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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:

#wayside school #wayside books #wayside #Wayside Dana #dana wayside #eric bacon #Wayside Mac #Mac wayside #Wayside Nancy #Wayside Ron #Ron Wayside #Wayside Stephen #stephen wayside #Wendy Nogard #I've been thinking of my trans Ron headcanon and my “Ron styles himself to look like Louis” headcanon happening both at the same time #And it's so funny because it's like that one comic #Ron:Hey Louis!I just wanted to let you know I'm coming out as trans Louis:That's great!As your teacher I support you *3 months later* Ron:#man hrt sure is amazing! Louis:Why the fuck do you look like me

Stephen sketch

#wayside books #wayside school #wayside #fanart #wayside stephen #stephen wayside

Stephen has green hair and pronouns(I headcanon he's genderqueer)

#wayside school #wayside books #wayside #wayside cartoon #Wayside Stephen #stephen wayside #A lot of his chapters felt like metaphors for gender identity.They aren't since they were written in the 70-90s(And even in Cloud of Doom #There is clearly no queer-coding going on) but interpreting him as a kid who's confused about his gender identity and is constantly trying #To fit in into the binary mold does make re-reading the books more fun if nothing else.

Stephen edits

#wayside school #wayside #wayside cartoon #Wayside Stephen #stephen wayside #Despite all the changes made to his personality I actually quite like cartoon!Stephen I just wished he had a bigger role in more episodes

Headcanon:Stephen's favorite film was a Troll in Central Park(1994) before Allison showed him Anastasia(1997) when he was 10 and it made him realize that everything he liked before then was garbage.

#wayside school #wayside books #wayside #Wayside Stephen #Stephen Wayside #allison wayside #wayside allison

#stephen wayside

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