So, I run a high level 5e campaign set in Westeros and lately nice only had 3 players. So it’s been hit or miss with what I throw at them. They defeated a pit fiend right after defeating a lich and this is what happened during the looting.
Rogue: “I’m taking the claws and poison from the pit fiend corpse!”
Me: “Okay I’ll make that a medicine check since you’re basically disecting a body.”
Cleric: “I’ll take the wings!”
Paladin: “We should get the heart!” Ooc “Who has the best medicine check?”
Cleric ooc: “I think I do. +5”
Paladin gives him the silver dagger to make it easier
Me: Okay what’d you roll?
Cleric: “…… Nat1”
Paladin: …..
Rogue: …..
Me: ‘okay well you stab the heart"
Rogue: “I drink the blood!”
Me: “okay roll a con save”
Paladin: “Nat 20! It’s magic Viagra guys”
Me: “Okay. Is that really how you wanna do this? Roll for boner”
Long story short he rolled really well and ended up seducing a Lord’s daughter while the party debriefed the prince and talked about what to do next.