Chapter 3

Natalie is awake before the lights. She lays there, waiting for them to come on, but when they don’t, she reaches over and picks up the tablet from its charger.

She opens the device and looks back and forth between the Video app and the Book app. In the end she chooses to read a book. Looking through the titles she sees one called Lesbian Cheerleaders and selects it.

The writing is OK, she thinks, and she is enjoying reading it. She is playing with her clit a little too.

The book gets to the sex pretty quickly and soon Natalie is reading about the head cheerleader going down on her best friend. The description is pretty hot, and Natalie takes mental notes to try and do some of the things, including fingering, the next time she gets the chance.

If there is a next time. Who knows? I can’t imagine what filthy and disgusting things he is going to make us do today!

Shaking her head, Natalie puts those thoughts out of her mind. There is nothing she can do to fight, at least not yet, so she might as well accept it.

Not to mention the fact that she is actually feeling a little horny this morning. She gets about three chapters into the book before the lights come on.

The man’s voice comes over the speakers.

“Good morning! It is 6 AM on a beautiful sunny day. But you, will have to take my word for it. We start the day with David, Emily, and John at 8 AM. Get ready you three. This one is going to be pretty tough. Especially for John.”

Natalie takes a shower and gets an MRE to eat. Then she goes back to the novel. She gets 60 pages in, where the lesbian cheerleading coach is spanking one of the new cheerleaders for talking back to her, when the TV comes on in Natalie’s room.

John is tied up nude to an X on the wall the same way he was the day before. Emily stands next to him, looking very nervous. David is standing in the middle of the room. He has a ball gag on. Natalie can see his cock cage shining from then overhead lights.

The Controller comes on screen and addresses the camera.

“We are going to do a couple of things with our players today. First, we are going teach John a little more about being a pain slut. Unfortunately for the boy, these are going to be some harsh lessons. But he has to learn sometime. Emily is going to be my assistant for John’s training. As for David, we are going to start the second part of his journey towards becoming a sissy. Isn’t this exciting? I know I am excited. David, let me get you settled first.”

The Controller walks over to a table near the wall and picks up a large pink object. He then approaches Natalie’s dad with it while pulling some lube out of his pocket.

The man lubes up the object and shows it to the camera. It’s a large anal plug. The plug is about four inches long and starts at about 1 inch around and gets thicker as it goes back to its base.

“This, my friends, is an anal trainer. It is meant to stretch out the anal passage and make it easier for things to be shoved up inside. For example, bigger trainers. Or dicks. And won’t that be fun when it happens David?”

David just stares at the man with hatred in his eyes.

The man walks over to David and stares back.

“Bend over.”

David stays standing. The Controller raises his hand as if he is about to snap his fingers.

“Bend over or I will make you bend over and you won’t like that.”

David, knowing he has no choice, bends over at the waist.

“You are a good boy. At least, for now.”

The Controller spreads David’s ass cheeks and inserts the object. It doesn’t go in easily and the man has to hit it, hard, several times with his hand to get it to fit inside the other man’s body.

Natalie watches her father’s face the whole time and he looks like he is in tremendous pain.

When the plug is all the way in, the man stands her dad up, walks him over to the back wall, and chains him to a hook.

“Wow! That took some effort. You, my friend, are going to have to learn to loosen up.”

The Controller giggles and pulls four syringes out of his pocket.

“Hold still David. I don’t want these to hurt too much.”

The man leans over and administers all four shots to David’s side. He then stands again and removes a plastic baggy full of pills from his pocket and a small bottle of water.

“Open up David.”

The Controller opens the bag and shoves the pills in David’s mouth and then give the other man a drink of water.

“These shots and pills,” The Controller says while turning to the camera, “Will help David on his way to becoming the woman I want him to be.”

The Controller returns to the middle of the room.

“Time to start the show!”

The man puts on a gas mask, picks up a tablet from a nearby table, and very soon the orange mist starts to fill the room.

Natalie goes back to reading her novel while the gas works. When she hears a whooshing sound coming from the TV, she puts the tablet aside again.

As the room clears the gas has worked its magic.

Emily is playing with her cunt with one hand and her tits with the other. David is dancing around trying to touch himself through his cock cage despite his handcuffs. John’s dick is standing erect and his ball gag has been removed.

John, understandably, is pissed about his situation.

“Fuck you! Fuck you dude! When I get loose, I am going to fuck your shit up! Let me the fuck go!”

The Controller stands there, a smile on his face, watching John yell at him.

“John. I have no doubt you would hurt me if I released you. At least until I gained control of you with my mind. But we won’t have to worry about that because I don’t intend to release you until I have broken your spirit. Now, let’s begin.”

The man walks to the table and comes back with 10 clothes pins, all connected by a length of rope.

He walks up to John and puts a clothes pin on each nipple. John screams and the man holds his mouth open and puts another pin on his tongue. The boy starts to twist around in the restraints trying to get free. He puts six of the remaining seven clothes pins running down John’s chest and puts the final one on John’s balls.

John is screaming in pain and trying to break free.

That looks like it really hurts, thinks Natalie. I feel sorry for John, but I am glad that is not me. She feels the stirrings of arousal being within her.

The clothes pins finished, The Controller steps back and kicks John in the balls once, twice, and a third time.

John collapses against the wall and his erection starts to go down.

The man points at Emily.

“Get over there and put your mouth on him. As soon as he gets hard again let me know.”

Emily obeys. She takes her twin brother in her mouth and starts sucking his dick as she sticks one hand in her between her legs.

The man walks back over to David and leans against the wall.

“Did you ever think it would come to this David? You family in chains. Your daughters turned into little sluts. I mean just look at that one. Sucking her own brother’s dick. Depraved isn’t it?”

Emily turns her head and waves at the man.

“Ready.”

“Wow. That was fast. Good boy John. Out of the way girl.”

Emily does as she is told and moves away from John.

The Controller crosses back to John and kicks him in the balls three more times. John bursts into tears and starts screaming at The Controller. It is hard to understand the boy with the clothes pin on his tongue.

“Again,” The Controller says to Emily.

She obeys and starts sucking John again. The man walks to the table and picks up a leather flogger. He walks back over to John and starts hitting the boy with hard firm strokes. John’s chest turns red and welts start to appear.

“Ready,” says Emily again.

“Good girl. Move away please,” the man says and instead of whipping John’s chest, starts whipping the boy’s crotch and penis.

John is screaming around the clothes pin and desperately trying to move out of the way of the blows.

The man stops, raises his hand, and snaps his fingers.

“John. Cum.”

John’s cock explodes with a shower of cum that lands on the floor in front of him. Some gets on Emily’s leg and she instinctively wipes it off with her hand.

The man walks up to the boy, grasps the rope that runs between the clothes pins, and pulls them all off at once.

John screams, then collapses into the chains and passes out.

“Good boy,” says the man, “Emily, forget about John for the moment. Go to the other side of the room. There is a table. Bring me the big pink box with the pink bow on it.”

Emily scrambles to her feet, goes out of frame, and returns with the box.

“Thank you, Emily. You may go stand next to John.”

Emily walks over to the wall next to her twin brother. One hand goes to her breasts and the other between her legs.

That gas is so powerful, Natalie says to herself while watching Emily absently play with herself. She gets a little turned on just seeing her older sister giving in to her urges.

Natalie spreads her legs and starts to finger herself.

The man puts the box on the floor and then walks over to David and unlocks him from the wall and leads him to the center of room.

Then he unlocks David’s cuffs and bends down to the get the box.

David immediately grabs the other man and rams his knee up into The Controllers face. The man goes flying back and lands on the floor. David runs at him, but the man simply raises his hand and snaps his fingers.

David freezes and then stumbles to his knees.

“Nice try,” says The Controller while getting to his feet “I shouldn’t have taken my eyes off of you. That was my mistake. Of course, you are going to pay for it.”

The Controller checks his face and pulls his hand away to see if he is bleeding.

“At least you didn’t break my nose. You would really regret that. Here, let me give you your present. Open this and take out what is inside.”

The man picks the box up from the floor and hands it to her Dad. David, robotically, takes it and opens it. He reaches inside, grabs whatever is in there, and drops the box.

As the package falls a pale pink plastic dress is revealed. It is a maid’s outfit but is pink with white trim and it has a large white bow on the back.

That will barely cover his ass, thinks Natalie. His dick, in that cage, is going to hang out the bottom.

“Put it on.”

David immediately pulls the bottom of the dress over his head and slips it on.

“What do you think Emily? Very pretty isn’t he.”

Emily, standing over at the wall near John, echoes the man.

“Very pretty.”

The Controller makes a circular motion in the air.

“Twirl around David. Let me see you. Then walk to the wall and back.”

David gets off his knees, twirls around and, sure enough, the pink plastic skirt flies up and Natalie can easily see his caged penis. Once he has turned once around, David walks to the far wall, turns, and comes back.

“Hmm. The twirl I like. The walk needs a shitload of work. But we can start on that later. David, I want you to listen to me very closely. Emily, John, and everyone watching should listen as well.”

The man takes David’s head in his hands and looks him directly in the eye.

“Your name is no longer David. From now on, you are Sasha. You are a girl. A pretty little girl. I will call you Sasha, your family will call you Sasha, you will be Sasha. If I hear anyone call you by any other name, or if you say your old name, I will punish that person severely. Do you understand Sasha?”

The man who had once been David, once been Natalie’s father, nods his head.

“What is your name?”

“Sasha.”

“Are you a boy or a girl?”

Sasha’s face screws up in a mix of confusion and fear. She is trying to fight what is happening.

“Uh ... uh ... a girl.”

“Say it again.”

“A girl.”

“One more time. This time, I want you to really mean it. Say it loud.”

“I’m a girl!” Sasha yells out with tears forming in her eyes.

“Good girl,” the man said and pats her on the head.

The man straightens the dress around Sasha’s waist and continues.

“This is Sasha’s first dress. It is your job to take care of this dress and keep it clean. That should be easy since it is mostly plastic and just wipes off with a towel. Now, I want you to prance around the room. Skip. And enjoy the feel of your new dress flying up. Don’t stop until I tell you too.”

Sasha begins to skip around the room like a little girl, her face a mask of pain.

“Yes, I imagine that does hurt with that big plug up your ass. Now, back to John,” says The Controller.

The man takes a shock stick off the nearby table and walks over to the boy, who is just waking up.

“Emily, get him ready again.”

John’s cock is bleeding from the earlier whipping. Emily wipes the blood off with her hands and starts blowing her brother again. She keeps her right hand in her pussy as she works her fingers in and out.

After a few minutes of this Natalie can tell The Controller is getting impatient as John is not getting hard from Emily’s attentions. He goes and gets his shock stick from a table.

“Stick a finger in his ass. That might help.” The Controller says walking back over to Emily and John.

Emily runs her hand up John’s leg, around between his legs, and sticks her hand between his cheeks. John stiffens as the finger invades his body.

“How does that feel John? Painful? Emasculating? Pleasurable? All three?”

John doesn’t answer. The man shocks him in the face.

John starts screaming at the man again. Threatening to tear his dick off and shove it up his ass. The Controller smiles back at him.

“Empty threats. How are we doing Emily?”

“Almost there.”

The man looks down around Emily’s face as she slides up and down her brother’s pole. Natalie notices that Emily is still playing with herself using her free hand.

“That is good enough. Get back.”

Emily scoots out of the way as the man shocks John repeatedly on the balls and penis.

John’s threats become wails of pain and he shakes against the chains restraining him to the wall.

The man, in the middle of shocking the boy’s genitals, raises his hand and snaps his fingers.

“Cum John.”

John’s cock jerks and another load of cum shoots out onto the floor just as the man shocks him.

John’s eyes roll up in his head and he passes out again.

Little drops of blood, running down John’s chest and legs, have begun to dry, leaving red streaks.

The man turns back to Sasha, who is sweating from the exertion of skipping around the room for the last five minutes while The Controller worked on John.

“Stop that Sasha.”

The newly made girl stops skipping and stands in place with her hand on her hips, breathing hard.

The Controller addresses the camera.

“That is all for the early show. Let’s give a hand to our participants.”

He claps and turns around to look at Emily, David, and the passed-out John. He turns back to the camera.

“It is noon right now and our next show is at 1:30. That is Natalie, Debbie, and Kathy. I will see the three of you soon.”

He turns the camera off with a remote from his pocket.

Natalie, who has been playing with herself, stops with a little exhale of disappointment.

“I had better eat,” she says.

The young girl takes out a Chicken and Broccoli MRE and slowly eats it while continuing to read her novel.

She has just gotten to a good part, the head cheerleader is tied up and being tortured by the rest of the team, when she hears the locks on her door click.

The door opens and The Controller stands in the hallway.

“Here we go sweetie. Get a move on. Lots to do.”

She goes out into the hallway, turns left without being told to, and he escorts her down the same hallways as the day before. When they get to the five doors, he holds her shoulders and takes her into the left most room.

She is the first to arrive.

“Sit on that bench over there. Don’t touch anything please.”

She sits down and looks around the room.

Natalie sees several large body pillows along one wall. Next to them is what looks like some sort of mechanical saddle with an electric plug lying next to it. There is a handheld camera sitting on the floor. Finally, there is a table next to the right wall containing several objects, but she can’t see them clearly from here.

Natalie is a little wet. She knows that whatever is going to happen means she gets to have sex again. It’s only been two days in the man’s custody, but she is already finding herself aroused quite often.

The door opens and her mom Kathy, naked just like Natalie, is marched in.

“Sit next to your daughter. Don’t touch anything please.”

Kathy rushes across the room and takes Natalie up in a big hug.

Natalie hugs her mother back but is a bit uncomfortable with her mother’s naked breasts hanging down on top of her head.

Kathy sits on the bench and Natalie sits down next to her.

“Are you Ok?”

“I’m fine Mom. Just a little scared is all.”

“It’s going to be fine sweetie. He can’t keep us here forever. There are people looking for us. I am sure the police are closing in on us even now. It won’t be long before we are rescued.”

Natalie nods, but isn’t nearly as confident as her mother.

“Sit here sweetie. I am going to take a look around.”

“Mom, he said not to.”

Kathy stands up anyway and starts moving around the room. She is investigating the far wall where all the stuff is, when the man comes back in with Debbie.

“I am very sure that I told you not to touch anything Kathy. That is going to earn you some punishment. Now go sit on the bench. Debbie, go sit next to her.”

The man locks the door behind him and walks to the far wall. He picks up the device that looks like a saddle, he grunts in exertion as he does so, and places it just off the center of the room. He walks to the table and picks up a huge dildo.

He turns to the three of them and waves it at them with a big smile on his face.

“Guess which one of you gets to enjoy this?”

The Controller walks over to the saddle thing and attaches the dildo to the top of it. He then takes the cord that comes out of the saddle and plugs it into the wall. When he is done, he turns and walks over to them.

“That is called a Sybian. It is the most powerful sex toy on the planet. It starts out pretty gentle, but at top speed it is like shoving a blender inside of you. At least that is what I am told. I have mounted a lovely 8-inch dildo on it for you. Come with me Kathy.”

He holds out his hand to the older woman. In response, she puts her arms around her daughters’ shoulders and glares at him.

“Either you are going to ride my toy, or one of them will ride it. I imagine it is going to hurt them a lot more than it will hurt you. Which will it be?”

Kathy looks at both her girls, then stands up and takes the man’s hand. He walks her over to the toy.

“Straddle it.”

As Kathy steps over the device, the man removes some lube from his pocket.

“I could let you go without lube. You deserve it for disobeying me. But I am a nice man, deep down, and I want to see you enjoy yourself. Hold out your hand.”

He squirts some lube into her hand.

“Rub that inside yourself.”

Kathy does so as the man bends over and squirts some lube on the black dildo.

“Sit down. Rub that on.”

Kathy sits on the back of the device, as far away from the large plastic dick as she can without falling off. She rubs the lube onto the toy.

“Good. Now, hop on.”

Kathy hesitates.

“Yes, it is going to hurt. Badly. But I promise once I turn it on you will start to feel better. You can refuse, and your girls can watch me go inside your head and make you do it. Or, maybe I just have one of them do it after all?

Kathy, resigned to her fate, levers herself up, positions herself over the large dildo that is attached to the machine, reaches under and grabs the toy, then starts lowering herself slowly onto it.

“You can go faster than that,” The Controller says impatiently.

He walks over to the table and comes back with a shock stick.

“Let me motivate you a little.”

He zaps her in the face, and Kathy screams.

“You deserve this for disobeying me, and it will help get you down on that cock.”

He zaps her tits and Kathy cries out. She is halfway down, with the plastic dildo shoved up inside her.

The mother of four starts to push harder and the exertion shows on her face.

“Faster.”

He zaps her tits again.

“Fuck you! “says Kathy, her face a mask of pain.

“No, Kathy. Fuck you. That is the entire point. Now, get that thing inside of you or I shock one of the girls.”

With a look at Natalie and Debbie, Kathy takes a deep breath and drops all her weight onto the Sybian. The plastic dong disappears up inside of her and her face looks like she is shocked that she actually got it all in.

“Good girl. Nice job,” the man says patting Kathy on the head.

Natalie watches as her mother wiggles around on the device trying to find a comfortable position with 8-inches of plastic inside of her.

“Let’s get the show started.”

The Controller removes the remote from his pocket and turns on the camera. The light over it starts blinking red.

“Good afternoon everyone,” he says addressing the camera “We have a great show for you this afternoon. First, we have Kathy riding the most powerful sex toy money can buy. Let me tell you everyone, she has eight inches of dildo in her cunt and I think she is going to enjoy riding it. But first, let’s get some gas going.”

He takes his tablet from his pocket, puts on a mask, and soon the room rings with a clang as the vents open. Orange gas fills the available space and Natalie’s sight vanishes.

She waits patiently and slowly breathes the gas in. Within a minute she starts to feel a now familiar tingle between her legs and in her breasts.

She feels Debbie’s hand on her knee and takes the other girl’s hand in hers.

After several minutes of sitting in the orange mist, another clang echoes through the room and the fans high up in the ceiling start to clear the gas.

Debbie takes her hand back and, as Natalie watches, her sister starts to play with herself. Natalie recognizes she has begun to do the same without even realizing it. Her hand slips between her legs and starts to gently rub in a circle.

Natalie looks across the room and sees that her mother, impaled on the huge toy, is moving her hips in a circle and has a smile on her face. She is playing with her breasts with both hands.

“Looks like Kathy is ready for some fun.”

The man picks up a wired control box next to the device and turns a nob.

“Ooh!” Kathy says as the toy turns on. Her smile gets bigger and she starts to move her hips back and forth.

The man walks over to the two girls sitting on the bench.

“Doesn’t that look like fun girls?”

Natalie, at the thought of being in her mother’s position, nods. Debbie, beside her, nods as well.

“Don’t worry. You are going to join the party in a few moments. I have something special for you. A contest. I will be right back.”

Natalie continues to play with her pussy as Debbie, right beside her on the bench, does the same.

The man smiles down at them and then crosses the room, unlocks the door, and leaves.

“Here,” says Debbie “Let me do you. You do me.”

Natalie jumps a bit as her sister’s hand slides over her thigh and pushes her hand from in-between her legs.

The other girl starts rubbing Natalie’s clit for her. The good feelings that Natalie was experiencing from her own hand, double and she leans back against the wall with a sigh as her sister’s fingers go to work.

“You do me,” Debbie says again.

Natalie looks over at her sister, then reaches between her thighs and returns the favor. She hears Debbie’s breathing quicken and the other girl leans back until her head is on the wall next to Natalie’s.

Across the room their mother is also breathing heavily, and she has begun to moan as the powerful device, combined with the gas, has overcome her resistance and natural modesty.

Natalie is getting close to an orgasm, thanks to her sister’s fingers, when the door opens and The Controller comes back in, this time leading Duke and Butch.

Natalie, with a squeal of delight, abandons her efforts in Natalie’s pussy and runs across the room to hug the huge German Shepherd.

“Duke!”

Natalie sighs in disappointment at the loss of her sister’s attention.

“Yes,” The Controller says, “I brought them in for you two to play with.”

“Yeah!” says Debbie throwing her arms above her head.

Natalie has a moment to think about how her sister Debbie has seemingly adapted so fast to their situation. The imprisonment. The depraved sex.

I wonder, Natalie thinks, if Debbie was really a big slut before we were taken and is now just free to do what she wants? I kind of envy her freedom.

The Controller crosses the room and removes two of the large body pillows from the wall. He walks over in front of the girl’s mother, who looks to be in a state of bliss and puts them down on the floor.

“Here girls. Lay down on these with your heads towards the door.”

Debbie scrambles across the floor on all fours and lays down on her back on a pillow.

Natalie quickly gets to her feet and goes to lay on the empty pillow.

“Ok, girls, here is what is going to happen. The dogs are going to straddle your pretty little heads, just like Duke did to Debbie yesterday...”

Debbie looks at Natalie with a big smile on her face.

“You are going to love it, Nat!”

Natalie, unable to contain her excitement, is playing with herself again and thinking about what she is about to do.

“Anyway,” The Controller continues “You are each going to lie on you backs and the dogs are going to straddle your faces. Debbie you get Duke, since you two know each other so well. Natalie, you get Butch. I will put 30 minutes on a timer, and you two will start giving your respective dog everything you have got. The first one to make their partner cum, wins. But if nobody comes within 30 minutes, everyone in the room gets punished.”

Natalie raises her hand.

“What happens to the winner? Debbie already has done this. I haven’t.”

“The loser doesn’t get to eat tonight. The winner gets a special treat that will last all day tomorrow, she gets a steak dinner with me tonight, and she gets her pussy eaten by the loser. And Natalie. since you are right about this being your first time, I am going to give you a five-minute head start.”

Natalie looks over at Debbie.

“I am going to win.” Natalie says.

“No, you won’t loser,” her sister says with a smile.

“Duke, straddle. Butch, straddle.” The Controller says.

Duke runs over to the girl he was with yesterday, no doubting remembering how good it felt to have his dick sucked by the human bitch and straddles her face.

Butch, a little more cautiously, does the same to the other Natalie.

As soon as the dog is positioned above her face, Natalie sees that his dick is leaving its sheath and growing rapidly down towards her. It is red and veiny, with a shine to it that makes her think of candy.

It looks delicious. She increases the speed of her fingers on her little clit.

The man clears his throat.

“Ready girls? Remember, 30 minutes on the clock. Natalie, you get a five-minute head start. But, before we start, let me check in on your mother.”

Oh yeah, mom, thinks Natalie. I forgot about her.

Natalie shifts on the pillow, the dog’s dick momentarily forgotten, and looks between her legs at her mother.

Kathy has gone over the edge. She is bouncing up and down on the dildo, letting it slide out of her pussy halfway, then rapidly pushing herself back down to take the full length inside of her. She is yanking on both nipples and muttering to herself too quietly for Natalie to hear.

The man walks over, picks up the control device, and turns up the speed on the Sybian.

As Natalie watches, a smile spreads across her mother’s face, and the older woman speeds up her humping of the machine.

“How does that feel Kathy?”

“Amazing. Don’t ever stop.”

“Interesting. I was expecting more resistance. I suppose maybe the gas has an increased effect on you somehow. It seemed to yesterday as well.”

The Controller walks back over to stand in-between the girls lying on their pillows with dog cock’s in their faces.

“Open your eyes and look at this Kathy. Your slut daughters are about to make these two dogs very happy. Don’t you want to give them some words of encouragement?”

Kathy opens her glassy eyes and looks at the scene in front of her.