Assassin's Creed IV -- the Lazarus Boat
It seems there's something about Assassin's Creed that lends itself to hilarious and creepy glitches (that "something" might be Ubisoft's irresistible urge to shove ambitious games out the door before they've actually finished coding them). As the series gets bigger and more ambitious, the bugs get more bewildering -- which brings us to Assassin's Creed IV. It expanded on the seafaring pirate ship adventures introduced in the previous game, and in the process, plunged the player into a whirling vortex of madness.
For example, if you claim a ship called the Jackdaw, you might show up to the dock and find a hollow space-time vacuum instead, leaving behind a bizarre boat-shaped dent in the water, as if the Bermuda Triangle had decided to come to you:
"Believe in global warming now, dicks?"
And that's not even the strangest part -- though the ship is gone, your crew appears to have stuck around. They're suspended in the void, screaming the entire time because they're spoiled babies who get whiny the moment all laws of physics are torn asunder before their eyes. Occasionally, additional crew drop into the abyss below, surely to come flying out of a wormhole at the opposite end of the galaxy somewhere.
Then, they are inexplicably taken into the sky, as if the aliens and/or strange Lovecraftian gods who took the boat have returned to finish the job:
"Repent sinners; the Crapture is nigh!"