From Homestar Runner Wiki
Instead of using simply "might" or "could", characters of the Homestar Runner universe, particularly Homestar Runner himself, tend to sometimes say might could instead. Such usages of "non-standard" double modals are common in the vernacular of the Southern United States, including Georgia, where The Brothers Chaps live.
- Email modeling — An ad for Homely Boy Brand Huge Tube Socks states that "You might could sleep in one!"
- A Death-Defying Decemberween — Homestar says that he "might could die" after sledding down the Steep Deep.
- Best Caper Ever — Homestar exclaims "I just can't stop wondering what I maybe might could be should be doing today!"