Ask her about the mystery woman

“May I ask you something Mistress?” You say later that day.

It had been a few hours since the run-in at the cafe. Since then Mary had taken you to the gym that was attached to the resort. It was a modern, fully decked out gym with all sorts of exercise machines, an indoor track, and even an Olympic swimming pool. Mary had informed you that you would be on a **** Training regiment for the next few months while you got adjusted to the island. Internally you despaired over the fact that you wouldn’t be going home anytime soon (if at all) but you tried to keep that from showing on your face. On top of daily workouts that taxed your entire body and left you sweating head to toe, you also had an hour of pleasure training where you were instructed by your mistress in various techniques for servicing her or anyone else your mistress may order you to.

At the moment your latex outfit was set to “nude” meaning that the only thing on you was your watch. How an entire head-to-toe latex gimp suit could fit into a smart-watch and move around your body like it was a Venom symbiote was beyond you, but you figured that it was the kind of secret that people would kill to keep, and let that line of thought drop. You were on your hands and knees while a machine fucked you doggy style by thrusting a dildo in and out of you. Mary was changing the length and girth of the dildo every minute or two to keep you guessing, and to “simulate the experience of being shared at a party”. She was also forcing you to hold a conversation the whole time.

“You technically just did ask me a question, but go ahead” she replies, sitting on a chair next to you with the machine’s controls

“The woman at the cafe, the barista, who was she?”

“Her name’s Leslie, and she’s way more than a barista: she’s the daughter of the Island’s owner. Basically royalty around here. She only does the barista thing to have something else to do besides fucking.”

“Her dad’s ok with her running around naked and fucking everyone?”

“You do remember where you are, right? He brought her here because she’s going to take over the island one day. And I haven’t seen it happen personally but I’ve heard rumors there are even private parties the executives throw where she’s the main attraction and they all gangbang her. Her dad included.”

“What?”

“Oh don’t give me that look, the rules are different here. She can’t even get pregnant anyway; she’s trans.”

“What about her mom?”

“Never heard anything about her, but the rumor is that she was one of his harem girls. Lots of people here aspire to be in his harem. It’s where the hottest men, women, and enbies on the island end up. To get chosen you have to give up all your rights as a person and never go back to the mainland. For a while I thought about trying to get chosen myself, but I prefer this much more.”

“How is that any different from what I am?”

“Oh honey, you’re getting the very light version of the **** experience. You still get to walk and talk, and think normally. The harem slaves are nothing more than extremely skilled fuck dolls. They don’t even remember that they had a life before this.”

“That sounds horrible!”

“They all do it willingly though. Nobody is in the harem against their will. Can you say that it’s not appealing to not need to think about anything except for your next meal and your next orgasm? No bills, no drama, no stress, no clothes?”

It did have an appeal to it, you had to admit, but where you were at the moment was in your opinion the better of both worlds. It was just bad luck that that was the moment you orgasmed from the relentless pounding you were getting from the fucking machine.

“Oh, you like the idea don’t you? Be honest.”

“It sounds attractive mistress, but I don’t know if I’m ready for that.”

“Understandable, you have a lot to learn before you’re even fuckdoll material. That’s why I’m training you though. Two more orgasms, then we’ll be done for the night.”

“Yes mistress” you say.

Your pussy burns from overstimulation and tears well up in your eyes. Two more? With no break and the dildo changing shape every couple minutes? You weren’t sure you could handle it. But then again if you couldn’t then a punishment would be in your future, so despite your shaking legs and arms that were about to go numb you stayed in doggy position the whole time. The first of the two orgasms came quickly since you were still riding the high of the previous one but the second orgasm was like trying to pull water from a dry well. Tears were running down your face and you were sobbing as the final orgasm was drawn torturously from you.

Collapsing to the ground and unable to move, you hear your mistress say “good girl”. You’re so delirious though that her voice sounds like it’s coming from the end of a tunnel. She drags you to your feet and you hear her command for you to walk.

Eventually you stumble back into the room that it all started in. The sheets were clean and all of Mary’s items had been placed marking this as her new home. She gave you water to drink and food to eat to regain your strength and hydration, and even surprised you by holding you close and reassuring you that you were a good **** and that you’re very promising. The aftercare is just what you needed, and the last thing you hear before passing into comfortable unconsciousness at the foot of her bed is a reminder to wake her up any time after 10AM.