Gender Confusion

From Homestar Runner Wiki

In addition to cross-dressing, characters also say things that suggest they are mimicking the other gender.

Appearances

• Email 1 step ahead — In the ending where Strong Sad's hands get glued to his butt, Bubs scolds him for not being "very ladylike."
• Email 2 emails — Coach Z picks up a name tag and claims he's "Hot Girl #37".
• Email kind of cool — Strong Bad boasts that Creepy Comb-over story Strong Bad would still be "so cool, that even if you were a dude, [he'd] still call at you like you were a lady."
• Senor Mortgage — Senor Cardgage calls the Visor Robot "Valerie."
• Teen Girl Squad Issue 7 — The Ugly One has "boy or girl?" written next to her picture in the opening.
• Homestar Presents: Presents — Coach Z confuses his father for his mother.
• Email garage sale — Coach Z counts himself as a mom.
• Marzipan's Answering Machine Version 12.2 — Strong Bad calls Marzipan "the go-to guy, or gal" for joining a Goatface Club. He says it would be hard to tell which because of her goatface.
• Senorial Day — Senor Cardgage calls Strong Bad, "Ms. America."
• Bug in Mouth Disease — Strong Bad exclaims, "Can't you see Grandma's watching her stories?" when Homestar Runner distracts him during Caleb Rentpayer.
• Email senior prom — Homestar mistakes Coach Z for Strong Sad's date, "Deborah", and Strong Bad with no pants on is crowned the Prom Queen.
• Teen Girl Squad Issue 11 — So and So's job at Shirt Folding Store requires her to wear a name tag labeled "Mark".
• Summer Short Shorts — Strong Bad and Strong Mad refer to The Cheat as if he is Strong Mad's girlfriend.
• Email cliffhangers — Homestar fears he has become a pregnant woman.
• Email looking old — Strong Sad addresses lace-lifted Strong Bad as his "great-grandma".
• Email the movies — Strong Bad calls Homestar "the little girl behind [him] who wouldn't shut up."
• Date Nite — Coach Z is seen wearing hair curlers next to Bubs inside Bubs' Concession Stand at the end, imposing that he is Bubs' date.
• One Two, One Two — Strong Bad sings that he is an independent girl.
• Email mini-golf — The Drive-Thru Whale calls Strong Bad "ma'am", but Strong Bad interprets this as if the Whale is talking to his mother.