Strong Bad - Everybody to the Limit

I usually put one of these two on at night to fall asleep to

10 hours of strong bad emails:

9 hours of homestar toons:

That channel also compiles all the Halloween or Xmas toons together, all the Teen Girl Squads, Cheat Commandos, etc. etc.

These megalong videos are much better than playlists since youtube doesn't try sticking commercials in between, or stops the "play next" sequence when a song comes up.