Cross-dressing

From Homestar Runner Wiki

"Could you reach the jar of 'Old Lady Rub' for me? 'Cause I'm an old lady."

Dresseing as Girls (or being in drag) occurs many times in the Homestar Runner universe.

Appearences

• Email secret identity - Strong Bad dresses in a long, brown wig when he writes as his secret female identity, Cara Carabowditbowdit.

• Shopping for Danger - Fightgar dresses as an old lady to get some info from Blue Lazer.

• Homestarloween Party - Stong Bad's costume is of Carmen Maranda.

• Teen Girl Squad Issue 9 - Mr. Pitters dresses as Cheerleader in hopes of being a "teen girl".

• The House That Gave Sucky Treats - Strong Bad's costume is of Carmen Sandiago.

• Email different town - Homsar is turned into a girl, but his male voice remians.

• Grumblecakes (video) - Strong Bad is dressed as Little Red Riding Hood in one scene.

• HomestarRunner.com PAY PLUS!: In the Teen Girl Squad sample, the Arrow'd Guy is dressed as a female fairy.