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Awful Moments in Internet Pornography

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The Caught Compilation 14

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-7
Anonymous
@confessions
23 Mar 2015 11:43PM
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Story:

I recently went in for a physical and this older woman walked in and started asking me all the standard questions. I wasnt too excited about her play with my balls and having me cough and stuff but it was just whatever...I needed to get it done.

Well then she finishes the questions and says somebody will be right in and puts the chart on the outside of the door and leaves. Ok, so now Im thinking I either lucked out and get somebody better or its going to be some old dude.

After waiting a while this middle aged woman walked in and she is 100% cougar material. Under her white coat she has on the tightest, shortest, lowest cut dress on that you could stil; barely get by with being professional. She goes through the normaly motions and I am kind of hard thinking about her and looking at her.

She has me pull down my pants and my cock springs out. She gets this sexy smirk on her face and tells me to turn around and put my elbows on the table. I hear moving some things around behind me and then all of a sudden she shoves a finger up my ass. She isnt just checking my prostate, shes actually fingering me, working up to 3 fingers. As she is fingering me she starts pressing deeper and I cant help but moan. Neither of us say anything but then I start cumming...cumming hard.

She has me turn around, cleans off my cock for me and then pulls out this device that I havent ever seen before. Its this clear plastic thing and she tells me not to move. She starts putting it on my cock and I asked her what that was for.

Finally she talks. "Its obvious that you liked what I just did. So if you want it to happen again then you will keep this on for 30 days and call me at this number" and hands me a neatly folded piece of paper. She put a plastic lock on it and said "I know the number on this lock. If you take it off I will know and we will be through do you understand?"

She made that same smirk but this time it seemed a little evil and walked out.

TBC

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Anonymous
@confessions
31 May 2012 8:28PM
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So I confess that this fantasy came from my head...

Sitting at the end of the block I could see the driveway of the boy's parent's home. It was about two hundred yards down the little street, and I was excited to see the boy peek out from the driveway and walk towards the car. I had brought a small camcorder to record the boy's walk from his house, and also to record the boy telling me out loud that he was going to totally submit to my will twenty-four hours a day, three-hundred and sixty-five days a year, until I see fit to release him from his enslavement.

Just eleven days ago he had been a completely naive, virgin, eighteen year old boy who struck up a conversation with an older man on a random chat site just because he was horny and wanted someone to talk to.

He had no idea what he was getting himself into during that online conversation, stupidly agreeing to come to my front door with his thin body shaven totally hairless to let me use him "however I wanted to." I can still picture the boy pulling that tight black winter hat over his eyes, unknowingly enslaving himself to me. He'd probably thought that the wildest thing he was going to do that night was pull his pants down outside the entrance to my place so I could look him over through the peep-hole. As he found out almost immediately, he was very wrong

Over those ten days the boy was changed permanently. As soon as he had entered my home he was restrained, collared, and very deeply ass-fucked while blinded by the hat with his arms secured tightly with handcuffs behind his back. He was then asked if he consented to what was happening to him while being video recorded to which he responded that he was. As soon as he nodded his consent he was throat-fucked and made to drink piss while kneeling in the shower. For the remainder of those ten long days, the boy was totally restrained, drugged, abused, and manipulated by multiple men, women, and toys.

I had kept the boy blind and deaf the whole time, making the young teen wear a video headset that forced him to watch and listen to a continuous feed of severely degrading and depraved bondage porn. whenever he wasn't blindfolded and being used by anyone, he would be tied up tightly in one of many painful positions, then he would have large rubber dildos and butt-plugs taped tightly in his mouth and perfectly shaved asshole that were meant to choke and gag his throat and keep his asshole stretched wide open.

I saw the boy at the end of the driveway looking around and realized he had no idea what my car looked like, he had been blindfolded the entire time. I waited till he looked back in my direction, then flashed my lights several times.

The boy turned and began walking towards my car slowly. As he walked he hung his head, completely disgraced and feeling totally worthless. I turned on the camcorder and began to film the boy's slow walk. As I filmed my little teenage slave walking towards my car, I narrated.

�This pathetic skinny boy walking towards my car turned eighteen a couple weeks ago. That means he's legally allowed to consent to all kinds of kinky sex. This is the same boy that has appeared in all of the teen slave video I made recently. This morning, I dressed him in tight young girls clothing and put him in very uncomfortable bondage, tying him to the bed in his bedroom at his parents home just before they arrived home from a vacation they had been on since before I even met this boy."

I paused in my narration and zoomed in on the boy's ashamed face.

He had obviously been found by his parents in the tight bondage I'd left him in this morning. The look on his downturned face was a mix of shame, obedience, and fear.

I then continued to narrate the video I was making as I recorded this boy choosing completely voluntarily to contact me again, completely cementing his position as my permanent, live-in slave boy who I could treat however I wanted.

"I gave him the choice of staying with his family, or coming with me. It looks to me like he's chosen to give his life to me, but I'll ask him once he is sitting in the back seat of my car so I can have videotaped evidence that the boy is totally consenting to what I want to do to him. If anyone comes looking for him, all I have to do is show them the video, that's why I've chosen to explain all this on video.�

Finishing my narration, I continued to film the small boy walking closer to my car, the limpness in his body and the shame in which he hung his head conveyed to me that his will and his self-esteem were just about gone. As the boy walked up to my car, I reached back and unlocked the back door. He got inside the car and shut the door.

I noticed that he was wearing sweats, and wondered what exactly had happened in that house over the last few hours. I mentally reminded myself to videotape a full confession of the boy later, explaining exactly what had happened when his parents had gotten home and seen him tied to the bed wearing the tight black shirt that said �Whore� on it and the little white spandex shorts that were probably supposed to be worn by a 14 year old girl playing volleyball. They were stretched so tight around his crotch that his little shaved cock made a large bulge. I wish I could have been there to see the reaction of his mother and father.

For now, I turned the camera to face the boy. He was sitting quietly in the back seat, his head hanging low as he stared down at the floor of my car. I pointed it at him for a few moments without him noticing and filmed the small, thin teenager sitting there cold and scared, then shut it off.

�Boy, I see that you have made the right choice. I hope you know that you are totally my property now, and that all of the perverted, painful, and horrible things that I've been doing to you so far are going to continue for as long as I want. In a few moments I'm actually going to allow you to talk, so listen very carefully to what I'm about to say.�

I grabbed the boy roughly by his neck and squeezed it tightly with one hand while yanking his hair back with the other, forcing him to look me directly in the eye. In this car was the first time he had seen me without a hood covering my face. Looking at him coldly, I spoke firmly and without emotion.

�You are my possession now. I own you. You are going to do whatever I tell you to do, right?

The boy nodded his head up and down, knowing that he wasn't allowed to talk until I told him to.

�I am going to turn on this camcorder and point it at your face. You are going to look directly into it and say your full name, your age, and your parents home address.�

The boy nodded his head up and down as he listened.

�You are then going to say that you consent to become a 24/7 slave to me, and that I permanently own you. You are going to say that you like being tied up and abused by older men, and that you will let any man who wants to abuse your body have full and total access to do whatever they want to you, as long as it's OK with me. You will tell the camera that you want nothing more than to be abused and bound and fucked in your little teenage mouth and that tight little asshole of yours. Do you think you can remember that?�

The boy nodded his head.

I took the camera, pointed it at him, and turned it on. He began to talk, but his head was still bowed in shame. I shushed him, then I put my hand under his chin and raised his face to meet the camcorder head-on. In the camcorder viewfinder you could see his face being lifted gently towards the camcorder by an obviously older and mature man's hairy arm, but nothing more. This was the first time he had been allowed to speak in my presence. His voice was high-pitched and very soft, almost like a young girl's. I nodded and he began to speak.

�My name is Jesse Rogers. I am eighteen years old, and my birthday is March 3rd, 1994. My parents live at 5429 Birmingham street in Royal Oak Michigan.� He paused.

I gave him a very dark and somber look because of the pause, and then I saw tears begin to form in his eyes. It was at this moment that I knew I had total control over this little teen boy. Not wanting him to cry on camera, I smiled at him and saw a calm look enter his face. He began to speak again.

�I give my full consent to become a 24/7 slave to my master, and he now permanently owns me. I enjoy when he ties me up even though it hurts a lot and gets really scary when he blindfolds me, and I love when him and his friends abuse me and choke me and put their cocks into my throat and my asshole. I promise that every man who wants to fuck and abuse my body will be allowed to do whatever they want with me as long as it's OK with my master.�

The boy fell silent. I turned off the camera and put my large hands around the boy's soft neck. As I felt the smoothness of his eighteen year old skin on the palms of my hands, I began squeezing his throat tightly while I looked him in the eyes.

His face began to turn a dark purplish red and he started gasping for air and struggling around on the back seat, terror growing in his eyes. I held his throat tight and yelled loudly at the little teenager who was struggling not to pass out.

�You forgot the best part boy. I'm going to turn on the camera again, and you are going to look right at it and say that you want nothing more than to be totally abused by as many men as possible. Say that you want to be bound and fucked hard in your throat and asshole. Tell me that you want men to choke you unconscious while they fuck your shaved little eighteen year old body. Say that you are totally worthless, that you were born to be a slave to a man, and that you will do anything I say.�

I released the boy's neck as he began to lose consciousness and he slumped over in the seat. I leaned over the front seat and slapped the boy hard repeatedly on his cheeks and face until he fully regained consciousness and sat up in the seat. I turned the camera back on and zoomed in on the boy's face, which was now bright red from getting choked almost to the point of blacking out and being slapped so hard over and over. The boy began to speak again in a very submissive, pathetic voice.

�I want nothing more than to be totally abused by as many men as possible.�

I nodded.

�I want to be bound, and then fucked hard in my throat and my asshole.�

I felt my erection growing in my pants.

�I want men to choke me unconscious while they fuck my limp little eighteen year old body. I am totally worthless. I was born to be a slave to a man. I will do anything you say.�

With that, I turned off the camera and took the hood from the front seat. It was a very tight leather hood with only a large mouth-hole. I put it over the boy's head and strapped it tight around his neck, plunging him into the familiar darkness. I took my handcuffs and secured the boy's wrists tightly behind his back, then I took a thick leather dog collar and strapped it tightly around the boy's neck. I leaned down and attached the collar to an O-ring I had installed in the floor of the back seat. I then drove straight for home.

Arriving at my place, I parked and got out of the car, then went around the side and opened the rear door. The boy was curled up in the fetal position with his neck attached tightly to the floor. I reached in and unlatched his collar, then roughly dragged him out of the car. I walked him to my front door, opened it, and led him inside.

I closed the door behind me, and turned to face the boy. He was wearing a sweatsuit, the collar, and the hood which made him look like the perfect example of a helpless young boy. I grabbed him by the hair and dragged him roughly towards the basement.

Once we reached the basement room I got behind the boy and pushed him so his face was pressed tightly against the concrete block wall. I tugged his sweatpants down to his ankles and was amazed at what I saw.

The boy was still wearing the little white shorts I had put on him this morning! I reached down into the back of the shorts with one hand and felt my huge butt plug still in his asshole. He must have had in the entire time, so I put my hand around it and slowly began to work it in and out of his cute little bubble butt as he began shake and cry. After moving the plug around in his ass for a moment, I grabbed tightly and pulled hard.

I felt his asshole try desperately to keep the plug in, so I pulled harder until the boy began screaming and I heard a pop as the plug came out of his ass. I pulled it out of the white boy-shorts and threw it in the corner. With my other hand, I reached down into the front of the shorts and grabbed his hairless little cock. He still had the tight cock-ring on his hairless little teenage penis but it had gone kind of soft.

I knew he was still on the two Viagra, so I began to fondle him with my one hand while the other was holding his head tightly against the wall. I could feel his soft little cock getting harder in my hand and I squeezed it tighter and tighter until it was rock hard.

I could hear the boy whimpering through the leather hood, So I leaned in behind him and put my elbow around his throat, holding him tightly against me as I abused his teenage cock. Putting my lips to his ear, I whispered to him.

�It turns me on so much to see how scared you are boy. I am so glad that you chose to become my slave. I can't wait to see how the torture affects you, I'm going to do things to you that you will never forget.�

I felt as the boy's muscles became rigid, and his body began to shake.

�I'm going to choke you now. I'm going to put my hands around your neck and choke you until you are unconcious. Then I'm going to hang you by your collar from the ceiling. I am going to slap your body until you wake up from the pain, and right when you wake up I am going to force feed you the stimulants that I kept you on all week, but I'm going to give you a very high dose. After that, I am going to invite all of my friends over to have a little party. I am going to fuck your throat with a dildo until you can't breathe while my friends take turns fucking your little asshole and shoving toys inside of you.�

The boy was sobbing heavily through the hood, and as he cried I ripped the rest of his clothing off of him. Once he was nude, I unlatched one of his wrists and quickly re-latched it in front of his torso. I grabbed hold of the boy and lifted him a few inches off the ground, then attached the tight handcuffs to the large hook I had in the ceiling.

With the boy hanging by his wrists, I stood behind him and noticed that with the him hanging at this height, my cock lined up perfectly with his ass. The boy was crying loudly through the mask as I stuck my fingers into his mouth and gagged him while gathering up his saliva in my hand. I reached down and coated my hard cock in the teen's saliva, then grabbed him by the hips and slowly pushed myself into his hairless asshole as the boy cried and moaned

Once I was as deep as I could get in the boy, I took one hand and reached around the boy's smooth waist and began masturbating his little shaved cock. The boy was still crying, but I could tell he was becoming more calm. I wanted to make the boy terrified, so I squeezed his cock extremely tight as I began to fuck his asshole as hard as I could. The boy began flailing around and sobbing louder, and as I fucked and groped the teen I took my other hand and brought it up to his neck.

As I fucked the boy brutally, I began to choke him by his throat, stopping his airflow and sending his body into a state of panic. I was getting very close to cumming, so I choked the boy with both hands as tightly as I could and felt his body begin convulsing. As he struggled and shook, I felt his asshole begin to tighten around my cock every time he tried to breathe. As his asshole convulsed around my cock, I felt his body begin to grow limp.

Just as the boy was making his last attempts to breathe, his asshole clenched tightly around my cock and I couldn't hold back any longer. I gave the boy's throat a last squeeze and felt his body go slack as I pumped my cum deep into his eighteen year old ass. With the boy unconscious, I slowly pulled out of him, then grabbed a large leather belt and began slapping him all over his body. When he woke up, I wanted every inch of his body to be in excruciating pain, so I spent a good ten minutes whipping the boy's hairless body as it hung from my ceiling.

By the time I was finished, the boy had dark purple welts running up and down his entire body. I took a few pictures of the boy, then went upstairs to print them and put them in the mail to be sent to the boy's parents. Along with the pictures, I had previously written a well though out thank-you note to this boy's mother and father. I read the letter to myself out loud.

�Dear Mr. and Mrs. Rogers,

Thank you so much for raising such wonderful son. He is everything I could ever want in a teenage boy-slave. I have included several photos that I have taken of your son since he left your home to live in my basement and be a fuck-toy for my friends and I. He will be kept in severely painful bondage whenever he isn't having his throat or his asshole fucked, will be permanently collared.

I hope you enjoyed finding him when you arrived home from your vacation. Being tied up in your home was entirely his idea by the way, he didn't know how to tell you his true feelings about his love of submission so he decided it was best if you just found out accidentally.

He is mine now. I am going to abuse your son in every way I can think of. I'm going to put a plastic bag over his head and tape it tightly around his neck, then watch as he struggles to breathe. I'm going to take him to an adult movie theater that I know of, and I'm going to chain him by his arms and legs to a small table, then videotape different men fuck him in his ass until he screams. When he screams, a man will shove his cock deep into your son's throat and hold it there as he gags and slobbers all over it. I am going to attach muscle stimulators to your son's shaved little teenage body and turn the electricity all the way up. I can't wait to see his little body tied tightly to a table, convulsing as the stimulators torture his weak muscles until he can't even stand. I am going to take your son to Mexico with me the next time I go too. I've been wanting to make him fuck different things, and I know some men in Mexico that can help me with that.

Anyway, thanks again for raising the best slave a man could ever want, I will use him well.

Sincerely,

Master

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1
Anonymous
@confessions
03 Jan 2017 10:27PM
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My current female partner is frigid, I've been curious for quite some time, so out of frustration I decided I would try and find out 'how the other half live':

I joined Cottaging.co.uk and was fairly quickly contacted with compliments on my cock pics, and was contacted by a guy a few towns away that was interested in all sorts of fun; the real 'deciders' were that he wanted to play with me in my Pretties, and he sent me a set of pictures of him and his Fucking Machine! He was to be the Dom on our first meet; I pulled up to his house with the instructions not to knock, just to walk in - he would be in the living room waiting for me. He wanted me to arrive 'normal', then go and shower and remove all body hair below the waist, then dress up for him, then we'd start playing. Sounded good; gave me time to mentally prepare for this thing I'd never done before whilst preparing physically and with my clothing.

However he was naked on a reclining sofa, watching gay porn on a laptop when I arrived - not sure what I expected, but I got over the shock and sat next to him at his invitation - me on his right, still fully clothed in work gear, his laptop to his left, and him slowly stroking his (fairly small 4 and half inch) cock. The scene on the laptop had literally just ended and a new one in his playlist began, with the inevitable touching leading to sucking on-screen. He took my hand and wrapped it around his cock in line with the on-screen action, so I stroked it for him - shocked to be doing it so suddenly, but hey - that's what I was there for really, right!? Maybe I should have suspected something when his now-free right hand started carressing my back, but I'd never been in this situation, so what seems obvious now was all new at the time. As the guy on-screen went down and engulfed his partners cock, this guys hand grabbed the back of my head and pushed me down onto his cock, removing my hand to free the way - just like that my mouth was full, his balls were pressed against my cheek, and using my hair and his hips he was fucking my face. Just like that. No warning. And the biggest shock was that I LOVED it! I gagged a few times but stayed there, basically being used, until he pulled me up off his cock and told me to go and get ready. So I used the shower and liberally coated myself in Veet, removing all necessary hair, then dressed, and finally flushed using his shower head as an enema to prepare my ass for action.

A Sissy Slut padded back down the stairs in black stockings, suspender belt, Corset and see-thru mesh knickers with turquoise lace, matching the turquoise mini skirt I borrowed from my partner's wardrobe. He nodded approvingly, shut the laptop, and told me to go to his room with a swat on the backside for being a 'naughty girl'. Once there he bent me over the bed and spanked me a few times - not my thing but obviously his, and this is about both of us enjoying it - then he pulled the knickers down to mid-thigh and licked me from behind, from cock tip to ass-crack and back. He sucked my cock into his mouth from back there until it was excited enough to spring forward out of reach, then he just feasted on my asshole! I've been rimmed before a few times by females, but this guy just went to town! Up and down, round and round, and fucking me as best he could with his tongue - I almost made a mess right there and then! I'm not really a vocal lover, not known for moaning too much, but he had me gasping and moaning and whining throughout! It was incredible! He inserted several fingers at various times - I have no idea how many I was just tingling so much - but I felt pretty full so it was obviously more than one or two. Then he had me lay down on my back because my legs were going, my knees were weak, I was about to collapse on him! He continued his licking of my ass and my cock, now he had access to it again, and was inserting fingers, toys, beads, and even three pool balls at one point! He literally potted the 8 Ball in me! I was just so lost in my pleasure I lost track of what was going where, or when - it all just felt so amazingly good!

He let me recover for a while, whilst he set up his fucking machine and attached his biggest attachment - the big fat 8 inch realistic cock. He lubed it, and me (not really necessary for me, I was already a slippery mess!), set the machine at it's furthest reach, and then on all fours I backed onto it full length until its plastic balls were pressed against my own. Then he set it moving and the feeling was heavenly! We started slow but he was soon ramping up the speed, much to our pleasure - me feeling it and him seeing it disappear inside the cross-dressed Sissy Slut he had under his command and control. At this point I was on all fours, but slouched down on my elbows - kneeling in front of me he lifted my chin gently until I was back up on hands and knees and just inserted his cock into my mouth until his balls were against my chin. I closed my mouth around him and sucked and licked and swallowed as much of him as I could, LOVING being spit-roast between this Master and his machine. He gradually turned the machine up to maximum, elliciting grunts and groans from me around his cock, his fucking machine pounding my ass with a full 8" cock at 180 strokes per minute - 3 complete strokes in/out per second! I felt him tremble and he grabbed my face either side with his hands and held me there - not that he needed to - by this time this Sissy Slut was going nowhere until he was as pleasured as I had been! He grunted and jerked, and I felt his cock swell and pulse as he came in my mouth and throat and I swallowed every drop, keeping him in my mouth until he shrunk away and fell out with an audible 'plop'. The machine had gradually been stopped in the meantime and I just fell forward, sliding off the monster in my ass, collapsing on my side with a big grin on my face.

He was looking around the floor underneath where we'd been, looking puzzled - "where did you spit the cum?" he asked - "I didn't spit it! After all you've done for me it seemed rude not to swallow!" - I was proud of myself for that, and his smile made me realise he was too. We cleaned up, put the toys away, I dressed, and I left with the hope we could play again but I've not heard from him since. But I'll never forget that night of firsts!

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