Deeds of Yore is an 8-Bit Webseries created by Ostrog Productions and set inside a Commodore 64 cartridge. It won "best animated series" from the LA Web Series Festival 2012, and it's easy to see why. Ostrog has created a truly unsettling world of gnomes, tigers, and flat animation easily comparable to something you'd expect from Aqua Teen Hunger Force.
It's a standard classic technology plot: a human from Earth gets trapped inside a computer world, and fun/hilarity ensue. It's a time-tested formula (From Captain N to Tron to the much more recent, Captain S), but Deeds of Yore keeps it fresh with the Ultima-style RPG jokes.
Characters move around as tiled versions of themselves, townspeople spout the same borderline nonsense they do in game, and everything is generally strange and creepy.
Admittedly, I've never played a C64, but I've always wanted to. I grew up on an IBM 286 playing Rogue and Moraff's World, and if you've played any older RPGs the humor should easily translate.
There are currently 13 episodes, and the first four have been pretty hilarious. I'm about to watch the 5th right now, and will probably just blaze through all of them.
If you are into classic RPGs, video games, or humor in general then watch Deeds of Yore. I cannot speak more clearly that that.
...This is really making me want to play the actual game--which I'm pretty sure doesn't exist. Or does it?
And you can watch the first episode below, and make sure to subscribe to their Youtube so you can catch the new episodes as they air. Things seem pretty normal in the first episode, but just wait until you get sucked into this crazy computer land.