#it headcanons

It is mentioned that Audra wears Rogan & Marsh, a brand she tends to favor.

Stan wrote letters to author William Denbrough (that, while he never sent, he had intended to). Stan was a big fan of Denbrough's work.

Richie Tozier read William Denbrough's newest book to count the number of times Denbrough wrote 'fuck' in the book (at first, you would think this was for a gag in one of his stand-up shows... except Richie is a disk jockey in the book, not a comedian).

Eddie sometimes listened to Richie Tozier's radio show (even when Myra nor him enjoyed the show much).

They all knew about Ben Hanscom's achievements (even when it is implied that out of the successful losers, he's one of the least successful ones).

Anyway, you can thank @marxtheimpish for making the comment rhat inspired these drawings

DATING PENNYWISE

—

Dating Pennywise would NOT be all lovey dovey. He wouldn’t necessarily care for you. I know, I know. You guys would WANT him to love you, but truth is, he wouldn’t care. He would just torture you until you’re nice and seasoned up for him to consume you later on lol.

Now.. here are a couple of things he would do;

- Pennywise would learn your insecurities almost quickly. That’s his number one priority. He would also instantly try his best to gain your trust.

- He wouldn’t be super terrible all the time. He’d alternate between comfort to making you feel absolutely terrified. This is to keep emotional control.

- He’d make you doubt your own perception of reality.

- Exploit attachment, loneliness, guilt, grief, or dependency.

- He wouldn’t be affectionate, but he would mimic it. Only when it benefits him.

- Wouldn’t instantly reveal how monstrous he is. He’d push boundaries first, moving slow.

It would feel so very intoxicating almost immediately, because he gives you the affection you craved and would make you feel uniquely seen. But, that doesn’t last forever. It slowly turns into something isolating and almost mentally destabilizing because he knows what buttons to press now.

He’s a cosmic entity pretending to know what human emotion is. Any affection would probably be:

- performative

- posessive

- curious

[sort of reddie-centric btw]

Stan was the first person Richie came out to (by accident.)

Bill and Beverly dated for a week then broke up. Making things very awkward during hangouts for the following month.

Richie and Eddie were each others first kiss but then agreed to act like it never happened (also should I write something that expands on this more???)

Eddie has to beg his mom for hours to let him hangout with the losers if Richie or Beverly is involved

Mike and Bill go on little library dates (they of course don't call them dates cause' they're clueless af)

Beverly has a book of poems from Ben

Maggie Tozier feels maternal towards Mike for reasons she cant quite put her finger on (wtd crumb)

Eddie loves going to the Toziers house since Richies parents are the most normal

Richie takes Eddie to the train tracks to cheer him up when he's sad (or wherever you go to see trains idk haha)

Beverly loves Fiona Apple (in 1996 when she debuts)

Richie got braces (Wentworth insisted) and never heard the end of it from Stan and Eddie.

Eddie writes letters to Frank (his late father) sometimes

Richie loves 6 7 (modern also very common hc I know)

Eddie, Stan, and Bill find 6 7 to be the most annoying thing in the world

Mike blames himself for everything that's happened to the losers

Richie klls himself after Eddie dies (wish this wasn't true but like I cant see him being able to go on after that.)

Richie Tozier was on snl

Mike wrote letters to the losers in those 27 years he never sent (can u tell I love unsent letters trope?)

Bill is the first to know about reddie kiss since Eddie couldn't not tell his big brother. Bill was shocked but they both came to the extremely incorrect conclusion that they were probably just kissing because friendship is magic or something.

Stan's afraid of the dark

Leroy and Mike bonded for the first time talking about Will. Leroy died shortly after.

They all like to try on Richie's glasses

Richie really loves little Caesars pizza

Eddie hates pizza

They all went to homecoming together and snuck Mike in

Richie and Eddie are the first to fall asleep at sleepovers

Richie still teases Ben for his kiss with Beverly in the sewers (Mike laughs along as well)

Ben and Mike bond over the history of Derry

Eddie thinks Richie is the funniest person to ever walk this earth but he'd never let him know that