HRWiki:Featured article for 2005, week 43

From Homestar Runner Wiki

Each year, the Halloween Cartoons feature the characters dressed in different Halloween Costumes, usually of pop icons and celebrities.

The costumes are generally "vintage," in that they feature characters who were either popular in the '80s and '90s, or just plain obscure, although it is uncertain if this is simply a style choice, or done deliberately to give the cartoons a more "timeless" feel.