split headcanons and whatnot

Dennis

×he was going to kidnap you but chickened out when you caught him mid-stalk
×you asked him out to coffee 
×he was very shy and awkward the entire time, barely spoke, blushed a lot
×but by the end of the date he got a bit tipsy and more talkative
×he doesn't normally drink but he was too unbearably nervous
×he walked you home after and surprisingly (to him) didn't try anything

Patricia

×plant store
×she was walking down an aisle looking for some big glamorous flower to have in the house
×you were looking for more succulents to plant in your garden
×you were intrigued by the way she talked to every flower and she noticed you staring
×she invited you over to see the rest of her plants but you were a bit paranoid
×you ended up going to your garden to plant the succulents. she talked to all your plants
×the next day you agreed to go to hers

Hedwig

×amusement park
×he dropped his cotton candy and you bought him a new one
×he thanked you and said he loves you
×you took him to a couple of attractions, cleaned off his face from the sticky cotton candy remnants and made sure he got home safe
×you found out it was his birthday and quickly got him a cake from the store while he went in and washed his hands
×you sat outside eating the cake together and you sang to him
×he says it was the best birthday ever

Barry

×you were looking around for clothes, looking at a top and contemplating whether or not it would look good
×he came up to you in a rush with a different shirt, slightly out of breath
×"sorry for chasing you like this but this would look so good on you," he immediately pushed you right over to the changing rooms
×to his disappointment he wasn't allowed in with you as both the employees and you were against it
×you still showed it to him. "i will literally buy this for you, please get it."
×you agreed but made a deal with him to go out some time to make up for him buying it
×he takes extra good care of that shirt now, always keeping it clean and free of creases

Jade

×unsurprisingly the cinema
×even more unsurprisingly she was coming out of a movie starring chris evans
×she noticed you staring (you stare because she looked like she was floating and on acid) and ran up to you
×"isn't chris evans the hottest daddy?!" you nodded slowly, her energy shocking you though you didn't expect anything less
×she said she wanted to see the movie again and dragged you with her just later that day
×in the few hours you had before the movie she took you out to eat, paid for both of you, and also took you to look at accessories and bought you a necklace
×she immediately came off as supportive and had a sort of life-is-meaningless-so-i-just-make-the-most-out-of-it positive vibe which kept you hanging out with her

Orwell

×museum
×you had just finished eating at the cafe there (conveniently close to your previous location) and went to check out the gift shop
×he was also there, analysing everything in sight
×he eventually made it to you and saw what you were holding
×he made a comment about how inaccurate it was from a history nerd's point of view and how overpriced it was
×you told him you just saw it as a cute dinosaur plush and didn't mind the historical inaccuracy
×he finally made eye contact with you and stood speechless for a bit. one of the few times he actually shut up in the years you have now known him
×he nervously asked you out on a date, blushing the entire time
×you agreed and he grinned, almost hitting multiple shelves on his way out of the shop after getting your number

Kevin

×you worked at a pizza place
×he wanted a pizza
×he thought you were cute (actually more like "the most beautiful living being he has ever seen", but he was too shy to say that at the time)
×you wrote your phone number and name on the inside of his pizza box
×he took a bit less than a week to call and apologised for it saying he was way too nervous to call earlier
×you went on a date the next day and he opened up just a bit
×it's taken a long time to get him to be comfortable with you to the point where he has shared his past

The Beast

×the streets
×you thought he was a stray dog in the shadows and kneeled down
×he was intrigued and came up to you
×you were frozen from the shock and almost lost a hand to some awful barely-man on all fours that night
×why you ever went back is your own problem and regret