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 can't be the only one who noticed that!"
Because the show is machinima in a game where everyone wears helmets, there's no facial animations. The only indication of who is speaking is that their head bobs up and down as they speak. Simmons once remarks on this while looking at a monitor that shows the Blue Team:
Sarge: Simmons, what're they saying? Simons: I have no idea. I can't find the volume on this monitor. And without any sound it just looks like a bunch of helmets bobbing up and down. Sarge: Is that how they talk? They look ridiculous!
This also means everyone is The Faceless, which gets lampshaded a bit when it's revealed that not even the characters themselves know what each other look like—Church has no idea if Tucker is black or not, and nobody figures out that Church is an AI, even though his original body was a robot body too. Not even Church himself, somehow!
A Final Fantasy parody lampshades what is a phoenix down, and during that time, there was no ingame description what it looks like.