Forced / Rape / Torture

My Entertainment Room – 3

by 3nemon. Chapter 3- Some Cherries Get Popped.

Chapter 3- Some Cherries Get Popped.

Next morning I woke up sandwiched between Barb and Tiffany, their warm bodies pressed lusciously against mine. No wonder I awoke with a hardon. Gently I began to kiss and fondle Barb waking her up in the process. She eagerly kissed back and accepted my advances because I hadn’t fucked her in a week and she was horny. Our movements woke everyone else up. All except Chris woke up looking slightly confused, he just looked excited for another day of fun. After kissing and fondling Barb for a few minutes I rolled her on her back and spread her legs. Her pussy lips were puffy and her hole gaped slightly leaking a small stream of her juices. She was obviously putting in plenty time with the while I was away. Kneeling between her legs I placed the tip of my cock between her lips and pushed forward.

My cock slid in easily into her wet cunt. She had loosened considerably since the we fucked but her pussy muscles still squeezed my cock like a vice, the upside of her loosening is that I could fuck her hard without worrying about tearing her. As I increased my pace she began bucking her hips to meet my thrusts and moaning loudly, clearly enjoying herself and soon she came, writhing with pleasure as I fucked her hard. She probably wasn’t fertile right now but I still filled her womb with jet after jet of scalding hot cum.

“Thank you, sir” she gasped as she lay on the bed panting, her legs still spread and fresh cum beginning to leak out her pussy.

“You’re welcome Barb. Jade, come and eat out her

Jade came a little hesitantly her eyes darting between me and Barbs gaping hole.

“Go suck the cum out of her hun”

“Ok sir” she replied as she lowered her face to Barbs oozing cunt.

She then opened her mouth and placed it directly over Barb’s hole and sucked, just like I taught her when she ate her mom’s ass yesterday. Barb writhed in pleasure as Jade’s tongue worked over her pussy lips and tongued her hole.

“Jade, when you’ve sucked out all the cum concentrate on her clit and make her cum. Ok”

She nodded without stopping licking Barb and moved her mouth so she could suck Barb’s clit into her mouth and lick it.

“Now Barb, that’s not nice. Jade’s giving you all the pleasure but getting none in return. Suck her cunt as she sucks yours.” I told her as I repositioned Jade’s thin body over hers.
Jade eagerly pressed her fat little pussy down onto Barb’s face. Barb never licked pussy before so she hesitantly gave it a small lick, finding it not as bad as she thought it would be she began licking and sucking Jade’s pussy with gusto. Both girls were now bucking and humping each other’s faces with pleasure, each bringing the other to some spectacular orgasms.

This lewd act between these gorgeous girls made my cock achingly hard again. I wanted a cherry, but which should I take. Chris was standing nearby with a rock hard cock and was looking so horny I decided it should be his cherry.

“Chris, come over here. It’s time to lose your pussy cherry”

“But I don’t have a pussy, sir” he said looking confused as he drew nearer.

“Sure you do. It’s right here” I said sticking my finger between his cheeks and poking his asshole.

“But that will hurt, sir!!!” he gasped, his eyes wide with fear and shock.

“Yes son, it will at first. It will hurt a lot, but it will feel better after. I promise”

“Ok, sir” he replied looking terrified.

Getting up I went to retrieve a tube of lube. Tiffany was watching her sister and Barb suck each other off and rubbing her tiny pussy while Savitri was sitting alone on a chair staring blankly at a wall, her prolapsed rectum sticking out behind her like a tail.

Moving over to her I gently grasped her upper hand and pulled her into a standing position. She watched me with slightly fearful eyes as I bent her over, remembering the pain and she endured yesterday. Slowly I passed my finger over her prolapsed making her shiver then carefully I pressed it back into her ass until it went back to its natural position.

“t-thank you, sir” she stammered, shocked by my kindness.

“You’re welcome Savi” I told her as I pulled her into a tender embrace.

She stood there limp with her hands at her sides accepting the hub but after a couple seconds I felt her arms circle my back as she hugged me back, savoring the loving gesture. Releasing her I bent and kissed her full on her lips darting my tongue in and out of her mouth. When I broke the kiss she was slightly breathless and looked happy that I was showing her that I cared.

“Come help me fuck your son Savi”

“Ok sir” she replied, looking confused.

I retrieved the lube and, accompanied by Savi, we returned to a nervously awaiting Chris.

“Bend over son and put your hands on the edge of the bed. Now Savi lick his ass for me” I told her when her bent over “spread his cheeks and rim him out good”

She immediately pried apart his cheeks exposing his ting brown asshole and proceeded to pass her tongue over it. Chris jerked and moaned with pleasure. After about a minute of licking I stopped her.

“Hold his cheeks apart for me Savi and don’t move Chris”

She held his cheeks as far apart as she could. Lubing up a finger I gently rubbed lube around his hole and worked it in, moving steadily closer to its center. Upon reaching the center I pushed it slowly into his ass. He bucked and pulled away slightly, grunting as my thick digit its way into his virgin ass.

“Easy boy, push out a little when it’s going in, like if you’re forcing out shit. That will help it”

He grunted as I slid my finger in and out of his ass. Soon I inserted another finger causing a cry of protest.

“aw aw aw, it hurts sir!”

“Yes, it will at first, but bear it, it will feel better” I told him as I slid my greased fingers in and out of him.

“Ok, sir” he grunted

My fingers were now sliding easily in and out so I twisted then palm down and fingered his prostate. He sTiffened, twitching, his cock rock hard.

“Does that feel good Chris?”

“Yesss sir” he choked

“Imagine how good a cock will feel in there then” I told him as I removed my fingers.

He was close to cumming but I didn’t want him cumming yet. Quickly I lubed up my cock.

“Sit on the floor in front him Savi and reach around and spread his cheeks”

As she complied I had clear access to his ass. Pressing my cock against his anus I leaned forward so my face was next to his.

“Push out hard and relax so this will go easier. Ok? I’m going to send it in now” I whispered in his ear

“Ok sir” he stammered, clearly terrified about what was going to happen.

With firm pressure I pressed my cock head against his anus feeling it get pushed back into him. His rubbery sphincter tried to keep me out but I was too strong. Slowly it stretched allowing my cock head to slip in his ass. He let out a low grunt of pain.

“How does that feel Chris?”

“It hurts a lot sir. You’re too big, you’ll split me apart”

“No I won’t Chris don’t worry. It will feel better soon”

I gave his ass 1 minute to adjust before I resumed. In one slow steady thrust I my cock into him until I felt my cockhead hit the back of his rectum.

“Oh god! Oh god! It hurrrts” he cried as I slid it in.

“Bear it Chris, you have to or our deal is off. Could you feel my cockhead pressing on your back wall?”

“y-yes sir” he stammered

“Well you only took 8 inches so ill need to straighten you a bit so I could fuck you properly.”

“How will you do that sir?”

“I’ll just have to force it in. it will hurt but it will be worth it. Trust me”

“Ok sir” he replied, trembling with pain and fear.

Grasping his skinny hips firmly I pulled my cock out 3 inches and rammed it in hard. He let out a bloodcurdling scream and tears poured down his face. It hurt so bad he couldn’t speak. I repeated it again and finally it slid all the way in.

“It’s in now son. Relax and get accustomed to it. You’re my pussy-boy so u better get accustomed to being assfucked. Ok?”

“Yes sir” he muttered.

I gave him two full minutes to get accustomed then I began to slowly fuck him. His ass was tighter and hotter than anything I felt before. It was smoother and silkier than a woman’s ass and I could feel his prostate pressing on my cock. Soon his screams tapered off to occasional sobs and grunting as my cock slid in and out of his ass. Increasing pace I changed my angle so my cock massaged his prostate from the inside. I could feel his ass spasm every time I hit it and he let out a hoarse grunt of pleasure. I knew he was close so I doubled the pace pounding his tight rectum hard. Soon enough he sTiffened and without touching his cock he began to cum. Every thrust of my cock a wad of cum out of his and an involuntary spasm in his rectum. His mother who was sitting in front of him holding his ass open received face full after face full of his warm sticky cum. Soon after he finished cumming I could feel my balls tightening. Thrusting hard and deep I flooded his bowels with my hot seed. When I was done I pulled my cock out of his ass. It exited with a wet plop. Kneeling down I examined his ass. It was destroyed, it gaped an inch and a half across with visible tears around his ring, a few bleeding slightly. He would be sore but no permanent damage was done. I went to a cupboard to get an “ass-straightener”.

An ass-straightener was basically a twelve inch long by one and a half inch thick . Inside it contained a powerful spring which allowed the to bend when it is inserted but exerts a constant pressure on the bends of the bowels to straighten them out. A harness keeps the firmly planted in the ass and prevents it from sliding out. Thankfully the bowels are not attached to the walls of the stomach so they are free to move. By using ass-staighteners people have straightened their asses to take insane objects such as baseball bats, long dildos, horse cocks and even fists up to the elbow. By tomorrow morning his ass will be perfectly straight for at least twelve inches.

I carried back the straightener and lubed it.

“What’s that for sir?” he asked when he saw it

“It’s an ass straightener, son. It will straighten your ass perfectly so you could take any length cock in there.”

“Ok, sir. Will it hurt?”

“Maybe a little when I push it in but after that the worst you might get is a dull ache and a few cramps”

“How long will I need to wear it sir?”

“Only until tomorrow Chris. It shouldn’t take longer than that”

“Ok sir” he muttered looking disappointed.

Quickly I positioned the tip against his gaping anus and in one quick thrust I slid in 10 inches.

“This might hurt a little so be ready” I told him as I began pressing the final two inches in.

“AHHHH!!!!” he cried as the slid fully in.

After strapping the harness on securely I told him to stand up. He straightened wincing as the long moved in his guts.

“Are you ok son?” I asked him.

“Yes sir. It feels weird but it’s not too bad”

“That’s my boy” I told him as I patted him on the back.

Slowly he hobbled off, walking awkwardly because of the stuffed in his ass. When he sat down he winced and gasped as he the deeper in.

“Tiffany come here and clean your mum’s face”

She came and hesitantly began licking Chris’s cum off Savi’s face. Soon she had cleaned all the cum off.

“Lie down and spread your legs Savi and let Tiffany eat you out.”

She went next to Jade and Barbara, who were lying down in each other’s arms exhausted from their earlier session, and spread her legs. She was dripping wet and her juices had run down her inner thighs. Apparently seeing her son get his ass raped turned her on immensely. Tiffany wasted no time in sucking he mum’s huge clit into her mouth and began licking it. In no time Savi began to moan and buck trying to hump her daughters face. After about three minutes she came with a loud scream, her body rigid and spasming. After her orgasm she went limp and just lay there panting like she just ran a mile. Going to the cupboard I retrieved the strap-on that Jade used on her mother yesterday. I came back and strapped it onto Tiffany.

“Now fuck her cunt Tiff”

“Yes sir” she replied

She knelt between her mother’s still spread legs and slid the dildo in. Savitri moaned as the long, thick dildo stretched her loose wet cunt. Tiffany was a natural. She immediately started pistoning the dildo in and out of her mother’s cunt with long deep strokes making the older woman writhe with pleasure. Her technique was perfect; she kept switching from long, slow, deep strokes to humping her with short, lightning fast strokes that made her tits bounce wildly. Once again my cock got hard watching this lewd act.

“Stop for a moment Tiff”

She stopped and pulled out the juice slicked dildo from her mum’s cunt. I lubed up and lay down on the bed, my rock hard cock sticking straight up like a flag pole.

“Sit on it Savi. Take me in your ass”

As she climbed on she put her leg over getting into a standard cowgirl position.

“No Savi. Turn with your back facing me and sit on it”

“Ok sir”

She got up again, turned, and began lowering her ass. She stooped until the head of my cock was touching her anus, took a deep breath, and slowly slid herself down my shaft.

“Oh fuck! Oh fuck!” she groaned repeatedly as my cock slid in and out of her hot asshole.

Reaching up I held her shoulders and pulled her back until she was leaning back with her legs spread and my cock fully stuffing her rectum.

“Fuck her Tiff” I told her

She eagerly jumped on the bed, knelt and shoved the strap-on straight up her mother’s gaping cunt and started pounding her. I didn’t even have to stroke my cock in Savi’s ass because I could feel Tiffany’s dildo through the thin membrane that separated Savi’s ass from her cunt. The double fucking sent Savi wild. She could not even speak, gasps, moans and choking noises was all the noise she could as she was brutally double fucked. I started thrusting wildly in and out of her ass, sending her over the edge. With a piercing scream she went rigid, her ass muscles clamping down on my cock, making it feel like she was trying to suck my cock into her. She screamed until her lungs had no air, her eyes bugging out as she came from the double fucking, then suddenly her eyes rolled back in their sockets so only the white could be seen and she went limp.
She passed out from the intensity of the orgasm. Her ass muscles were still clenching my cock so I fucked her unconscious body until I came in her ass.

“Easy Tiff she’s had enough.” I told Tiffany

Reluctantly she removed the dildo from her mother. Carefully I rolled Savi over and pulled out my cock. It was covered in cum and ass slime.

“Come here Chris. Clean me up” I told him

Hesitantly he came and started sucking my deflating cock, gagging slightly at the taste of the cum and ass juices.

“That’s it, get it nice and clean son”

When it was clean I told him he could stop. Savi was still out cold. Kneeling next to her I shook her awake.

“w-what h-happened sir?” she asked blearily, looking around the room in confusion

“Oh nothing much, you just came so hard you passed out, are you ok?”I replied smirking.

“Y-yes I think so sir”

Suddenly she farted, cum bubbles out her ass noisily, then her ass fell out again, pushing the rest of my load out onto the bed. Everyone started laughing at her.

“Don’t be embarrassed Savi” I told her as I stroked her prolapse “I think it’s hot’

Gently I pressed it back into her, pushing my fingers deep into her loose asshole.

“Better” I asked her

“Yes sir. Thanks”

“Good. I’ll be gone for a little while, I have some business to take care of. While I’m gone Chris is in charge but I have some rules. Listen carefully, ok?”

“Yes sir” the all responded in unison

“Good. Girls” I said to Jade and Tiffany” nothing is to go inside your holes. No fingers dildos strap-ons plugs anything. You can use strap-ons on your mom or Barb if you want but your holes remain unfucked. Got that?”

“Yes sir” they chanted

“Now Chris. You are not to fuck your sisters or Barb’s cunt. Ok?”

“Yes sir” he replied

“You can fuck your mum in any hole or Barb’s ass as much as you want. Also you cannot remove the ass-straightener no matter what. Got it?”

“Yes sir” he replied eyeing Barb and his mother.

“Good. Also the toy cupboards are open so feel free to use whatever you want just be careful and there’s movies by the TV. Have fun. I’ll be back in a while.” I told them as I left.


I had some errands to run and I thought I’d pick up some take-out as a treat; I was in the mood for Arabian food. Also I wanted to see what they would do in my absence. I wondered whether they would try to escape, which I knew wasn’t possible, or whether they would just sleep or watch TV, or whether they would have sex. It was essential that I know how they reacted to each other so conflicts and altercations while I wasn’t there could be avoided and I wanted to make sure they would follow my instructions even though I wasn’t there. Eager, I ran my errands and picked up dinner so I could return home to watch the tapes before dinner time.


Two hours later I reached back home. Quickly I took the food and went to the command center to review the tapes. I put the tapes to play at 10X speed so it wouldn’t take too long. I could always slow it down if necessary.

It was pretty boring at the start, they just talked and watched a movie, but after a while things began to pick up. Barb and Jade went on the bed together and began making out, they clearly had a thing for each other. Soon making out led to playing with each other’s tits, then a 69. After two cums apiece they cuddled together, talking and stroking each other’s bodies. This action got Chris horny, so he took off the TV and made his mother bend over the couch. Eagerly he shoved his hard cock in her cunt and began stroking but after a few strokes he stopped and pulled out, wincing. Apparently the dildo in his ass was causing significant discomfort as it moved in his guts. He instead opted to sit on the couch and let Savi suck him off. While she was kneeling on the floor blowing him Tiffany decided she wanted some action as well, so she put on the dildo, knelt behind Savi and began fucking her cunt hard, pulling back on her hips so she could drive the dildo in harder. Soon both Savi and Tiffany came. Poor Chris was having trouble cumming because of the dildo in his ass but Savi kept sucking. After Tiffany recovered from her orgasms she pulled the dildo out of her mom’s cunt and began working it into her ass, using the juices covering the dildo as lube. Soon she was pounding her mom’s shitter causing her to buck and moan with pleasure. This did the job for Chris. Seeing his sister brutally sodomizing his mother while she sucked his cock was too much for him. He grabbed Savi’s head and his cock balls-deep in her mouth as he came, making her swallow his load. Tiffany continued pounding her moms ass until she came again, which wasn’t until after Savi came two more times. Exhausted and sated they resumed the movie, sitting and hugging each other like a normal family, except they were naked and just concluded fucking the shit out of each other.

As I sat there I began thinking of body modifications that could be performed on the slaves. Each female would receive a pair of nipple rings for her birthday, each joined by a thin chain. That was hot I thought. I was also thinking about an email I got from a friend of mine who I went to university with. He now owns a small pharmaceutical company specializing in black-market drugs. Well to the world they were a normal company selling anesthetics and other legal drugs, but for the right price you could purchase some truly astonishing drugs and equipment.

Some that caught my eye were definitely bizarre. There was penis enhancing drugs that caused a permanent increase in length and thickness, while eliminating the refractory period, (the time between cumming and being able to get hard again), so the penis doesn’t deflate after cumming. Also the of the testes increases so the volume of cum produced likewise increases, plus you get an impressive set of big balls. That could be interesting I thought. Then there was a device that increases the number of pleasure sensing nerves in the vagina, anus, rectum and colon, making them more sensitive and increasing the pleasure and making it easier to reach orgasm. I definitely wanted one of those. I made a mental note to email my friend and organize the merchandise. His company was based in Russia but he lived in Tobago, a mere 15 minute flight away from Trinidad. I hope he had supplies with him.

The remainder of the evening was pretty quiet. When I entered the pen with the food everyone was excited. The food was distributed and everyone ate until they were stuffed. After dinner we watched a movie, cuddled up on the couch, almost like a family. When the movie ended we got cleaned up and headed to bed. In bed I enjoyed a slow loving fuck with both Barbara and Savi, who took turns fucking me, until I came in Barbara’s tight cunt. Happy, I lay down to sleep with Savi hugging me on one side and Barbara on the other. They were becoming like slaves/wives but I didn’t mind. As they began to love me I could make them obey easier, I preferred it that way, not that it would stop me from doing brutal things to them when I’m in the mood. One more cherry down, three to go, I thought as I drifted off to sleep.


When I got up in the morning Savi was not next to me, she got up to use the bathroom, instead, Jade was next to me, hugging me with her face on my chest. Gently I woke her up and kissed her on her forehead.

“Wake up, sleeping beauty, you’re going to get fucked today” I told her

“mmmmm, ok sir” she replied, looking at me with sleepy eyes.

Our movement woke up the rest of the slaves and they got up either to bathe or make breakfast.

“Suck my cock Jade”

“Yes sir” she replied

She began stroking my hard cock, then opened her mouth and sucked the head in. soon her head was bobbing on my cock, taking about six inches ah her deepest before gagging. I didn’t push her too hard as I wanted her to enjoy it, her warm wet mouth felt like heaven on my cock. Savi, finished in the bathroom, joined us.

“Morning Savi, lick Jades cunt and get her wet for me, but don’t make her cum, ok? I’m going to fuck her”

“Ok sir” She replied

Soon she was eagerly lapping away at Jade’s cunt making her moan on my cock. Those moans made my cock feel like it was inside a vibrator.


“That’s enough Jade.” I told her”Climb on top of me, Savi help her get into cowgirl position”

Savi positioned her legs, one on each side of my body, and her cunt spread directly above my cock.

“Good. Now Savi guide my cock into her cunt”

With one hand she grasped my hard cock, holding it up to Jade’s wet cunt hole, and with the other she gently pulled Jade down until her pussy pressed against my cock head. I nodded to Savi and she pressed Jadefirmly down onto my cock. She was so tight that my cock began to bend before it entered her with a loud popping noise. Jade threw back her head and screamed.

“Oh god! Oh god! That hurts soooo good!!!” she screamed.

I paused in shock.

“You like that it hurts Jade?” I asked her

“Yes sir” she mumbled, looking ashamed.

“Jade my dear that is very good, so don’t be ashamed. Ok?”

“Ok sir”

“Now that I know u like pain I know just what to do” I told her with a grin.

Holding her firmly by her hips I thrust my entire length into her in one hard thrust, my cock hitting her cervix hard and pressing it deep into her body. She screamed with pain and had a small orgasm. She was really a pain slut. Eager to make her cum more I began thrusting in and out of her tight pussy making her scream with pain and pleasure. After a couple minutes I grasped her huge nipples in my hands and began pulling and twisting them. They were very pliable and I stretched them a full two inches and twisted them right around. This caused immense pain but it sent her over the edge. She began to bounce wildly arching her back and screaming, forcing my cock head against her cervix, and came hard. Her cunt squeezed me like an iron fist as she bounced on it. Suddenly she went limp and fell forward on my chest where she lay panting, my cock still buried deep in her spasming cunt.

“You enjoyed that Jade?” I asked her as she lay there

“Yes sir, very much” she replied

“Good. Did it hurt enough?”

“No sir” she replied quietly, looking away, afraid that she would get me angry.

Instead I chuckled.

“Don’t worry I’m going to assfuck you now so you’ll get lots of pain”

I pushed her off me, my cock exiting her with a loud slurp, and bent her over doggy style. Applying minimal lube to my cock, and with no preparation, I positioned my cock against her virgin anus.

“You like pain slut, then you’ll love this” I told her as I pressed my cock hard against her anus.

Her rubbery sphincter stretched to its limit, but it wasn’t enough. Grabbing her hips I forced my cock past her sphincter, tearing it as my cock tore its way through her anus, up her rectum and into her colon. This triggered a massive orgasm. She screamed, tears pouring down her face, as she convulsed her orgasm sweeping over her. Immediately I began sodomizing her furiously. The entire family heard her screams and rushed over to see her get fucked. When I withdrew my cock it was deep red with her blood, but I didn’t care, I began thrusting in and out of her like a madman.

“You like that slut? You like that big cock ripping up your shit pipe?” I kept asking her, as I buggered her.

“yessssss, yesssss, fuck me, fuck my tight ass” she chanted in reply to my questions.

I rammed her ass for fifteen minutes, using every ounce of self control I had not to cum. By this time blood was running down her inner thighs and staining the bed sheet. Thrusting in hard one final time I came hard, almost blacking out from the intensity of my orgasm. This thrust and the subsequent feeling of my hot cum flooding her abused ass sent her over the edge as well, her ass milking every drop of cum I had in my balls. Spent, I pulled my cock from her destroyed ass. It was followed by a gush of blood which tapered off to a slow trickle. After a minute the trickle increased again as my load drained out of her still gaping ass, a deep reddish pink from the mixture of blood and semen. Leaving her I got some paper towels and began wiping her up. Ten minutes, and a small pile of blood-soaked towels after she was clean-ish and I carried her to the bathroom to clean her properly.
As she walked, bandy legged, to the bathroom she left a trail of blood drops behind her.

“Clean that up Savi” I told her as she watched her daughter with a mixture of fear, concern and awe “don’t worry she will be alright.”

She nodded and got to work mopping up the blood.

In the bathroom Jade stood with her legs spread and her right hand covering her bleeding, distended anus.

“Bend over and let me see it hun”

As she removed her hand and bent over I was greeted by an amazing sight. He ass was gaping so widely it looked like she had two cunts. As I examined her more closely I could see huge tears around her anus and leading up into her rectum.

“Does it hurt Jade?” I asked her

“Yes sir, but I like it” she replied

I began to bathe her soaping her up well and rubbing her lithe body. All the food and sex was causing her body to full out a little faster than before and her tits were a little bigger. After soaping and rinsing her thoroughly I bent her over again and pushed the shower’s hand nozzle against her ass. She gasped and winced as the warm water rushed into her sore ass, but didn’t say to stop or anything like that. After a few seconds I moved the nozzle and a stream of pink water sprayed out of her ass. I kept doing this until the water came out clear, the bleeding had finally stopped. Her asshole was still distended, gaping about an inch and a half across, and her ring was purple and so swollen that the ring itself protruded half inch out of her ass like a small flesh colored donut. I coated my fingers with a healing, antibacterial ointment and gently inserted it in her ass, twisting my fingers around in her ass to make sure her rectum was thoroughly coated. She groaned in pain but pushed her ass onto my fingers as I fingered her ass. When I was done we went back to the family. I had one more job to do before I left to email my friend and pick up a package I had arriving today, but more about that later.

“Chris my boy come here and bend over.”

He hobbled over wincing slightly as the dildo moved inside him.

When he bent over I unfastened the harness but left the dildo inside him.

“Get ready I’m going to pull it out” I told him

He nodded the fear evident on his face. Grasping the base of the dildo firmly I pulled it out in one swift pull. He screamed in pain as the dildo was ripped out of his ass. It was totally free of blood, I noted with pleasure. Then I examined his gaping hole.

His anus was totally open, after being stretched by the dildo for almost twenty-four hours. Quietly Savi snuck up behind me and whispered in my ear, “Can I please fuck him sir?”

“Sure you can” I whispered back, being careful that Chris doesn’t hear “but use THAT strap-on” I said pointing at a double strap on.

That particular strap on had two dildos. A huge ten inch long and two inch thick dildo stuck out from the crotch of the harness and a twelve and a half inch long by two and a half inch thick dildo jutted out from the front of the harness. Like the other harnesses it had nubs on the crotch that rubbed the wearer’s clit while it was in use. It’s as said to be the closest a woman could get to feeling like she was fucking with a cock of her own.

Practically running she dashed to retrieved the dildo, pausing only to ram the wearer’s dildo into her sopping cunt. It went it with a squelch and quickly she tightened the straps making sure it was securely on her.

“Sonny boy
your ass-pussy is miiine!!!” she mocked him, as she watched him with a smile.

She went to the couch and sat down, leaning back so the huge dildo rose obscenely from her crotch, waving side so side slightly as she panted with excitement.

“Come and get it!!” she called to him, beckoning him with one hand and stroking her cock with the other.

He stood rooted to the spot, looking from me to her, a fear stricken look on his face, clearly begging me to tell her she can’t fuck his ass.

“Listen to your mother” I told him, grinning.

He nodded sadly and walked over to her, climbing onto the couch. She positioned him so he was stooping over her, with one foot resting on her knees and she bent him back so his hands helped support his weight on her shoulders. Interested, I knelt on the floor between their spread legs. As she grasped his bony hips with her hands, I reached between their legs and positioned the cock at his gaping anus. As I nodded to her she pulled him down hard burying the entire dildo in his ass with one brutal thrust. He howled in pain as his already sore ass was stretched wide. She on the other hand gasped and moaned with pleasure.

“This feels really good!!!” she told me “is this what it feels like when you fuck someone sir?” she asked

“Yup. That’s about as close to that feeling as you can get” I replied

“Wow. No wonder you like fucking us so much!!!” she said with a smirk, as she began sawing her cock in and out of his asshole.

Chris grunted with each stroke of his mothers cock in his ass, the pain pleasure combo turning him on and making his cock rock hard. As she bounced him on her cock, his cock slapped against his belly with a soft smacking sound. Soon the strap on brought Savi to a huge orgasm, as she reamed Chris’s loose ass hard, screaming and bucking with pleasure. Minutes later he too began to grimace with pleasure, cum spraying out of his cock. It was almost painful due to the intensity of the stimulation he was receiving at the hands of his mother and her strap- on.

She continued raping him until she brought herself to 5 screaming orgasms and making him have two more. His second orgasm was notably smaller than the first and his balls were so empty that no cum came out of his cock as he had a dry-orgasm. Sated, Savi pulled her cock out of his ass, unstrapped the dildo and collapsed onto the couch, her gaping cunt leaking her juices into the cushion. Chris’s ass was a mess.

His hole was swollen and gaping, his anus protruding much like Jade’s after I took her cherry earlier. Also due to the long time, and the extent that his ass was stretched for he would be incontinent for a couple days. I went in the medical cupboard and got a box of adult diapers and some healing gel. I rubbed the ointment into his ravaged hole and showed him how to put on the diaper. He looked unhappy as he walked around in his diapers, his sisters mocking him mercilessly.

It was now about 9:30AM and I decided to go upstairs and email my friend.

Getting up I headed to the door.

“I have some stuff to do now so I’ll be back later. While I’m gone no one is to fuck any of Jade’s or Tiffany’s holes. Also Chris you are not to fuck Barbara’s cunt. Anything else is fair game. Have fun” I told them as I headed to the door.

“Also” I said turning back almost at the door “Chris cannot stop anyone from fucking his ass. Ok?”

“Yes sir!!!” the chanted happily, grinning to each other. Chris just nodded looking depressed.

Locking the pen behind me securely, I headed upstairs.

Upstairs, I quickly booted up my computer and emailed my friend, requesting a full list of both his legal and illegal drugs and equipment and their descriptions. I got a snack and by the time I was back at the computer he had sent the information I requested with a note that he would organize anything I wanted on the list within a day. Eagerly I downloaded the PDfs and proceeded to browse through them.

There were four PDfs; the first was the legal drugs, the second was the illegal drugs, the third was the legal equipment and the fourth was the illegal equipment. Skipping the legal drugs for now I began with the illegal drugs.

As I read through the list I was blown away, no wonder some of these drugs were illegal. There were powerful sedatives, rape drugs, drugs that caused amnesia, drugs that cause paralysis and the antidote, some very interesting body modification drugs and many, many more. There were a few that I was interested in at a glance though.

The first was a course of pills that would increase penis length by 2 inches and diameter by 1 inch. That was per course, each course lasting one week and costing $5000.00US. I made special note of that, thinking about ordering two courses as a trial, one each for me and Chris. Then there was breast enhancement pills designed to increase breast by approximately one cup- per course. Interested I made a note of it, writing down four courses, each at $6000.00US. Next were injections that caused a woman to lactate, producing large amounts of milk permanently unless the antidote was injected. I put myself down for ten packages of that since each breast had to be injected separately, and I thought it would be interesting to see what effect it would have on Chris. Hmm. Then there were sterilization and de-sterilization injections. These would be so potent that the woman wouldn’t even get her period after it was administered but once the antidote was applied she could conceive the very next day. Once again four packages. I was going to run up quite a large bill but money wasn’t a problem. It was recommended that a portable ultrasound scanner be bought with the sterilization injections because they needed to be injected directly into the ovaries and womb of the woman, so I added that as well. That was enough drugs for now I thought so I moved onto the illegal equipment.

The equipment varied from medical to to . I began checking off what I wanted. Foley catheters (assorted sizes), urethral sounds ( one set each of large, extra-large, double-extra-large and enormous), cervical dilators ( one set each of large, extra-large, double-extra-large and enormous), an expandable and stretcher capable of a maximum diameter of 6 inches, a pear for my little pain slut, a pussy lip stretcher, ass-pump, pussy-pump, clit-pump, tit-pump, stainless steel ball stretcher for Chris, a piercing and tattooing kit, a set of surgical tools, an autoclave and various other equipments including a tool that increased the pleasure sensing nerve endings in either an ass or a pussy making it more sensitive and easier to reach orgasm. Sending my order to him I prepared to pick up another package.

I had ordered a deluxe gyno chair from an online supplier a few weeks ago but due to the customizations I requested it was now ready and shipped. Eagerly I went to the port to collect it.

Four hours later I arrived back home with a large crate in the back of my pickup.

Heading downstairs to the pen, I sent everyone to the cells at the back. Barb and Jade wanted to be together and so did Tiffany Chris and Savi. So I split them between two cells and brought down the crate carefully assembling the chair.

It was a fully functional gyno chair. The seat and backrest could go from vertical to horizontal then to declined at any angle I wanted, with stirrups to hold the occupants legs in any position I wanted. Also thick straps allowed every part of the body to be secured so tightly that only the eyes would be able to move. After assembling it I cleared my tools and the packaging away, putting them back in the command center storage, locked the pen door and released my slaves.

They were awestruck at the sight of the chair, only Savi knowing what it was. I explained it to them and showed them how it worked. They were visibly excited, like children who just got a new toy.

“Tiffany, come here. You will be the first person to use the chair” I told her.

Nervously she came and I lifted her into the chair and strapped her down. Then I repositioned the stirrups so they held her legs up and as wide open as possible giving full access to her cunt and ass. The chair was so well designed that it didn’t obstruct her holes in any way, her ass hanging slightly over the edge of the chair.

“Savi, get your daughter ready to be fucked” I ordered her

She immediately bent over and began sucking Tiffany’s small spread cunt, making her moan and wriggle, the bindings holding her tight. Soon she was wet and I stopped Savi as I didn’t want her to cum yet. Moving between her spread legs I rubbed the tip of my cock up and down her slit.


“You ready to lose your cunt cherry Tiff?” I asked her

“Yes sir” she replied looking excited but a little scared as well

“Do you think you will be a pain-slut like your big sister?”

“I don’t know sir
but I hope so” she replied

“Why do you want to be a pain slut Tiff?”

“Because no matter what I do I’ll still feel good and cum even if it hurts sir”

“I hope you are one too” I told her, looking down at her, as I positioned my cock at her virgin cunt hole.

Slowly I pressed forward until her pussy lips parted and my cockhead slipped into her sopping pussy with a wet pop. Her eyes started watering with pain and she groaned softly. My cock head was pressing up against her hymen.

“Get ready” I told her as I shoved my cock straight up into het unbelievably tight thirteen year old cunt, shredding her hymen as I went in.

“Aieeeeeeeeeeeeeeeeeeeeeeeeeeeeeeeeeeee!!!!!!!!!!!” she screamed, as an intense orgasm washed over her. She was a pain slut just like her sister.

Recognizing that I immediately began to pound her, stretching her hole to extents that she didn’t think possible. She was a lot deeper than I expected, as she took my entire length easily with my tip just brushing her cervix. It felt amazing to stroke my cock in and out of her hot wet tight cunt. She just lay there shuddering as orgasm after orgasm ran through her young body. When I felt myself wanting to come, some ten minutes later, I pulled out of her. She was bathed with sweat, looking as if she was under a shower. Blood ran out of her gaping pussy and down her asscrack.

“You ok?” I asked her

“Y-yes sir. That was fun” she replied with a smile.

“I guess you are a pain slut after all?”

“Yes sir. I am” she replied smiling brightly.

Turning around I watched Savi.

“You’re a pain slut too aren’t you?” I asked her

“Yes sir.” She muttered, looking at her feet.

“So why did you pretend that you weren’t one then?”

“Because I didn’t want you to know that I enjoyed you raping and hitting me sir. I was ashamed”

“Well don’t be. Ok?”

“Yes sir” she responded.

“Now as glad as I am that you are a pain slut, you also lied to me and you need to be punished”

“Yes sir” she whispered, looking scared.

“As punishment you will be used as a human dart-board and receive five shocks from a cattle prod. Go stand between those posts”

As she complied, I unstrapped Tiffany and retrieved some lengths of rope, a face and hear guard, a thick leather collar, a spine protector and five packages of darts.

Quickly I tied her in a standing spread-eagle, so tightly that she could move a maximum of two inches. I then put on the head gear, collar and spine protector. These would make sure she doesn’t get seriously hurt by protecting her head and eyes, throat and spine. I made circles around her nipples, navel, cunt and asshole with markers and then handed a pack of darts to everyone, each with a different color tail.

“The person who hits a bull’s eye gets 100 points. Each ring after the bull’s eye is 25 points less. Also 5 points will be awarded for any dart that sticks into her outside the rings. The person with the most points will receive a prize”

Each dart is about four inches long. It is tipped by a razor sharp 1.5 inch long spike that’s roughly 1/8 of an inch thick and followed by a brass weight and plastic tail.

“Watch carefully” I told them as I showed them how to throw the dart properly.

Grasping the dart in my right hand I took aim, her round stomach was looking particularly tempting. Throwing the dart with as much force as I could muster it whistled away, sinking deep into her lower belly with a soft thud. Savi let out a short scream as the dart pierced her flesh, remaining stuck deep into her, the entire spike buried in her stomach. The dart flew with so much force that the spike went straight in until the weight stopped it from going further, causing a ripple to radiate across her fat stomach. The spikes aren’t long enough to damage her internal organs but are long enough to penetrate her fat and muscle layers.

“Chris, your turn” I told him

Eagerly he stepped forward and took aim at one of her pendulous breasts. Throwing it, he missed hitting her upper belly instead but with so little force that it penetrated only half inch before falling out. Savi’s screams were irritating me a little so I removed her headgear, blindfolded and gagged her and replaced the head gear. All she could so is make muffled screams. Taking Chris I showed him how to throw it properly and he tried again. This time it was better, hitting her upper chest and sinking the spike totally in.

“Well done son. Barb you’re next” I told her

She had thrown darts before so she took careful aim sending a dart through Savi’s left pussy lip and effectively stapling it to her inner thigh. The tortured woman screamed in agony as her most sensitive part was penetrated.

“Very good Barb” I told her, hugging her “Jade you next”

Jade sent a dart deep into her right tit barely missing the nipple

“Good now Tiffany”

Tiffany came unsteadily, still dazed from losing her virginity, and sent a wild but deep shot into the center of her belly just above her navel.

After that it was a free for all. Darts rained on the bound woman penetrating almost every part of her body. We each had our favorite spots to aim for. Mine was her belly and ass, Jade and Chris aimed for her tits, Barb aimed for her cunt and Tiffany chose her arms legs and back. We all had fun, including Savi.

Soon her tits, belly, ass and legs resembled pincushions, with multicolored darts ticking out like a lawn. Savi was too exhausted to scream much only whimpering as the darts stuck in her flesh. Soon Barb hit bull’s eye. A single well placed dart went straight through her clit and buried the entire spike. Savi screamed as hard as she could, her body thrashing about wildly. When she settled down I removed the gag.

“Did you just cum Savi?” I asked her

“Yes sir” she replied panting

I replaced the gag and we resumed throwing darts. Soon I hit bull’s-eye by throwing a dart straight between her ass cheeks and sinking it through her ring. This brought another intense orgasm. Boy, I do like pain sluts.

After an hour the darts were all used. Each pack had 50 darts so she now had a whopping two hundred and fifty darts stuck in her. Ungagging her I asked her if she was ok

“Yes sir” she replied

“Did you enjoy it?”

“Yes sir”

“Well you have one more punishment to go” I told her as I got the cattle prod

“Yes sir” she muttered

The cattle prod was a special design. It had a six inch long handle that contained all the internals needed for it to work and that was attached to a twelve inch long shaft with the contacts on the end. Unlike normal prods the tip wasn’t “y” shaped but it was rounded so the current passed over the rounded tip. It put out a cool 100,000 volts of electricity but at very low amperage so no damage would be done.

“Chris you’re first, then same order as last time. I’ll go last” I said handing him the prod and showing him how to operate it.


He watched his dart covered mother and decided on her left tit. Pushing the darts aside with the prod he pressed the tip directly on her left nipple and pulled the trigger. She jerked her muscles tightening, unable to even scream as the current passed through her tit. When he pulled it away she hung limp from the ropes gasping for breath. Barb gave her a minute to recover before pressing the prod to her clit making her scream loudly and cum from the current flowing through her genitals. This caused her to pass out. After reviving her with smelling salts we gave her a minutes rest then Jade did her other nipple achieving the same effect Chris did when he did the left one. Tiffany was a little more sadistic and spread her mum’s asscheeks pushing the prod against her pouting sphincter and shocked her. She jerked forward a small scream bursting from her lips.

Finally it was my turn. Stooping down I shoved the prod deep in her cunt and began fucking her with it like a dildo.

“No! No! No! Please not there!!!” she screamed

“Yes, yes, yes” I replied as I pressed the prod hard against her cervix and pressed the trigger. Her body went rigid and she went up on her tip toes, her head thrown back in agony as current coursed through her most sensitive parts. The pain was so intense that she lost control of herself piss and shit spraying out of her holes and vomit from her mouth. When the shock ended she passed out hanging limp with piss and shit still dribbling out of her. Using the smelling salts I revived her and untied her.

She just stood there in a puddle of her own filth watching me blankly, tears running down her face.

“Will you ever lie or disobey me again Savi?” I asked her

“n-no sir” she replied

“Good. Now begin to take out the darts. One by one, starting with your arms and legs, then your belly, then tits, then ass, then cunt. Leave the darts in your nipples, clit and anus for last. Ok?”

“Yes sir” she replied and began removing the darts, dropping them in a basin. everyone gathered around tallying up their score, as the darts were removed.

As each dart was removed she let out a little gasp of pain, each wound bleeding. Some bled only one tiny drop but others left little streams of blood. Soon she finished her arms, legs, belly, ass, tits and cunt leaving a weird pattern of red dots and lines. The only ones left were in her nipples, clit and anus.

As she touched the darts in her nipples she winced in pain. Slowly she pulled them out causing blood to spurt out running down her belly and legs. She then reached behind her and gingerly pulled out the one I put through her anus. She screamed and a small jet of blood sprayed out of her asshole slowly tapering off to a slow flow of blood. The one in her clit was last. Even the lightest touch on this one caused her to cry out in pain. Screaming she grasped it by the tail and yanked it out, eliciting a bloodcurdling scream of agony. She dropped to her knees crying hard, her body shaking with the force of her sobs.

Gently I stooped down and hugged her blood smeared body.

“You disobeyed and you were punished for it. It’s over now” I told her as I pulled her to her feet and guided her to the bathroom.

In the bathroom I washed the blood off her and sanitized her body then I dried her off and put her on her bed. Lying down I hugged her and stoked her voluptuous body until, exhausted, she fell asleep.

After she fell asleep i checked the scores. Barbara won clearly. i told her its late so she will get her reward tomorrow when i get some new stuff. she happily agreed then went to watch TV.

Leaving them I went upstairs to check for a reply to my earlier request.

My friend did reply saying that he was unable to deliver the merchandise himself so his partner would deliver it tomorrow. Pleased I transferred the $120,000.00US that was the total bill to his account and headed back downstairs to sleep.

Nestled between Jade and Barbara I lay down to sleep thinking about the stuff I would be receiving tomorrow and that I still had one cherry to take.

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