Pretty much all of the Halloween Fan Costume commentaries, but especially Strong Bad's song during the montage of bad Homestar costumes in the 2009 edition.
Oh, a red t-shirt and taped-on star
Has anybody told you how terrible you are?
Some white face-paint, or maybe none at all
Just standin' around in your front hall!
- Strong Bad's reaction to a rather poorly-done Trogdor costume in the 2005 edition.
"I said 'S and more different S', not 'Seven or... more different... crescent wrench'. And is that limp pantyhose worm supposed to be a beefy arm!?"
(Looking at a guy in a Homestar costume, whose face can be seen inside the papier-mâché Homestar mask, next to a guy in a Mario costume.
) Guess a little chicken wire and papier-mâché... goes not
a very long, long way. Wait a minute, Homestar, who's that in your mouth? Did you eat Luigi?!
Homestar: Yes, Strong Bad, I ate Luigi. He tasted like mushrooms...
- Strong Bad being horrified and confused over finding a woman in a Homestar costume hot.
Strong Bad: Ha-a, dar dar dar dar DA-A!! So confused... what to think?? Hot Homestar?!? My brain is splitting in half!
Homestar: Oh, hey Strong Bad!
Strong Bad: Daa! You get outta here!
Homestar: Whoa, you sound tense. Do you want me to give you, like, a back rub or anything?
Strong Bad: Uh... yes! NO! I... don't know! Next picture, next picture!!
Homestar: I think this is the last one, sweetie.
Strong Bad: (screams, which recedes in volume as though he is running away)
Homestar: I should probably stop calling everyone "sweetie".
From "Fall Float Parade", we have Bubs' float:
- Strong Bad's reaction to a rather attractive woman wearing a "The Pizz" (from the Pizza e-mail) costume.
Marzipan: (shocked, slightly sympathetic) Ohhh.
Bubs: Coach Z... you jerk!
Coach Z: Oh, I see then...
Bubs: Coach Z...
Coach Z: That's very...
Bubs: (more emphasis) you jerk!
- And then later, when we see Strong Mad's float which is actually Strong Mad absconding off with Bubs' Concession Stand: