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Author Topic: Welcome To The Mile-High Set [Contest Entry July 2021]  (Read 774 times)

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Online kittyumbrass

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Welcome To The Mile-High Set [Contest Entry July 2021]
« on: July 09, 2021, 11:31:36 PM »
She'd given her name as Amor Liberato, which amused me, since it looks on paper like a bad translation of "Free Love". While we wouldn't be paying her, what she would experience, and what she would be giving up, would only be called "love" by the most euphemistic of reporters. Not that any reporter had ever survived to report on what goes on on my little sun-drenched island.

20 years young, a stunning Mexican beauty, struggling against the bonds and heavyset security guards escorting her to her new home. I snapped a picture with my zoom lens, because this was a special treasure, already signed out for the Premium Services package. I knew there were much better photographers than I snapping her, and they would remain busy once she got to the accommodation block Reception. Before dawn, we would already have half a dozen interested parties booking time with her to complete their Mile High Experience.

It's not what you may be thinking - the term usually refers to fucking on an aeroplane but, hey, my Premium clients all own their own executive jets. Some of them own their own jumbo jets. They want to fuck someone on a plane? They can do it without my particular business expertise. But I built my business on themes and packages.

Did you know, there are thirteen capital cities worldwide that are over a mile above sea level? Well, now you do. And there are stunning young women in all of them. And in all of them, there are stunning young women who want out of their shitty third-world lives and will believe you if you tell them you can get them to a new life in North America or Western Europe. Or who just think it's worth the risk to be a drugs mule trafficking illegal narcotics into those places.

My island has two runways. One for the regular tourists, who make up my legitimate (i.e. laundering) business. The other, you need to be in the top 0.01% of the world's wealth. Of those who qualify, not everyone is directly interested in a rape resort. In fact, my clientele is just a few thousand customers, but what they pay for absolute privacy and the right to indulge their kinks, means I am not far off joining them, if I handle things right.

Right now, little miss Free Love thinks she's going to be raped by rough, ready thugs paying $50 a time. If she's lucky, a client will decide he likes her and buy her off me. If she's really lucky, he'll (probably he - the women clients who come here are few in number, and far more cruel than most of the men) actually love her and treat her that way, but she will never be a free woman again, and as soon as she loses her looks and her interest for him, it'll still end badly for her. Her life expectancy is actually higher in the resort than as a bought slave.

I switch on the screen showing cameras in the Reception Block. Here, the reality is really sinking in. Two more guards are assisting in removing her clothes by force. First, she'll be made to wash herself in the shower. Then a warm enema before the endoscope examination of cunt, then rectum. We usually probe right into the colon, just to be certain. Last of all, after a good cleansing (that she doesn't see) we shove it down her throat. They often believe they can taste their own poop on it, even though we cleaned her guts out and then cleaned the tube before she got to experience it. And we do have to check. We caught three law enforcement agency women trying to gather evidence against us smuggling equipment in in various orifices. Two are still working here, the third actually almost escaped. Let's just say, her last video is making me a lot of money on the Dark Web.

(I have kidnapped other law enforcement women. It's another theme, although the uniforms they get fucked in are definitely not standard issue - and of course, as they grow older, die in service, or just get bought, I have to replace them to keep the theme alive.)

A little RFID chip under the skin at the back of her neck, and she's tagged as the rapewhore she is. Encoded will be all her details on arrival, except her real name. She will forever be called "Freya / Free Fuck".

On another screen, the stills taken by the photographers are coming through. I tag the ones for promotions, and dismiss the rest.

Freya the Mexican will be doing a lot of deep throat. It's part of the marketing, like how they say athletes go to high altitudes to train so their oxygen usage becomes more efficient when they go to lower levels. As long as I tell my clients that girls who grew up in mile-high cities have an innate ability to take it deeper for longer because their lungs are more efficient, they'll convince themselves it's true, even if the girl only swallows their cock for the same time as any other.

I've checked the data: we only experience a 5% higher mortality rate of mile-high girls choking to death in clients' cocks than other girls, so I don't think it does encourage men to push them beyond their limits, unless they were just interested to see if they could. And that sort will suffocate women for pleasure regardless.

Freya's reaching for her towel to try to protect herself. A futile gesture against the four men. She's soon restrained in heavy-duty padded cuffs and escorted to her cell. They rarely do the smart thing and actually settle down to sleep, despite all the advice to do so.

I, on the other hand, am heading to bed and sleep.

You may ask, why I don't have one of my rapewhores with me every night. The truth is, the actual act of fucking bores me when I do it, and I don't get that sense of arousal from being with a woman - or a man, for that matter. The Little CEO does not turn up for board meetings, if you see what I mean.

I am a voyeur. I like to watch. I get hard while watching. Some assume that the reason all client-captive interactions are filmed is so that I have blackmail material, and they know if I go down, so do they. It's not that. It's literally so I can enjoy the sensation of being turned on, aroused by whatever sick, depraved things they subject my girls to. Or, you know, straightforward vanilla missionary-position sex, if they choose. But they can get that anywhere. I can choose whichever mood I find most pleasing among the varied options.

There's five bids already for Freya Free Fuck's first session. To be the first is always highly sought after, and the prices offered are way above what the standard rate will be. No one knows who else is bidding, no one knows how much they bid. I know all five of these people from previous visits. I want Freya to have a long and distressing career here, so I pick one of the less violent rapists as her first, ease her in.

All four of the others ask about her later availability, and what price I'm setting. All four make appointments to fly in and abuse her within the next 48 hours. I'm likely to come watching each of them, even if other clients decide to use one of my other beauties.

There is one woman, one alone, who gets me. A single slave, former Mile-High girl, who's been here longer than any other, whom I keep as my own personal slut. She won't share my bed, she exists only to be the wanksleeve I use when I watch the others, and as far as either of us is concerned now, her name is just Sleeve. But she understands that's her role. She offered herself for that purpose, to save her life once she was no longer attractive to the clients. I had her voice box surgically removed and a tracheotomy performed so she breathes through a tube in her neck, so even if she wanted to speak, she can't any more. She can't remind me that she's a human, a person. She wears blinkers so she has to stare directly ahead at the same thing I'm watching - or a mask if I use her mouth, so I know she isn't looking and judging.

But this isn't about Sleeve. Maybe I'll tell you about her in full another time. I'm going to bed.

* * *

If I want to sleep, I put earplugs in. If I want to wake in time to see an event, I leave them out and listen for the aeroplanes coming in. I know the jets by their different sounds, so I know which one is bringing Freya's first date. I know how long I have to wash, get dressed, enjoy my breakfast, decide how best to enjoy the show. I know how long it will take the guards to scrub Freya down, flush out her bowels again, get her in the make-up chair for our talented beauticians to work their magic, and then hustle her into the rape suite, and tie her exactly as required.

It's the rape suite, not the dungeon, because I'm starting her off gently. I follow her to the shower rooms while I brush my teeth, watch her expel shitty water from her arsehole while I wipe mine with the softest toilet paper, and tuck into my eggs and bacon while the guards force a ring gag into her mouth. Her squeals of protest are meaningless, and become unintelligible anyway once the gag is in place. They finish by shoving her into a cage at the foot of the bed. Her client has a swipe card that will release the lock when he's ready for her.

He's old, fat, balding, but immaculately dressed, the sort of tailoring only the wealthiest can afford, a suit that looks like his body was made for it rather than the other way around. I follow his progress from the reception to the rape suite. They all know I watch, it's part of the deal. He even waves to me. I'll greet him later, maybe even share lunch with him, if he has time.

"Bring me my Sleeve," I command, and flick the big screen to show FreeFuck glancing anxiously at the door. I want to see her face when she sees his entry. I hear a maid's footsteps scurry to my property's room, I hear the slut on all fours following the maid as she returns. My eyes are glued to the screen, glancing to one side to check on the client's progress. Let's call him Mr Cheese. Once he's fucked FreeFuck, he'll only be two cities away from completing the Mile-High set.

My peripheral vision catches Sleeve entering the room, the maid closing the door discreetly. My left hand undoes my flies, my right still operates the camera controls.

Delightful! Sleeve times her mouth on my cockhead to the exact moment FreeFuck reacts, cowering into the corner of her cage when she sees the man who's joined her. Not all of them understand that a wealthy man is less, not more, likely to help her, but this one, she realises there's only one reason a man this well-dressed and yet lacking conventional attractiveness, would be there. I feel Sleeve's blinkers brush my inside thighs, its vision restricted to my cock and my cock alone. Functional, perfect.

FreeFuck's wrists and elbows are bound behind her back. Mr Cheese drags her on her knees by the hair and she squeals beautifully. My Sleeve makes its mouth move in time to the wailing voice from the speakers.

"You've been a very naughty girl, haven't you?" Mr Cheese says. FreeFuck shakes her head, and gets a slapped cheek for her insolence. "Yes, you have. That's why you're here. So you can be punished. And then forgiven. You want to be forgiven, don't you?"

Her tears make my cock even harder in Sleeve's mouth, and when FreeFuck nods, it feels like my Sleeve nods too.

Mr Cheese likes to spank sluts. He bends FreeFuck over his knee on the side of the bed, pins her down with one chubby arm across her shoulder blades, and starts to smack her buttocks with hard, fast swats that echo from my speakers. Sleeve moves its head in time to the swats, as soon as it gets the timing and rhythm. FreeFuck starts by trying to protest, indignant at first, but as the blows continue to rain down on her brown and deeply reddened backside, they become wails of genuine distress and suffering. If I zoom in, I can see the tent of Mr Cheese's cock pressing into the slut's belly.

He bends down, whispering in her ear. The bed microphones pick it up: "I'm going to forgive you hard in your butt, dirty Mexican cunt." She shakes her head, pleading. But I know what Mr Cheese likes. I hope FreeFuck will feel more kindly towards her guards now - after all, they forced her to take a tube of lube up her rectum when she was most resistant to the idea, just before they dragged her from the shower room. Not out of any kindness to her - it's just, I know how popular that orifice is going to be, and I do not want it seriously damaged before the first four clients have had a chance to use it. After that, it's inevitable sometimes she will need a rest to heal up, from time to time.

She struggles when Mr Cheese tries to haul her onto the bed, so he settles for bending her over the edge and presenting her butthole to himself that way. She's shaking her head, pleading with him, putting more effort into it, wasting her energy on a lost cause.

I push Sleeve away, a hand on its face to make it stop using its mouth. It knows that means to turn around, to sink its cunt onto my throbbing, hard dick. I pull its hair back, make it watch what's happening to FreeFuck. It knows to rock back and forth in time to the thrusts of my client. I do use its arsehole sometimes, but never this early in the morning. It always knows I want to, because I will lube up its hole beforehand.

Mr Cheese makes a groan as he starts to force his cock into FreeFuck's virgin anus. She makes a high-pitched squeal, like a stuck pig, as the saying goes. He swears at her, calls her every dirty, racist name for Latinas he knows, grips her shoulders, pounds are behind. She will be sore, despite the lube. Without it, she'd be ruined.

Sleeve's cunt makes its sloppy, slapping sounds as it hastens to keep up with Mr Cheese's brutality. I grip its hips, shuddering with arousal. I can tell I'm going to finish first. Mr Cheese's age and metabolism aren't what they were and he sometimes takes a while to climax. His stamina always surprises the sluts, and I can see in her face on another screen how FreeFuck is already wondering if the anal abuse will ever end.

I groan, and spasm, and unload my seed into Sleeve's hole. Almost as if he was waiting for that cue, Mr Cheese howls his own orgasm, his hips thudding hard against FreeFuck's buttocks and his cock spearing deep into her bowels to leave his cum burning its hot liquid state in her gut.

This is always when he's at his most sadistic. He grabs a bowl, positions it under his victim's behind.

"Flush it out, bitch." I feel like I'm already ready to go again, but the reality is it will take a little longer for me, even with Sleeve diligently using its tongue to mop her juice and my cum from my cock.

The hapless FreeFuck squeezes her guts and squirts a mixture of cum, lube and a few spots of her own blood into the bowl. Mr Cheese upends the bowl on her head before dragging her to the bathroom and giving her a full flushing, head down the toilet, to wash her off. He drags her back to the bedroom and lifts her onto the bed. This time, she's looking too defeated to resist it. He lies next to her. She relaxes, thinks she's survived the ordeal.

He places his hand over her crotch. "Hope this one is ready for me, too. I've got all morning with you."

She howls with dismay.

I murmur, "Welcome to the Mile-High Set." If Sleeve shuddered briefly at the words, it's beneath my notice.

Offline Shocker

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Re: Welcome To The Mile-High Set [Contest Entry July 2021]
« Reply #1 on: July 10, 2021, 09:10:35 AM »
What a great story, it has a very „dirty fantasy island“ feel to it. I love it, but i admit at least in my fantasy your nameless protagonist wears white suits all the time.

Online kittyumbrass

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Re: Welcome To The Mile-High Set [Contest Entry July 2021]
« Reply #2 on: July 10, 2021, 10:24:46 AM »
at least in my fantasy your nameless protagonist wears white suits all the time.

90% of the time.

He does go to the beach occasionally, then he wears bermuda shorts and flipflops, and a panama hat.

Offline seeker

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Re: Welcome To The Mile-High Set [Contest Entry July 2021]
« Reply #3 on: August 01, 2021, 05:38:48 PM »
Beautifully paced. Descriptive and ominous tension makes for a wonderful story.
"Knowing your own darkness is the best method for dealing with the darkness of other people." Karl Jung.

Offline vile8r1

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Re: Welcome To The Mile-High Set [Contest Entry July 2021]
« Reply #4 on: August 01, 2021, 06:34:40 PM »
Love the names you use. And yes, Sleeve deserves its own story!

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Re: Welcome To The Mile-High Set [Contest Entry July 2021]
« Reply #5 on: August 08, 2021, 12:20:50 PM »
I admit: I read this one quite late because the title sounded a bit routine. It's anything but! A wonderful fantasy and I can just imagine Jane Bond nosing in.

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Re: Welcome To The Mile-High Set [Contest Entry July 2021]
« Reply #6 on: August 31, 2021, 12:45:02 PM »
Congratulations @kittyumbrass for a very well deserved victory.

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Re: Welcome To The Mile-High Set [Contest Entry July 2021]
« Reply #7 on: September 01, 2021, 06:14:28 AM »
Absolutely. Congratulations!

 

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