"Tentacles up her butt!"

“AAAAAAUUUUUGGGH!”

You haul Kitty’s cage out of the tentacle pit. A lemure in overalls, smoking a cigar, leans on a winch as she squeals and splutters, batting hysterically at the dozens of squirming gooey pseudopods that still cling to her. The one stuck up her butt is refusing to come out. “EW EW EW EW EWWWWW! GET IT OUT GET IT OUT! EEEIIIIEEEKK! THAT SUCKED! THAT SUCKED SO MUCH!”

“Haha! Kitty’s got tentacles up her butt!”

“FUCK OFF!” Meg stands by the side of the pit, laughing at her best friend as she sways in her cage. The lemure’s hand slips, and Kitty’s left to drop a few feet right back into the tentacle pit as she squeals. When she’s hauled out again, there’s two more tentacles wriggling in her mouth and pussy.

“Four hundred and four,” reports Florence, checking Kitty’s readings. “Rookie numbers. You want to try her on the nightmares, boss?”

“Sure.” Florence hands you a black sphere. You toss it at Kitty. It expands to envelop her, and floats back to your hand, leaving the cage empty. “Which one was this, Florence?”

“High school prom terror. Pretty basic stuff. Let’s check inside.”

“Oh my god, everyone! Kitty’s got TENTACLES up her BUTT!”

Kitty’s standing naked on the dance floor at her high school prom, where all attendees are over eighteen, of course. (Everyone and everything is over eighteen in Hell.) She doesn’t know how she got here. Her head’s full of recent memories of high school. But she’s surrounded by the whole school, and everyone is laughing at her, and she’s…

“EEEEEEEEEEEK!”

“Four hundred twenty-two,” Florence reports, as Kitty tries to flee and succeeds only in planting her breasts in the punch bowl. “And rising. So we’ve got her all weekend, boss?”

“Yep.”

“How long do you want this prom nightmare to last?”

“Good question. Let’s go easy on her to start off with. Subjective time… three weeks.”

“And should we let her take the tentacles out of her ass at any point?”

“No.”