderman
You were on your way to see slendy because he wanted to ask you something and because you couldn't wait you had to tell him you had feelings for him.
When you get to your usual spot (a giant tree with leaves hanging down to the ground) you find a table 2 chairs and you can Snell food and standing next to the table is slendy 'looking' nervous.
(His pov )
I can see (y/n) she looks beautiful even in something so simple.
(Writers pov)
Slenderman looked at (y/n) and said "you look beautiful and I need to ask and tell you something " you replied with a smile "good because I need to tell you something as well" he pulled out your chair and half way through your guys dinner slendy suddenly said "(y/n) I really like no love you and I was hoping you can say yes to being my girlfriend" you sat shocked and happy slendy was losing hope in you saying yes and started to get up when you said really loud and fast " yes I will I really like you to slendy ." That night slenderman was the happiest man on earth.
Jeff the killer
Jeff left a bloody note (no joke) on you table saying 'meet me at the park please'
About a half and hour later you left for the park once you made it there you found a bloody trail and followed it because only Jeff is this messy when you got to the end of the trail you found Jeff in a tux.....-_- that's your face because Jeff in a tux seem serious.
(His pov)
I'm so nervous what if she days no omg omg omg here she comes whoa keep cool stay calm.
(Writers pov)
Jeff walked up to (y/n) and said "lets take a walk I need yo talk to you" you...you were shocked because Jeff seem so serious and it was different so you went with him and thought maybe ill tell him how I feel today hopefully I will as you guys were walking you both came yo a sudden stop Jeff turned to you and said " (y/n) I love you and I really want to you to become my girlfriend" you looked shocked 1 he was saying he loves you and that he wants you to be his girlfriend and 2 you were scared this was a joke Jeff looked sad and started to walk home when you yelled out "YES JEFF ILL BE YOUR GIRLFRIEND" then said softly "because I love you too" ya that night it seemed Jeff smile was bigger then before.
Dr.Smiley
I was cleaning the house and the basement"which just happened to be Smileys favourite spot to kill people" and down there you found a rose with a note saying ' (y/n) meet me at __________(make up the address) please and be there before 2' by 1:30 you were on your way to ________
When you got there you saw it was decked out and when you went inside you saw a sign that said ' (y/n) be my girlfriend because I love you' you yelled out "YES I WILL SMILEY" Smiley was smiling way more then usual.
Ticci Toby
You just so happen to wake up to the smell of pancakes...when you go downstairs you see a sign made out of pancakes saying ' meet me at ihop please' of course ihop you thought were pancakes are you clumsily got ready and then you were off.
(His pov)
Omg pancaked no Toby bad focus you need to get with (y/n) then you can think of pancakes (y/n) comes first.
(Writers pov)
When (y/n) walked in Toby started to tic a lot more and that wad how you found him he said when you sat down " ill go and buy us.some pancakes then I need to ask you something" you replied with a small smile "OK" when Toby got the pancakes he got the chef to write I love you on it.. when toby came back he placed his down then passed you yours when you were about to take a bit you saw the words I love you on it and Toby asked really quietly and looking down "will you be my girlfriend " you giggled and said very softly but loudly " yes toby and I love you to my ticking boy" Toby forgot about pancakes and thought 'im so lucky.'