My funniest story must be when a raid went horribly wrong (back in something like alpha 3 or 4), I think I had something like 3 colonists and 5 prisoners when the attack happened, unfortunately I no longer remember exactly what happened, but I remember the end result.
2 of my colonists where dead and the 3'rd was incapacitated with no means of rescue, eventually he started starving, but I decided to wait it out and see if the story teller would help me in some way, like sending a random wanderer that joins our colony, but no, eventually he died, but the story doesn't end there!!
I still have 5 people in prison and now they have no one that can take care of them, so I'm waiting, unable to help them in any way, I just have to see what will happen, after a while the prisoners starts starving... then that's when it finally happened!!
A squirrel have a mental breakdown and have decided that it should try to kill any and all humans on the map, so it runs up to the iron door and starts bashing the door, and bashing... and bashing... and bashing... eventually that tiny lite maniac to squirrel manages to break down that huge iron door and comes flying into the prison like a cute little furry ball of teeth, claws and death, it starts attacking one of the prisoners witch defends itself as good as he can, as soon as the other prisoners noticed that the door is gone they waist no time at all, abandoning the fighting couple and runs for the edge of the map, all 5 prisoners eventually manages to reach the map border, and thus they were the first 5 survivors of RimWorld!