#wayside ron

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Pride month JUST ended so I'm late to this but eh whatever,Wayside characters I headcanon are under the trans umbrella:

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The Unbreakables!!First time drawing all 4 of them togheter

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Average Ron and Terrence interaction

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Well if there's ONE thing i like about the fact that the Wayside fandom is so small is that I can call myself the "CEO of Allijoy" or the "The CEO of Damron" and it's true because I AM the CEO of these ships!I'm the only one who ships them

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I wonder I wonder if the Unbreakables were based off the Todd-Mauricea-Myron-Dana friend group in the cartoon.

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Terrence reminds me so much of Eric cartman

Exactly!Like if the Wayside books weren't for kids he'd defintly pull some Eric Cartman shit and swear like a sailor,I also headcanon that after watching South Park he made Eric Cartman jokes about the three Erics constantly and the whole time they went "Does he know?"

Also headcanon that him and Ron are like Cartman and Scott Tenorman in which they're half siblings via their dad but neither of them know

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See I headcanon Ron as transmasc and that he's named after his father BUT I also headcanon that his father is....Not the most supportive person which was then when this hilarious idea popped into my head:What if Ron's father was transphobic BUT was also a Okay with Ron being trans as long as he named himself after him?Like

"No you can't dress as a boy!You can't act like a boy and you most definitely cannot call yourself a boy!You're a girl!End of story!"

"But what if I named myself after you dad?Like you can be Ronaldo Sr and I can be Ronaldo Jr?"

"Oh okay then!I love you Ronaldo Jr!"

"....I cannot believe this actually worked."

To add more to this:I think the deal with Ron and his father is that his dad peaked during his young adult years and is now trying to live through his son and Ron is so so so sick of it

I can see that happening 😅

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In the Dennis Hockerman illustrations Ron looks like Louis

Now this was probably accidental but i headcanon that Ron styled himself to look more like Louis