This happens a lot in Homestar Runner. For example, Strong Bad has referred to Homestar as a no-armed whitey with a speech impediment, and seems to be the only character aware that everyone (except him) is walking around with no pants on.
Homestar: What awe you talking about, Stwong Bad? I weaw wong pants. Strong Bad: Umm, no. From what I can tell, you wear no pants, and have blue soles glued to the bottoms of your feet.
Perhaps most present in the "Compy Catalog" short; the catalog contains several examples of Videlectrix's poor communication skills, which are immediately lampshaded by Strong Bad. One involves an attempt to turn "Same" into a color.
Catalog: The Roomy-Vac is a real powerHOUSE... get it? Oh, you don't? Well, because it's the size of a... Oh, you were kidding? You do get it? Pretty good, huh? No? Strong Bad: Why would they print that whole exchange?
Red vs Blue loves its lampshades, many of the FPS genre and Halo specifically, such as the following quote from Church while pinned down behind a rock by fire from a chaingun mounted on a Warthog: "Don't worry, that thing's got to run out of ammo sometime." It never, ever does.
Of course, they're not above lampshading themselves either. A good example is Church noticing the episode timing:
"How is it that something dramatic happens every five minutes? Come on, I canīt be the only one who noticed that!"
A Final Fantasy parody lampshades what is a phoenix down, and during that time, there was no ingame description what it looks like.
