Sickly Sam's Big Outing - 2008 Valentine's Day Special 

It's so impressive how the Bros Chaps captured BOTH old timey dialect from that era and the bizarre grammar eccentricities of a regular modern day HSR toon... They don't just talk like regular 30s cartoons, they actually combined the mannerisms of each personality just right with old timey jargon.

"For money" kills me every time. I think it's the way the music repeats after he says it.

This short is as heartwarming as it is disgusting, and it's ten times as funny as it is either of those

Sir Strong Bad's Patented Plan for Dealing with Dead Kid Step 1: Give him "The Buisiness" Step 2: Cocktails in the Parlor

Little-known fact: Sickly Sam and Dee are the parents of the Brothers Strong. Well, maybe.

Come on, Jackson! Cut yourself a slice of rug! We gotta turn those skeleton knees into bee’s knees!

Coach Z called sickly sam sickle cell lol

Sheboygan needs to have SOME team called the Booteaters.

It's taken me 9 years to realize that sickly Sam is strong sad.

What a plesent hole, I can't say enough good things about this hole

So booting The Sneak is the 1936 version of kicking The Cheat.

So I'm NOT the only person who has this dream. Is that a happy thought or a sad one?

This short appeals to the strangest demographics.

"TELEGRAAAAAM!" "Thanks the Sneak. BOOT!"

This must be Skid Row! ... This must be Skid Row!

2:54 Complete Out-of-Place Footage

I tell ya, Sickle Cell...

I'm havin' a time.

Sickly Sam... is cursed? That's the hint I get.

"Curses! All they've got in here is Parcheesi!"

First time I ever saw this particular toon. The hell did I just watch?

3:51 DeviantArt would be proud.

I do believe you spiced my span.

In a color.

IN A COLOR

2:55 old pilot episode of the retro version of HSR

Inb4 a new old timey cartoon in TWO COLORS!

T-R-U-E-E-BUBBLE

i do believe you've spicked my span

"WHAAA! I cahn't believe I'm being eaten! What a tragedy! I was supposed to sell you to the glue factory and whatnot! I cahn't believe I'm STILL being eaten! This is taking so much longer than I expected..."

That is a rather unseemly ribcage tho.

3:50 Sickly Sam: your just a little snack

Not gonna lie... But the Brothers Chap always have the best ideas when it comes to their Homestar Runner franchise! 😁😉👍

This keeps coming up whenever I bring up RU-vid

3:50 Sickly Sam: Mmm, food.

SOME HAMS

3:50 I'm kinkshaming.

0:31 "Some Hams". I thought we were having "Some Clams".

Lore of Sickly Sam's Big Outing - 2008 Valentine's Day Special momentum 100

1:22: BOOT!

I'm having a time!

1:44 pog

A REALLllllllll..... bouquet

what's dentifrice?

take a whiiiiiiiffffffffff

Why does old-time coach z sound like Bernie Sanders?

WAAAAAAAAAAAAAAH TELEGRAM

Who are The Rest?

3:59 divinart vore in a nutshell.

Disturbing

trudoubleEbubble

Am I gonna make romance

There eyes were ment to look like pac man.

I’m sorry but some one just has to say it This is vore -> 3:55

vore