This is my explanation for why, on PomPom's character video, Homestar says: "And some pretty tight pants, but that only happened once."
{PomPom and Homestar are walking along at their local mall when Homestar sees an ad in the window for some pants. They say These are tight pants, HomeG! Buy them now! We zoom in on their faces.}

HOMESTAR RUNNER: Oh, man, PomPom, I have got to have those pants!

POMPOM:{In Bubble talk} You never wear pants anyway, why start now?

HOMESTAR RUNNER: You're right, I do need to get some more shirts!

POMPOM:{Bubble talk}{Sighs} Well, even though I agree with that, that's not my point. My point is that you've never worn pants since-

{Zoom out. They are at the counter.}

HOMESTAR RUNNER:{Cutting him off} I'll have those pants in the window, size 14. {Whispering to PomPom} That's my pants size!

POMPOM: How would you know? You haven't worn pants for eight years, ever since-

{Homestar is "holding" the pants}

HOMESTAR RUNNER:{Cutting him off} Welp, I'm going to try these on at home!

{Cut to a scene inside Homestar's house. Homestar is "holding" the pants.}

HOMESTAR RUNNER: Well, I think I'll try these on. {He puts them on} A perfect fit!

{Suddenly, teeth stick out of the waist of the pants and the pockets turn into eyes. It start growling}

HOMESTAR RUNNER: Hmm, that's sorta weird.

{The pants start chewing on Homestar's belly}

HOMESTAR RUNNER: Ah! The pants are attacking me! PomPom, help!

{PomPom runs over with a pair of scissors and starts trying to cut the pants, but the pants heal themselves. PomPom begins to think}

HOMESTAR RUNNER: Help me, PomPom! They've already reached my belly!

{PomPom thinks for a minute, the a lightbulb appears above his head. He puffs up and a skunk pops out of his chest. He pulls the skunk's tail back and aims it at the pants.}

POMPOM:{In bubble talk} Alright, pants! This mustilid contains one of the foulest-smelling odors known to man! So, either release my friend, or suffer the consequences!

{The pants look at the skunk and starts to wimper. Its eyes and teeth dissapear and it goes limp and falls off of Homestar. Cut to Homestar and PomPom back at the store. Homestar gives the pants back to the cashier and they walk out of the store. Homestar sees the sign outside the store and hangs his head.}

HOMESTAR RUNNER: Oh man, PomPom, too bad those pants were evil, because they were tight!

POMPOM:{In bubble talk}{To audience} Well, boys and girls, we learned today that even though advertising is usually a bunch of bull-

HOMESTAR RUNNER:{Cutting him off} Hey, PomPom, thanks for saving me.

POMPOM:{In bubble talk}{To Homestar} Oh, you're welcome. {To audience} Anyway, as I was saying, even though advertising is usually a pack of lies, companies still make them because there will always be people stupid enough to beleive them. This is because of a psycological situation called-

HOMESTAR RUNNER:{Cutting him off} Hey, PomPom, who are you talking to?

POMPOM:{In bubble talk}{Sighs} Oh, no-one. Let's go home.
I want feedback. Tell me if you thought that was funny or not. -CE5

In some odd, interesting ways. - FireBird