First Little Kiss Headcanons

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Alice Angel:

-Alice decided to give you one during Christmas and you obviously know why
-Everyone in the studio locked you and Alice in a room packed with mistletoe, of course
-She gave you a kiss so you guys wouldn't suffer in the mistletoe
-You guys then held Joey hostage in a bathroom until the others told you where they got all that mistletoe

Allison:

-Kind of like when she first said 'I love you'
-But instead, you nearly get yourself killed by Bendy and she was nearby
-She grabbed you into a station and you guys stared down Bendy until he went away
-And then, she called you stupid again and kissed you afterwards and said 'In case you try and die again'

Boris:

-Food = sharing
-Sharing = spaghetti
-Spaghetti = Noodles
-Noodles = One long noodle
-One long noodle = Eating the same noodle
-Eating the same noodle = *Mwah*

Brute Boris:

-Hmmm..
-Kind of like Allison, he saved you because you like being a wild idiot that likes to nearly kill yourself (jk, jk-)
-And since he saved you, he just decided to gave you one because like dogs when they earn a treat, he thought kissing you was a treat
-Very bad dog breath he has

Bertrum:

-This was before the studio got fucked up
-He showed you the plans and all that for BendyLand and when one of the original rides were done, he went on a ride with you
-He kind of got distracted by your laugh from the ride and he just leaned over and kissed you

Henry Stein:

-Sammy once played music with his band for fun to test the skills of the band and the music could be heard throughout the studio
-Henry decided to have some fun with you and softly dance with you to the music (like that Cinderella dance)
-At the end of it, he wanted to dip you and then he kissed you, of course

Ink Bendy:

-Uh, it turned Valentine's Day so the studio magically turned Valentine's Day themed
-And since Valentine's Day is famous for either wholesome love or the nasty, you two were thinking about mwah-ing all day
-So, before the day/night ended, one of you (you can choose who) kissed the other and had snuggles afterwards, too (this is a family-friendly-ish book so no nasty)

Projectionist:

-You can't really kiss him but you can kiss his lens or something
-Let's say he found a deleted tape or a unknown tape and watched it with you, like always
-The little clip was Alice and Bendy kissing after a cute picnic (I don't know if this is true or not but apparently, Alice was Bendy's love)
-And you wanted to kiss him after that and you kissed his lens because.. do you want kiss his speaker or something..?

Sammy Lawrence:

-He made a special song just for you, of course
-Kind of like Henry, you guys danced around and Sammy's original plan was to kiss but he got shy so he didn't do it
-So in return, you kissed him the next day for making the song and a little session of snuggles afterwards
-Until an ink pipe burst on you two-

Susie Campbell:

-You guys were making your favourite Christmas pastry and Susie kept on tasting the batter (or dough-) which sort of annoyed you
-She got on her face, of course, and you made her look at you when you said she had some on her face (which was basically her lips)
-You kissed the batter or dough off and continued making and baking like nothing happened and Susie just stood there blushing
-There was also mistletoe in the kitchen so that made it more lovey dovey-ish

Tom:

-Let's also say that you and him (with or without Allison) were in a relationship before the studio got messed up
-He didn't recognize you at first, but remembered you when he and Allison rode off in the boat
-So that's why he saved you from Sammy (Allison would have saved you if he didn't) and when he helped you get up, he quickly gave you a small kiss

Toon Bendy:

-He saw two workers kiss one day and wanted to try it when you
-So he made you follow him to a empty and made you hold him
-And he just gave you a quick mwah and hopped from your arms and ran off

Twisted Alice Angel:

-When you guys were long enough in your relationship and she was busy doing stuff, you grabbed a Alice plush you gifted her
-You held the tiny thing in your hands/the big thing in your arms and told it you wanted to kiss her for a while
-She was behind you when you said it because she wanted your company and tried hunting you down and hugged you from behind
-Twisted Alice turned you around and gave you what you wanted and dragged you to a station afterwards because Bendy ruined it

Wally Franks:

-The floors was still wet when you were hunting Wally throughout the studio and he used a little more soap for the mop, which made the floors more slippery
-You saw him in a hallway and you ran to him and you ended up slipping and fell, which also ended up kicking his legs (ow)
-He fell on top of you and you smiled and quickly gave him a peck since that was the reason you hunted him down
-You didn't see his reaction because you got up immediately and ran off since your hunting season was done

EDIT:

Edgar the Spidey:

-Let's say you and the spider were having a picnic or something fun like that in field on a nice sunny day (His Wiki says he has a cheery and playful type of personality)
-You guys could be playing some attacking game or something to forking get yourselves rolling down the hill like crazy (Like my friends)
-And when you two stop speeding down the hill, you would be, like on top of him (don't you dare say anything) or something like that
-I'm not sure if you'd do this, but you'd just give the spidey a peck and I think he'd cling to you for the rest of the day

Barley the Grumpy:

-The Wiki said he's grumpy so that made it difficult, I don't know how he acts, I'm sorry-
-Since he's grumpy, I imagine he'd happy for a while if one kissed the other
-I think it would take place in that restaurant in 'Tasty Trio Troubles' and your just chilling on a stool and watching the broom disappear out of existence
-And you roll your eyes or something, get off the stool and grab the broom to get a new one and he refuses to let go
-So it's tug of war and he tugs strongly while you rested your arms for a second and that ends up you tumbling over and accidentally having a weird kiss

Charley the Car:

-Ah, frick, I have no ideas but his Wiki says he's impatient so...
-Okie dokie, you guys are together and I guess you say you'll kiss him someday but not right now
-So he ends up thinking about it for a month or somewhat that long and since he got really impatient, he asked you to come to wherever he is in the world-
-And I feel like he'd grab you and kiss you and just act like he didn't do that but don't say anything or he'll whack you in the back of the head

    I just realized Alice and Susie are both Christmas-related and they are kind of the same person-
   I edited it to have the Butcher Gang because a lovely tomato asked me to and so I went with the normal looking ones. Sorry if it doesn't seem like them!
~Caraleigh

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