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Chapter 42
by
Lordofgoats
Olivia’s Date
Punishment
Olivia
Olivia stepped cautiously up the last few stairs to get the the suite of rooms assigned to Rose, she’d spent a couple of minutes testing the invisible barrier at the bottom of the stairs that had prevented her from coming up early before the barrier had faded and she’d been able to ascend the stairs.
After her interactions with Aurora and the creepy shop assistant, Olivia had taken care to make herself presentable for the idea she had for the activity she planned for the Mistress. Heavier make-up than normal to darken her eyes and make her cheeks a little more flushed. Olivia had braided her hair into two long plaits that fell down to her upper back, she’d worn a plain white vest and short black skirt but didn’t intend on wearing anything for long.
Putting on a submissive look, Olivia approached the door to the Mistresses bedroom and knocked gently as she pushed the door open, inside was a large and lavish room that couldn’t be further from the fairly Spartan rooms that the contestants were sleeping in. The bed alone was big enough to fit five or six people on it comfortably. On a comfy chair in a small reading nook sat Rose, the young woman looking blankly at a page of her book as she tried to come to terms with what was happening.
Rose
Rose couldn’t focus on the words of the newest Vampire novel she’d been incredibly excited to learn she could read, technically it wasn’t out yet but apparently Aurora had pulled some strings somewhere to get her a copy. The book had been delivered late that afternoon by a pair of small sackcloth dolls with buttons sewn over their eyes. Rose had screamed in shock upon first seeing the small creatures, but her scream had drawn Aurora’s attention who had explained that these were her servants and they were responsible for most of the maintenance, cleaning and cooking around the Lodge.
She’d had a happy hour or so of reading and pulling together a character to play for the planned game Charlotte wanted to run the next day. But then the thought of what was happening tonight became more and more intrusive. She’d have her vice principle, the woman who’d ignored the **** for more than a year at the hands of Josephine and her cronies in the room with her, alone. And she was meant to be gong on a date with her? Rose had never gone in many dates, even when she went out with Delilah they mostly just hung out at Delilah’s house as her own was a hostile environment at that point and Delilah’s parents had accepted her without question.
The creak of floorboards under carpet caused Rose to look up to see Olivia standing there in the doorway. Rose couldn’t deny that objectively, Olivia was attractive, both in her current body and in her previous one.
“So…you’re here for a date.”
Olivia
Olivia nodded and kept stepping forward, coming to Rose’s side and slipping down to her knees. Bowing her head as she bit her lip.
“Mistress. I know you are angry with me and you fully deserve to be. I failed in my duty of care. I failed you. And I’ve no doubt failed other students as well in my desire for advancement. I..I hoped that by rising through the positions I could effect wider change…that doesn’t excuse my actions. I…”
Olivia raised her hand and Rose felt a new sensation, a low undercurrent of pleasure that she felt in every inch of her skin but seeming to concentrate at the tips of her new breasts and in her cock. Internally, Olivia smiled. The act was going well, now she just had to take that final step. Push Rose into starting to punish her.
Olivia reached up and yanked her shirt over her head, revealing that she wasn’t wearing a bra. Each of her large nipples was tightly clamped with alligator clips with a chain connecting them, hooked onto this chain was a flogger with glass beads woven amongst the leather strands. Written on each of Olivia’s breasts with whorish red lipstick she had written ‘Punish me’. Olivia bowed her head and spread her legs, feeling the clink of the clamps she’d put on her pussy lips. The pain was excruciating but also fed directly into the pleasure centres of her brain.
Rose
Rose looked down in shock, Olivia had obvious gone to more than a small amount of effort here. Closing her book, Rose turned in her chair so she was more fully facing Olivia as she looked down at her. Rose couldn’t deny that the other woman’s naked body was having an effect on her, Rose’s cock coming to half mast at seeing another pair of breasts, especially decorated with clamps as they were. Rose had always enjoyed a bit of bdsm porn when she masturbated.
“Olivia…it’s…it’s going to take more than just getting me hit you with a flogger to make up for what you did…you know that right? I…”
Rose watched as Olivia raised her face to Rose and was shocked to see the tears in her eyes, the red face, she seems on the edge of bursting into tears. Olivia spoke quietly so Rose had to lean closer to hear her.
“I know Mistress. I don’t expect forgiveness…I just hoped that you could take the opportunity to take some of your frustrations out on my worthless slutty body. The…the charm I picked up will make you feel pleasure when you punish me…so please…take your pleasure Mistress Rose. I live to serve.”
What happens next?
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Harem Hotel
A reality show to alter reality
A reality show in which contestants compete for one lucky man or woman's affections, and are changed until they can.
Updated on Jun 15, 2026
by legolus
Created on Jan 9, 2022
by AliC
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