1 - 20 of 984 Works in Smiling Friends (Cartoon 2020)
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At her father's funeral, Verlie meets a cousin she's never met before - a peculiar man who simply refers to himself as Mr. Boss. When he offers her a position as a Smiling Friend, it feels like the job of the lifetime. Little does she know, it's about to be more than she could have ever bargained for.
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(this is an oc-centric fic i'm warning u now! ok love u)
- Language:
- English
- Words:
- 18,903
- Chapters:
- 7/?
- Hits:
- 15
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Summary
All in all, really nothing to worry about on Charlie's end...until Pim came across something---an icon that looked like a yellow folder, labeled "stuff." Pim blinked. What "stuff" did he mean? He figures it could be normal, probably. Maybe these contained other photos he never knew about. He makes himself comfortable---he sits on the ground, and opens it. Not knowing the folder might change how he'll forever see Charlie.
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One ordinary movie night, Pim finds out something about Charlie that might change his view on him forever.
Series
- Part 3 of i wanna kiss you all over
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Learning To Be Held Again by kayohthepowcardfan_11
Fandoms: Smiling Friends (Cartoon 2020)
23 Dec 2025
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Charlie Dompler is a stubborn critter. After a rough end to a 3 year long relationship, he often drinks himself to bed, not caring about the consequences that comes with it. He pushes everyone around him away, and wallows himself in pity.
Which makes him the perfect candidate for Pim, a guardian, to rehabilitate and help.
If only Mr.Boss would let him.
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silly nsfw alphabets by herbertwestsleftsock
Fandoms: Behind the Mask: The Rise of Leslie Vernon (2006), Postal (Video Games), Halloween (Movies 1978-2002), Halloween (Movies - Zombie), The Texas Chainsaw Massacre (Movies), House of Wax (2005), SCP Foundation, SCP - Containment Breach, The Boy (Movies - Bell), Grand Theft Auto V, Grand Theft Auto Series (Video Games), Spree (2020), Pizza Tower (Video Game), Dispatch (Video Game), Smiling Friends (Cartoon 2020), Sinners (2025), Left 4 Dead (Video Games), Pocket Monsters: Sun & Moon | Pokemon Sun & Moon Versions, Pocket Monsters | Pokemon (Main Video Game Series), Deltarune (Video Game)
24 Dec 2025
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literally just nsfw alphabets of various characters i like (mostly slashers)
mostly self indulgent and im gonna try to make them different but no pinky promises!!!!
also template credit to the-coldest-goodbye on tumblr, they made the same template im gonna use throughout this bitch -
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Summary
The Smiling Friends are tasked with making yet another silly critter smile. However, this critter’s request is a bit… unorthodox.
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Pim and Charlie Visit the North Pole by lozerlover
Fandoms: Smiling Friends (Cartoon 2020)
23 Dec 2025
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Summary
Mr. Boss sends Pim and Charlie on a special Christmas mission. It quickly becomes more than just a mission.
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lost in your touch // one shot smut by gratefulao3
Fandoms: Smiling Friends (Cartoon 2020)
23 Dec 2025
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Summary
pim and charlie freak it sexual style
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My Fandom Headcanons by SummertimeVampire
Fandoms: Multi-Fandom, Hazbin Hotel (Cartoon), Naruto (Anime & Manga), Smiling Friends (Cartoon 2020)
23 Dec 2025
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These are just a bunch of my personal heacanons you might see referenced in some of my fics, if you don't agree that's totally fine just please don't jump me in the comments. I'd also love to see some of y'alls headcanons in the comments to!
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After accidentally angering a self-proclaimed powerful wizard, who just so happens to be a new client for the Smiling Friends, Charlie finds himself with a curse that turns him into a small capybara by day and can only return to a critter during the night. Will he be able to break the curse before the end of the month, or will he be stuck as a small fuzzy animal for the rest of his already unlucky life?
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Allan questions his relationship with Mr.Boss.
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Unnamed comfort deepens into something harder to deny—affection that settles slowly, desire that listens, intimacy that refuses to hurt.
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The Only Thing That Will Make Him Smile. by Copias_wifey22
Fandoms: Smiling Friends (Cartoon 2020)
22 Dec 2025
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The Smiling Friends gang is given a task to make a man who lost his job smile…But his request is quite concerning causing Glep and Pim to have inner conflict.
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(read notes PLEASE)
You just moved in and started your job in smiling friends, you have a boyfriend that is crazy, and you're nervous about a lot. You try to fit in, but it's nerve-wracking. Just keep calm...
- Language:
- English
- Words:
- 1,652
- Chapters:
- 1/1
- Kudos:
- 3
- Hits:
- 42
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Summary
charlie finds himself pregnant to a one time fling with pim and has to come to terms with what he's going to do
while drinking
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After going on a date with some dude, Pim mysteriously comes out, concerning this very specific friend who is totally not jealous and literally nobody else, no one gives a fuck except Charlie. He's not jealous, though.
(The fic is actually a lot more serious than this dumb synopsis, please mind the tags lol)
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The Feigned Remorse of the Purple Rabbit (or, a One-Shot based on a Hunger Games Simulator) by theunknownfanficwriter
Fandoms: The Amazing Digital Circus (Web Series), Smiling Friends (Cartoon 2020), charlie the steak, BrantSteele Hunger Games Simulator - Fandom
21 Dec 2025
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Jax, a member of District 1, found himself reminiscing under a tree as a chaotic, bloody spectacle goes on behind him, with all the memories of what brought him here and everything in between.
- Language:
- English
- Words:
- 862
- Chapters:
- 1/1
- Kudos:
- 2
- Hits:
- 27
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Every Day's a Holiday When I'm Near You (and Pim. I guess.) by ER1DANUS
Fandoms: Persona 5, Persona Series, Smiling Friends (Cartoon 2020)
21 Dec 2025
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When investigating the sudden return of Mementos with Joker and Ryuji turns into a snowball fight, things turn sweet as sugar.
Oh, and, uh, Pim is here. I guess.
Wait what???
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You're The Only One Tethering Me To This Earth by PreciousPieceOfCheese
Fandoms: Smiling Friends (Cartoon 2020)
20 Dec 2025
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It's always the same like an unspoken ritual: Pim and Charlie spend their Saturday nights together drinking at Pim's place, doing whatever and talking until they fall asleep, but after Pim makes a shocking confession, Charlie's view of his best friend is forever altered and new and repressed feelings are unearthed.
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Mr boss decides to offer a hotline for critters too shy to invite the smiling friends over in person. It took less than a day for Pim to get his first call.
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You worked for a big, hunky, broody CEO of the most powerful and successful companies. As his assistant, you are required to be near him to complete tasks he carelessly tosses to you.
A popular rumor says that your boss has fallen for you, that his cruel, cool demeanor was a front to the sensitive and soft side for you. But your eyes were locked onto the sexiest critter you ever seen, Smormu.
Series
- Part 2 of Reader x Smiling Friends