Homestar Runner is an animated show made by Mike and Matt Chapman, two guys who are never going to have to get an actual job, ever. It's all made in Flash, and none of it makes any sort of sense.
Yes, that wing-a-ling dragon whose heavy metal anthem was included in a Guitar Hero game bonus track was originally drawn by Strong Bad in the SBemail "dragon". This in turn spawned a video game, a holiday, and, most importantly, the concept of burnination.
Teen Girl Squad
If you're anything like most American men, you know as well as we do that nothing is quite as cool as a bunch of teenage girls being brutally murdered in various ways. Wait, what? This is yet another product of a SBemail, upon the request that Strong Bad draw the emailer and their friends. The girls themselves are not particuarly hot (think stick figure) but they are between the ages of 13 and 19 so there runs the chance of extreme creepiness if you screw up. It's more fun to watch them die anyway.
The Cheat Commandoes are a shameless parody of the GI Joe cartoons, meant to inform the young and sell toys to small children. The catch phrase of the show is even "Buy All Our Playsets And Toys!" leading the watcher to believe that those old edumacational cartoons are really all about the money. Don't know where someone would get such an idea.