Daddy's Little Sissy Cock Sleeve. free porn video

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I stirred as I felt my bed suddenly shift with the weight of someone crawling up from the end and between my legs. I’d slept so peacefully, as I do every night when my Daddy Dom locks my wrists and ankles to the corners of my bed in leather lined steel resrraints, face down, with my little sissy pussy filled with his cock. He fucks me to sleep, and keeps me covered like a security blanket till I’m soundly dozing, then he slides out of me and fastens the translucent pink plastic panties around my waist. He doesn’t bother with diapers… he used to, but he says he likes the way it looks when his cum finally leaks out of my pussy and begins to spread between the tight plastic panties and the baby soft smooth skin of my bubble butt. He also likes how pathetic my locked up clitty looks locked away in its chastity cage through the cum stained plastic underwear.

He teased about having it removed, but decided against it, saying that it is much more enjoyable to watch me squirm and whine about how hard it gets sometimes when he’s fucking me on camera and broadcasting to the world what a silly little sissy faggot I am. Not many people watch, which he would say that I was lucky to have an owner like him, because nobody has any interest in silly little sissy faggot who only wear pastel satin and lace and sissy satin dresses and exotic lingerie. Real girls, even gay crossdresser had better taste than me and had real big girl clothing to wear for men.

I was just eternally naughty and needed constant discipline, and he was the perfect man to keep me under strict control at all times.

“Sissies like you need a constant source of cum. Don’t they? Otherwise they just hump whatever they can until their clit make messes in their cages and panties.”

“Such a faggot. Can’t even sleep unless she has her cunt pounder and filled with cum before she sleeps. Worse than a baby needing a bottle.”

Everything he said was true.

Which was why I hid my face in the pillow to conceal my smile as I felt him unfastening my plastic panties and folding them down.

I could tell he was barely awake as he crawled up further unto the bed and positioned himself behind me, promptly collapsing onto me and pinning my body down into the pastel colored satin sheets that covered my bed.

“Open up, faggot.” Was all he said as I felt one hand pull my head back, exposing my face, and his other guiding a large panel style gag toward my lips.

Unceremoniously, he stuffed the leather gag into my mouth, filling it completely as he pressed the face panel firmly against my cheeks and lips, sealing them. With his other hand, he let go of my forehead and let the weight of my head fall forward and push the gag even deeper into my mouth; it practically silenced me completely. Even my loudest whimpers and screams would come out as faint whistles through my nose when he gagged me like this.

A few seconds later, he had fastened the thick strap around my head and locked it shut. I was completely helpless on the bed as he lifted himself up and I heard the crack of a lube bottle.

At least he lubed himself up in the mornings…

I smelled like warm cum still even this morning with my ass exposed to the air now. My cunt was already pulsing though, both in anticipation of the early morning fuck my Owner was going to give me, and how terrible it was going to hurt as he wasn’t even going to loosen me up first, or even pop me.

Sometimes he would force poppers onto me if he was feeling generous, so that the brutal fucking he was going to deliver would traumatized me as much.. or if he was feeling sadistic and was planning on fist fucking me. He loved how I responded to them, saying they turned me into the nastiest faggot cum slut he had ever had the pleasure of abusing.

Buy not this morning. He wanted me to feel his massive cock breaking me open, and feel my helpless body writhing and screaming underneath his body as he bred my pussy bareback.

“You’ll need a shower after this. My friends are coming over today to play with you. You are going to be an obedient little cock sleeve, aren’t you, faggot?”

I nodded and then immediately winced my eyes shut and wailed into my gag as I felt his cock literally slam into my unstretched pussy like some kind of laser guided missile.

The pain was so deliciously perfect as my wrists and ankles tensed and jerked pointlessly against the steel cuffs and the chains they were padlocked to.

4 thrusts…. 20 thrusts.. 40? 100?

His assault on my hole was relentless, never easing up once the entire time. Harder and impossibly deeper… the pain shifted to pleasure, and I felt my cage suddly fill with my own cum, even though I didn’t feel an orgasm.

It had all happened in less than 3 minutes.. the gag, the assault on my sissy cunt.. and then the explosion of warmth I felt spreading out deep inside me as he groaned and slowed his thrusts to a stop.

As he pulled out, I could feel the cum flowing back toward my hole, looking to evacuate from my body when suddenly another super sharp pain slammed into my gaping fuckhole.

I screamed into my gag once again as I realized Daddy had forced his largest plug right into my juicy cum soaked ass, sealing all his hot cum inside me. The plug was almost as large as both his hands when he clasped them together to form a single fist.

He raised up from the bed and went to my toy chest, though I couldn’t see him, I knew what was coming next as I recognized the sound of latex and buckles.

He crawled back atop of me and alternated between turning and facing my head from side to side as he inserted super thick soundproofing earplugs into my ears, effectively rendering me deaf.

This way promptly followed by him pulling my head up once again, but this time stretching my thick white latex sensory deprivation hood down over my head.

It only took him a second to pull the strings taught, fasten down the straps that effectively blinded me, kept my mouth firmly sealed tight around the gag underneath it, and collared tight around my neck. 3 more clicks told me he had locked the hood in place.

I then felt him lean down over me, placing his face right next to my ear, speaking loud enough that underneath all my sensory bondage, his voice still sounded like a whisper.

“I’ve got 6 friends showing up just before noon, and they are going to crash here tonight. They are going to breed you over and over for me, and we are going to broadcast this on multiple porn sites so that tons of people can watch my little sissy faggot get her hole ruined… no sucking cock for you today, faggot. Your pretty little face stays sealed away, but your cunt… oh the sounds you are going to make in there..”

He patted my hooded cheek and left me there, still bound face down on the bed with an aching pussy full of cum, still dressed like a sissy whore in a shiny metallic gold lingerie set accented in delicate pink lace trim; a form fitting camisole and garter belt and nude lace top stockings… he pulled my pink plastic panties out from under me, slapped my swollen balls, still locked under chastity as they had been for the previous 3 months, and then left me there to squirm in anticipation of the massive day-long gangbang that would start up in just a few hours.

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An Unexpected Sissy Transformation My unexpected transformation actually began at the company Christmas party, when Jennifer, our HR Manager of all people, sauntered over to me with an odd smile on her face. "Merry Christmas, Sean," she said, never taking her eyes off my face. "Do you mind if I ask you something personal?" Here we go again. I am an out gay male living in Texas. I can't tell you how many women have quizzed me about my "fabulous" gay lifestyle. The truth of the...

1 year ago
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Sissy and Paul

The double ended dildo had appealed to her sense of humour and made her wet thinking about using it on me. Sissy and Paul Years ago life was very different to nowadays, for a start pubs shut at 10.30 unless they had and extension for special occasions, they had different bars such as the main or public bar, the lounge and sadly no longer, a room called the snug. This room was usually used by the 'older generation' or people who wanted a bit of quiet/privacy. We had married several months...

Mature
3 years ago
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Sissy School Part 6

SISSY SCHOOL - PART 6 By Missy Crystal The sissies flounced out of the kitchen in a train of swirling petticoats and went into the living room, which was also the classroom. I was the caboose, following Sissy Heather. As soon as we were all in the room, Mistress Mary appeared. Either she had ESP or she really was constantly monitoring us. Either way, I was glad I decided not to try anything for the time being. "Today we will have a deportment class," she announced. "Yeth, Mithtwith...

3 years ago
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Sissy Farm Chapter Sixteen

Sissy Farm - Chapter 16 By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's...

3 years ago
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Sissy School Part 4

SISSY SCHOOL - PART 4 By Missy Crystal Mistress Mary came over and stood next to us. To my surprise, her voice was calm. "The purpose of discipline is correction, not cruelty. There is nothing to be gained by punishing a sissy for behavior that cannot be improved and no profit in breaking her spirit by making her fearful of mistakes over which she has no control. I do not require perfection. Only that each sissy tries her best to be perfect. You have always done so, Sissy Heather."...

2 years ago
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My Daily Sissy Schedule Part 1

My Daily Sissy Schedule I met Daddy online a little more than a year ago. He lives about five hours away from me, but promised that despite the distance, he could help me become the perfect sissy slut if only I would agree to follow his schedule for me. I readily agreed, and started down the path to becoming his perfect sissy whore. Here's a peak at my sissy schedule, just in case there are any other sissies out there looking to add a regimen to their life. I wake up every morning...

4 years ago
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Forever Her Sissy Chapter 5

This is a work of fiction for your enjoyment and all the characters are fictional. Please practice safe sex, respect others limits and know that bondage and discipline can be dangerous if done to extremes. None of the scenes in this literature are meant to be reproduced in real life. Be respectful to all women and to local ordinances and laws. Forever Her Sissy - Chapter 5 The ride home was wonderfully uneventful. So many things had happened today, It had been confusing and...

2 years ago
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My Sissy Calling

My Sissy Calling Like many recent college graduates, I found it hard to get a job after I received my super-impressive English degree. Sure, the job market was tough and my degree wasn't going to open any doors, but part of the problem was that I still didn't have any idea about what I wanted to do with the rest of my life. I was looking for a calling--something to give my life meaning. I thought that I would find it in college, but it never came. Well, that's not exactly true. I...

1 year ago
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Sissy Farm Chapter Eleven

Sissy Farm - Chapter Eleven By: Beverly Taff List Of Characters. Me: Michelle - A Natural transvestite sissy. Janice: My Younger sister Aunty Bev: Janice and My mother's Sister. Mistress Janet: Headmistress of the young lady's academy Dr Shirley: My endocrinologist. Miranda: A very effeminate Sissy sales assistant. Miss Stern: Miranda's mistress who owns the shop. Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's brother.) James: AKA. Auntie...

4 years ago
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CDg Sissy Slut Cocksucker goes to local Adult Theater

I love dressing up whenever possible, which is not often enough. But, what I love even more is dressing up as a hot and wanton sissy slut cocksucker and then going to the local adult theater for some great XXX fun. I am not totally passable, but have been told my legs are fantastic and my ass is nice and tight with a hot tramp stamp just above my ass. Most guys say it's sexy as hell while they are fucking me. Fortunately, my wife had to go out of town for a few days and thereby giving...

1 year ago
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Sissy Emma is turned

Sissy Emma is turnedI had been a crossdresser all my life but completely in the closet and hidden from all my friends and family. To ease my tensions, I often chatted with people on line, at first with females and other crossdressers but as I got braver with men as well. I loved to chat with them and their strong demeanour made me feel even more feminine.I had been chatting with John for a couple of weeks, about my fantasies. And let me get this straight, that's all they were fantasies. I mean...

3 years ago
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My Sissy Schedule

Author's Note: Another reader request, this one from a fellow sissy who enjoys when I write about a daily routine that helps keep me in a sissy headspace all day long. She requested that it be detailed enough to seem plausible, should somebody want to start following the schedule. And of course, it should spiral out of control so that her sissy stick throbs in her panties. I'm always happy to oblige. I'm left wondering if I could actually follow such a sissy schedule. It would sure be...

1 year ago
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Forever Her Sissy Chapter 4 of 6

This is a work of fiction for your enjoyment and all the characters are fictional. Please practice safe sex, respect others limits and know that bondage and discipline can be dangerous if done to extremes. None of the scenes in this literature are meant to be reproduced in real life. Be respectful to all women and to local ordinances and laws. Forever Her Sissy - Chapter 4 More shopping? I thought to myself. How much more of this could I take. "Mrs. Karen?" I spoke...

2 years ago
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The Sissy Contest

Author's Note: This is a quick one off story written from a reader request. I was especially motivated to write this as a genuine sissy training fantasy, with the hopes that somebody would read it and use it as a blueprint IRL. That certainly got my clittly interested! Enjoy! And as always, please feel free to comment here or contact me directly at [email protected] xoxox Emshoninque The Sissy Contest My phone rang just after 3am-caller unknown. I normally don't answer...

2 years ago
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Crowd Sourced Sissy 3

PREVIOUSLY ON CROWD SOURCED SISSY: In part 1, a man met a sissy exhibitionist while on a trip to New York. She has a website (something like OnlyFans) where her admirers request that she perform kinky acts and tip her for posting videos of her completing these tasks. In part 2, the man decides to become a sissy as well. He travels to New York with visions of sissy in his head, but the anonymous Master who is controlling his fate has other plans for our poor sissy. Crowd Sourced...

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