The WORST episodes of Smiling Friends

Every episode of Smiling Friends ever, ranked from worst to best by thousands of votes from fans of the show. The worst episodes of Smiling Friends!

Smiling Friends Inc. is a small company whose main purpose is to bring happiness to its clients. The series follows the day-to-day lives and misadventures of its representatives, the lazy, cynical Charlie, and the cheerful, optimistic Pim, as they try to cheer up and comfort the troubled people who call their company's hotline and help them out with their problems.

Last Updated: 4/21/2025Network: Adult SwimStatus: Continuing
The Smiling Friends Go To Brazil!
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#1 - The Smiling Friends Go To Brazil!

Season 1 - Episode 9 - Aired 8/6/2022

The Smiling Friends finally get to relax in a beautiful Brazilian beach town. Pim works on his novel, Charlie binges a load of torrent shows on his portable hard drive. Allan and Glep enjoy some long-awaited "chill out" time at the beach.

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Pim Finally Turns Green
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#2 - Pim Finally Turns Green

Season 2 - Episode 8 - Aired 6/24/2024

After eating a mysterious artefact found at an ancient burial ground, Pim suddenly and mysteriously turns bright green to everyone's dismay.

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The Magical Red Jewel (aka Tyler Gets Fired)
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#3 - The Magical Red Jewel (aka Tyler Gets Fired)

Season 2 - Episode 7 - Aired 6/17/2024

The Boss and Pim fight for their lives in a mysterious world called Spamtopia. Meanwhile, Charlie confronts Allan over something serious.

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Charlie, Pim, and Bill vs the Alien
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#4 - Charlie, Pim, and Bill vs the Alien

Season 2 - Episode 6 - Aired 6/10/2024

This episode tells the story of a thirty-four year-old boy named Pim who sets out to save his mother on Mars after she is abducted by Martians.

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Brother's Egg
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#5 - Brother's Egg

Season 2 - Episode 5 - Aired 6/3/2024

After some of the Boss's usual tomfoolery, Pim and Charlie are tasked with helping a mad scientist with an "egg dilemma".

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Erm, the Boss Finds Love?
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#6 - Erm, the Boss Finds Love?

Season 2 - Episode 4 - Aired 5/27/2024

DISCLAIMER: Just a heads up, this is the scariest episode of any cartoon that's ever been created.

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A Allan Adventure
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#7 - A Allan Adventure

Season 2 - Episode 3 - Aired 5/20/2024

Allan is tasked with finding more paper clips for the office. *Spits on you*

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Mr. President
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#8 - Mr. President

Season 2 - Episode 2 - Aired 5/13/2024

Yes, You Do Need to Watch This Important Episode of Smiling Friends Where They Help the President Smile. Here's Why That's a Good Thing.

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Gwimbly: Definitive Remastered Enhanced Extended Edition DX 4k (Anniversary Director's Cut)
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#9 - Gwimbly: Definitive Remastered Enhanced Extended Edition DX 4k (Anniversary Director's Cut)

Season 2 - Episode 1 - Aired 4/1/2024

The classic gang help a disgusting, vile, loser they found on the streets. However, Allan sprays him with the hose.

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Desmond's Big Day Out
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#10 - Desmond's Big Day Out

Season 1 - Episode 1 - Aired 4/1/2020

A small company dedicated to bringing happiness to the world receives a simple request to help a woman’s unhappy son smile again, but the job turns out to be more complicated than it seems.

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Charlie Dies and Doesn't Come Back
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#11 - Charlie Dies and Doesn't Come Back

Season 1 - Episode 8 - Aired 1/10/2022

In the season finale, Charlie actually dies for real.

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Mr. Frog
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#12 - Mr. Frog

Season 1 - Episode 2 - Aired 1/10/2022

After beloved frog celebrity Mr. Frog gets into hot frog water, Pim and Charlie are tasked with helping the frog get things back on frog track. Meanwhile, Glep has a crazy side adventure that has the critics going wild.

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Frowning Friends
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#13 - Frowning Friends

Season 1 - Episode 7 - Aired 1/10/2022

A rival business moves across the street, much to the Boss's dismay. Nuff said.

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Enchanted Forest
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#14 - Enchanted Forest

Season 1 - Episode 6 - Aired 1/10/2022

Pim and Charlie are beckoned into the mysterious Enchanted Forest by a princess and encounter all sorts of insane toon characters along their journey.

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Who Violently Murdered Simon S. Salty?
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#15 - Who Violently Murdered Simon S. Salty?

Season 1 - Episode 5 - Aired 1/10/2022

Who is famous food tycoon Simon S. Salty? Why was he brutally murdered in his own restaurant? Who done did do that there murder? Huh?

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A Silly Halloween Special
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#16 - A Silly Halloween Special

Season 1 - Episode 4 - Aired 1/10/2022

Pim ventures into the forest across the road to fetch firewood for the office Halloween party.

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Shrimp's Odyssey
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#17 - Shrimp's Odyssey

Season 1 - Episode 3 - Aired 1/10/2022

When a pathetic shrimp calls the Smiling Friends hotline after being dumped, Shrimpina, Pim and Charlie have very different ideas about how to handle the situation. The audience finally votes on the cool new fifth Smiling Friend, Smormu.

Watch Now:Amazon