I run a campaign set in a historical fantasy setting (approximately 60 BCE, but with magic and monsters). We’ve had a few amusing moments.
In one adventure, the characters were sent to Persia to seek out an artifact sword. They happened upon the tomb of Cyrus and decided to go a’plundering. They pass by several statues and paintings detailing Cyrus’s exploits, like the conquest of Babylon, and so forth, blissfully ruining the tomb and smashing statues. (Yeesh, you throw one gargoyle encounter at the party, and from then on, every statue bites the dust!)
Unfortunately for the group, the tomb was already looted by Alexander the Great several hundred years before, so there’s not much to be found. However, Cyrus apparently was awoken by the desecration of his tomb…
The half-ogre fighter made his way into the room with Cyrus’ body, and saw that Cyrus’ eyes glittered with dark light and that his rotting corpse was sitting up, looking at him. Cyrus demanded to know the reason for the intrusion into his tomb.
Half-ogre: “Uh, we have come to, uh, heap praises and give homage to your achievements, your majesty!”
Cyrus croaks, “Acheivements? Like what?”
Half-ogre (having obviously paid more attention to the smashing of statues than what they depicted: [not thinking of anything, eventually wanting to pick a fight]: “Having your tomb sacked by Alexander the Great?”
(Needless to say, that started a fight.)
On another occasion, the party learned from a druid in Gaul that some Scythian warriors (a little old for the time period, but I made them a ‘lost tribe’) had taken unusual interest in an old Celtic ‘legend’ about “The Devourer” and had been acquiring statues about this legend and taking them home to the steppes. The party investigated, travelling a long way that lasted over more than one session of play. Eventually, they were in eastern Germania and had been wandering around aimlessly, trying to find the route.
Half-ogre: “Why didn’t we ask for a map?”
Rather airheaded female gnome: “Yeah. Oh, wait. I have a map!”
The gnome, the party’s druid, was given a map at the beginning of the adventure by the druid NPC… with the exact route to take.
On said trip through Germania, they happened upon a random encounter. My random encounters often become their own adventures.
Gnome druid takes tiger animal companion out hunting. Meets friendly but nearsighted treant.
Treant: “Helllllllllllllooooooooo.”
Druid: (happy to deal with a treant) “Hi!”
[they converse happily about the woods and trees and animals]
Treant: “It’s niiiice… to talk tooo sooooomebody newwww… You’re niiiicer than my friiiiiend.”
Druid: “Oh, who’s your friend?”
Treant: “A purple cowwwwww.”
Druid scratches head, knowing that the treant can’t see well.
Druid: “I’ve never seen a purple cow. Tell me about it?”
Treant: “He’s biiiiiig… and puuuurrrrpppleee… and he has clawwwws and scales…”
Druid: “Uh oh.”
Treant [looking over gnome’s shoulder] :“Ohhhh, there he is!”
Druid [cowers and whimpers]
Turned out to be a behir. They’re basically purple six-legged dragony things (but they hate dragons). Druid runs. Behir pursues.
Long story short, they end up negotiating with the behir. The behir threatens to kill the party unless they get rid of a certain local red dragon. Random encounter snowballs as the red dragon demands the party kill the behir. Figuring they have better odds against the behir, they engage (and win), try to take on the dragon (and flee) and end up with the dragon’s young pursuing them and disguising itself as the treant, travelling with them for several days before failing a will save on a sleep song by a satyr, ruining the disguise.
Party finally kills the young dragon with the help of some satyrs and such. They regroup and start going through treasure.
Half-ogre: “I wish we were near a town. We’ve got all kinds of stuff we’re never going to use. Like this arrow of dragon slaying…GODDAMN IT!”