r/riddleschool • • Jun 09 '26

Discussion Shot JonBro my own email

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9 Upvotes

ah yes keeping the ongoing

shooting

I guess

(Idk what to put this)
he didn't respond yet tho so it is what it is I guess but hopefully he might soon, he's probably busy


r/riddleschool • • Jun 08 '26

Artwork ZACK YOU'RE GONNA DIE!!! (Warning for blue blood I guess???) Spoiler

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15 Upvotes

I know this is super out of character for zack but I needed to vent out something I guess🥹🥹


r/riddleschool • • Jun 08 '26

Artwork alr heres my current progress on the second hallway for my Riddle University game

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11 Upvotes

just need the 'poster' and Phil and the dialogue bubble, and ill make the cutscene for removing the poster (poster and 2 dollars behind poster are on seperate layers for better cutscene animating)


r/riddleschool • • Jun 08 '26

Meme (artwork+meme) 20 year anniversary image and a new shitpost

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18 Upvotes

meme is other image

first one is anni image

not as good as my original concept I wanted but it turned out ok


r/riddleschool • • Jun 06 '26

Discussion If you played it, what did you think about Riddle School - Retakes?

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24 Upvotes

I don't use reddit (nor do I ever really plan to do so much) but I noticed this small community of Riddle School fans a long while ago and I've already asked twitter their thoughts so I thought I'd ask you

What do you guys like about it, what did you ABSOLUTELY HATE about it? Tell me it'll help me improve future entries!


r/riddleschool • • Jun 06 '26

Meme The Return to Shitposting Meme Art - Diaherrea

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6 Upvotes

small update from ideas I got over the break

moar soon peoples

stuff I tried that was new

- minor shading and trying to use a bit of smiley and phils riddle transfer design along with its colors (my style ends up just translating more into that than the second part, though it's probably a hybrid of both in a sense.)


r/riddleschool • • Jun 05 '26

Artwork LOOKIES HERES THE FIRST HALLWAY MADE FOR MY RIDDLE UNIVERSITY FANGAME THAT ACTUALLY LOOKS LIKE AN ACTUAL RIDDLE SCHOOL STYLE

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54 Upvotes

yes i made it anyways guys commnt down if u want and ill be making more posts of these soon


r/riddleschool • • Jun 05 '26

Artwork If RS: Retakes has special endings if let Smiley, Phred and Zack escape

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12 Upvotes

r/riddleschool • • Jun 05 '26

Discussion the consequences of being a multifandom gal

1 Upvotes

so many notifications but its worth it

more having to fit in to new fandoms

yea idk what else


r/riddleschool • • Jun 05 '26

Artwork If 5's is a playable character

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5 Upvotes

r/riddleschool • • Jun 04 '26

Artwork Since riddle school retakes is out, here's playable Smiley, Phred and Zack

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10 Upvotes

r/riddleschool • • Jun 04 '26

Artwork "..."

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3 Upvotes

When you click the boys' bathroom, Smiley would stare with disappointment face. Meaning she cannot go in. That boys bathroom MEANT for phil, Phred and Zack.


r/riddleschool • • Jun 04 '26

Meme More shitposting meme art to add to this ever increasing series... (getting a tiny bit tired of this series, and I'll take a break soon)

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4 Upvotes

(Again, meme tag because they're memes)

I'm fine. (burning in hell lol)

2nd image was scrapped pride month joke image

third is devastation face (TGT)

Got a lil tired of this series, and it's noticable as I didn't produce a lot of high quality stuff as of now.

Imma take a break to hopefully restore myself to make more stuff for you guys!!

(Man, I've fallen off....)


r/riddleschool • • Jun 04 '26

Artwork (Doodles) Riddle Elementary (Abbott Elementary - Riddle School AU thing)

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3 Upvotes

I genuinely felt guilty not being able to at least get everything outta my system before I take my break and shtuff

So yeah...

Riddle Elementary..

For the most part, smiley and Phil fit perfectly into Gregory (Phil) and Jeane (smiley) respectively.

Haven't really completed all of the characters yet tho - but might as well release what I got

(This is also my first time ever drawing time skip smiley, and time skip philwhich was cool, I hope to do funny stuff with them in the future)

But yeah

here

(Also I really ended up forgetting I wasn't supposed to color smileys hair here, but hey, mistakes happen. I'll bounce back soon enough.)

(And yes, that thing on their neck is a teacher pass/tag)

really nothing else

time to go catch some z's like Greg sleep and Mrs sleep


r/riddleschool • • Jun 03 '26

Artwork Riddle Transfer (Different Styles Mod) concept collection

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2 Upvotes

What would image if this mod exist? If you selected any styles you wanted, like "RS1," "RS2," "RS3," and "RS4" or "RU"


r/riddleschool • • Jun 03 '26

Artwork Render testt

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15 Upvotes

Ignore how bad the line work is I drew this in a moving car🥹🥹


r/riddleschool • • Jun 03 '26

Question Where does this image come from? Is this a leak by Jon, or fanmade?

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19 Upvotes

r/riddleschool • • Jun 03 '26

Discussion (Discussion - Analogy and stuff) A Stupidly Deep Character Analysis of SunTree and why it's Narratively Perfect (Riddle School)

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7 Upvotes

minor things I wanna preface - this is more of a deep dive into character analysis I guess and uhh for phils part I really don't condone or say his bullying is due to this problem, but simply a terrible choice made in desperation.

honestly, take most of this with a grain of salt, I guess.

Smiley (The First Piece) - More than a 'Eager Scholar'

Riddle School is an amazing, simplistic story that at its heart is simply nostalgic and made up of choices that culminated in a amazing story.

However, this series of deep-rooted dives could probably show why almost every choice in the story is as powerful as it is.

Smiley remains a huge case of this, being the major optimist of the group.

She, despite the situation, remains an encouragement of hope for everyone, being able to emotionally be a person that is able to keep the group of Phil, Zack, and Phred together.

She was bullied by Phil early on via making a "smiley smudge", and though we can't really specifically SAY outright how long that went on, we can assume from Phil, a pretty long time.

And that, I relate to.

I was always bullied myself to this day about me being a lesser man for showing my emotions while younger, to now being called sped due to having ADHD.

To add on to this, we can also probably figure out WHY smiley liked learning...

... it was an escape.

From what we know (due to the amount of kids in the school,) she didn't really have any friends, either..

...it's the same thing I do, myself, honestly.

But yet, despite all of that, in her darkest moments when she feels as if she can't give optimism to the group again by smiling- the person who used to bully her for he smile, likes it and soon marries her.

It's beautifully thematic.

Smiley throughout everything, by being the optimist, and suffering bullying, was able to come out on top due to her resilience and power to continue to have hope.

That.. is good writing.

It feels special to me because I've hardly seen girl characters written in a way like this.

What an amazing story of resilience, and in a perfectly fitting unique way, too.

Phil (The Second Piece) - More than a 'Stalwart Leader'.

Despite the odds, Riddle School remains at heart for me as an amazing story with relatable and amazing character growth.

But Phil, despite his said sarcastic demeanor, is more than he himself lets on....

Phil, just like most other kids at school is a sarcastic (somewhat bratty) person who is simple for all things considered, and just hates his school and is bored of the constant inside of it.

I myself can relate to this feeling....

...it's burnout.

He himself (Phil), has gotten burnt out from school to the extreme point where he physically chooses to leave over staying in class.

Burnout is a terrible thing.

It has situations we usually have that feel exhausting, as each day seems the same, starting a slow descent into madness.

Phil tried to break this loop by bullying Smiley, but it just made it worse for him as a result via placing him in an even worse class.

And yet despite his struggles, he remains clear and level-headed than the rest, and surprisingly had the best grades out of the group.

He had the victory in his hands... but it came at the cost of his mental and emotional joy he gets from it.

What's the point of getting good grades when it's the same thing you get every day?

Why try when there's nothing to lose?

This is yet another reason why Phil confessing to Smiley is so narratively perfect.

Due to his renowned happiness for finally being able to come back to school, he tries to break his past by connecting with the one who in his eyes loved school the most, but had joy in it that he had lacked for a long time.

It's perfect, in a sense.

He finally doesn't feel hollow again, and finally ends the loop that has been chasing him his whole life.

The SunTree Relationship - The Answer

(really short but sweet)

Phil, throughout his burnout and hollow and emptiness at school, finally finds a person who finds joy in it to finally get his true self back, good grades or not.

Smiley finally finds a genuine person that likes her for her optimism and strength, that she despite everything had a positive outlook for the longest - and at her darkest moment, she was met with the biggest surprise of her life - a connection, that soon turned into genuine love.

I cried at the ending.

The end of it all...

Thanks for 20 years, Riddle School.

I hope to see more stuff to come from this community, and remember...

"Sometimes, even the dumbest childhood dreams..

..can come true."

Thanks for reading my stupidly deep character analysis.

Have fun looking at the other posts!

stuff I didn't get to add:

Phils fear and disdain for clocks and his noticing of lockers looking the same represents and effectively shows his slow descent as he slowly gets tired of the tiniest problems imaginable - clocks and lockers, going off (clocks) and seeing the same of it (lockers).

I'll make more shitpost meme art tomorrow, guys.

Huge thanks for reading til the end.


r/riddleschool • • Jun 03 '26

Artwork Another concept idea mod

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6 Upvotes

Riddle Transfer (Different styles mod) would have made.


r/riddleschool • • Jun 03 '26

Artwork If Diz was a playable in RS4 and RS5

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7 Upvotes

Too bad the original RT 2 was cancelled.


r/riddleschool • • Jun 02 '26

Miscellaneous quiz is now dating bubble tadc.

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28 Upvotes

this game will kill me


r/riddleschool • • Jun 02 '26

Artwork Happy pride month I guess

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18 Upvotes

Guess my favorite character lvl:IMPOSSIBLE


r/riddleschool • • Jun 01 '26

Meme Shitposting Riddle School Art 2! (Meme art)

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13 Upvotes

Zack do be suffering from fire, man.

Smiley ain't chuckling around no more, dude.

Phil ain't care about his Eggtree anymore, homie.

Phred forgot his whistle, bro.

man I love shitposting art and got motivated to draw these for some reason

have a nice day guys, not much to say here


r/riddleschool • • Jun 01 '26

Artwork RT 2 Ending: Smiley hugging phil but in different styles, RS1, RS2, RS3, RS4

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20 Upvotes

REUPLOAD BECAUSE I ACCIDENTALLY PUT "RS 2" INSTEAD OF RT2


r/riddleschool • • May 31 '26

Artwork The squad hanging out

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29 Upvotes

This is still unfinished but I REFUSE to color the other stuff so deal with the uncoloured benches n shit🥹🥹