Becoming A Sissy Part 9 free porn video

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Things between Tom, Mandy and Sissy evolve. Also, Sarah decides to throw caution to the wind.


Across town Sarah was just finishing another unsatisfactory fuck with Kevin which was driving her crazy. Ever since her night with Julia it was like the God of Sex had flipped a switch, making her insatiable. She supposed that a lot of women would view Kevin and his penis as completely acceptable. But her experience with King Kong (she smiled at the thought) and Julia's stories of Tom's massive manhood meant there was only one thing she was thinking of. To get Tom inside her, as soon as she could.

She rolled off Kevin, and he immediately fell asleep. She decided to get in touch with Julia and see if she could go around to hers. Julia responded quickly "I'm not eating his cum out of you :-)" Sarah laughed, she definitely was fixated on a massive cock, but Julia certainly knew how to turn her on, and she would always be grateful to Julia for helping her realise her own sexual needs.

When Sarah arrived at Julia's she told her how fixated she was getting on Tom. Julia nodded in understanding. "It's bound to happen Sarah, it's clear that your body is built to be satisfied by the greatest specimens of manhood available, there is simply no point you wasting your sexuality on inadequate men. What do you want to do about it?" Sarah responded tentatively "you know that video you helped me make for Peter……………………?" Sarah burst out laughing "you're right, subtlety will get you nowhere, let's let Tom know what he is missing"

A few minutes later they were in Julia's bedroom. Sarah's cunt was still wet, both from Kevin's cum but also from her own unsatisfied sexual need. Julia set up some lighting in the room so Tom would be able to see everything. Sarah didn't really need to think about what she was going to say, she had been rehearsing it in her mind for the past few days. "Okay we’re ready" said Julia.

Sarah knelt on the bed with three dildos of varying size in front of her. She started "hi Tom, rumour has it that you have a very big cock "she said smiling. Picking up the smallest of the dildo's she held it at the entrance of her cunt and lowered herself all the way down. "That seemed too easy, I'm sure you're bigger than that" with that she took the next dildo which was bigger than the average man and again lowered herself onto it in one movement. "It's got to be bigger than that, it slipped in so easily" she winked at the camera "I wonder if it's as big as King Kong?" She lifted the grotesquely big dildo, which still reminded her of a horse, and held it in front of her body, so that Tom could see how far it was going to penetrate. "Are you this big Tom?"

With that she placed the massive cock head at the entrance of her cunt and looking directly into the camera lowered herself onto it, inch by inch. When all but the base had disappeared inside her she said "oh yes, that fills me up properly" with that she started raising and lowering herself onto the dildo. At first the movements were small, a few inches at a time. As she started to feel her orgasm building she gradually increased the size of the movements until by the end she was lifting herself off so that Tom would be able to see the head of the dildo before it was slammed back inside her body.

At the same time her gorgeous massive natural tits were bouncing up and down in a way that was driving Julia crazy. At one point Sarah grabbed one breast and started sucking on the nipple. The only sounds that could be heard were the dildo's sloppy invasion of her body and her panting like a wanton slut. Her orgasm kept building until she was no longer able to stay upright. Lying back on the bed with one hand jamming King Kong inside her and her tits bouncing up and down she rubbed furiously at her clitoris and within seconds she was exploding her cum all over the bed. She screamed in ecstasy pounding and rubbing as her fluid drenched the bed. It was all Julia could do to stay behind the camera, and not crawl up the bed and get showered by Sarah's beautiful cum. As Sarah's orgasm subsided she stayed panting on the bed her chest rising and falling with her heavy breathing. She left the giant rubber penis where it belonged. When she got her breath back she looked directly into the camera saying "So Tom how big are you?"



Tom's.

Tom was woken by text message coming enormous phone. He smiled to himself as he looked at Mandy on one side and sissy on the other. "This is the life" he thought.

He picked up his phone as the girls decided to go to the toilet. Interesting thought Tom even sissies and women go to the toilet together. He opened the message and for a moment couldn't quite believe what he was seeing. There was Sarah squatting on a bed with her big beautiful tits hanging freely. He hit play on the video and was transfixed by what unfolded over the next 10 minutes. One thing after another left him speechless. When Sarah lowered herself onto the huge rubber dildo he could not quite believe it. And then watching her fuck it with her tips bouncing up and down, gave him an immediate erection. He was astounded when he saw Sarah ejaculate like a broken fire hydrant. It was the sexiest thing he had ever seen, and he knew that his own sexual adventure was not over.

The ladies came out of the toilet and seeing their masters erection immediately started serving their master. Tom was focused on replaying the video, so was just aware that if one mouth was on his cock the other was on his balls, and it felt magnificent. He played and played the video each time gazing in wonder at Sarah's magnificent orgasm, pounding her cunt with the huge dildo, her tits bouncing and finally the massive ejaculation. While it wasn't their place to ask the bitches sucking his cock were curious. Tom had a decision to make. After watching the video one more time he decided to show it to the cock suckers.

Here ladies, you've got some competition. As the video played the ladies slowed down their ministrations so that they couldn't miss any of the action. They could not believe what they were seeing. When they saw the completion of Sarah's orgasm they both had a sinking feeling in their little lady tummies. While she continued to pleasure daddy's balls, sissy was heartbroken. "He'll never choose me over her" he thought and started to cry a little. Mandy reacted differently and again buried Tom's cock deep in her throat and looked directly into his eyes, daring him to ditch her.

Tom, feeling the power of having three wanton sluts begging for his cock, short another load into Mandy's mouth. "Don't swallow anything, I want to see you guys swapping my cum" Mandy was very careful not to swallow the large load which was in her mouth. She raised her head, and sissy lying with her head on Daddy's thigh opened her mouth to receive her prize. Mandy slowly dribbled her mouthful of cum into Sissy's mouth, and so they swapped it mouth-to-mouth for the next couple of minutes. All the while daddy was recording the horny scene in front of him. "Okay let's have some kissing" he directed, with that Mandy and Sissy kissed each other, their tongues invading each other's mouth, swapping the cum. Some of it dribbled down their chins and onto their chests, "that's the money shot" daddy observed, "okay, it's time for your breakfast, you can swallow now" with that they both swallowed what was in their mouth, and then scooped up what was on their chains and faces taking care to swallow that as well. "Fuck me" daddy thought "what other kinky shit can I make them do?" Then he remembered he would always have X Hamster to inspire him.



When they had cleaned him up he took them aside one by one, telling Mandy that he would be in touch with her in the next couple of days as he needed her help. Still tasting Daddies cum in her mouth she nodded appreciatively and left.

He was aware that Sissy might be less resilient than Mandy so he took Sissy by the shoulders and looked deep into her eyes, saying "I know how much you have done in order to please me, you have pleased me a great, great deal, however to be my sissy there are some further steps that you need to make" Sissy nodded appreciatively though she was uneasy looking directly into daddy's eyes she said "whatever you want of me, I will give you". With that Daddy said "go home, I'll be in touch"


Tom knew that the key to the next few days, was to do nothing. He knew that if he contacted any of his sluts that they might start taking him for granted. What he needed was for them to doubt that he wanted them so that their desire and suggestibility would increase. He knew that Sissy would do anything for him, and he had some thoughts about what he would like. He felt he understood the conflicting roles between Daddy and Sissy. Essentially, all he had to do was think about what would give him the most pleasure which given Sissies utterly submissive feminised nature would give her pleasure.

Mandy was a little different. Sure, she was the epitome of a dumb bimbo, but he had noticed a little spark in her. After all she could be anybody's Dumb Bimbo and have an easier life, though admittedly his cock was probably the deciding factor. While he could probably turn her into another sissy, he already had one of those. He would have to think about what her role would be.

He thought a lot about Sarah and he had to say he was very pleasantly surprised. While he knew her somewhat from his old friend Peter, she always behaved in a very buttoned down controlled way. While he had on occasion thought about fucking her (those tits), he never thought it would happen. And yet now he had a video on his phone of her behaving like a whore. He thought about her smoking hot body and knew that for him her beautiful big natural tits made her a must have. But what role would she play in his harem?. He replayed the video again and noted the implicit challenge in Sarah's final comment "So Tom how big are you?" that was very interesting he thought, while on the one hand she was very happy to beg for him, on the other hand there was still that slight air of superiority "so Tom how big are you?"

In that question, Tom could hear every snotty condescending bitch he had ever been with. While all of them appreciated what he was able to give them (his enormous cock), at some point or other they felt entitled and as a result thought more about themselves and their needs than they did about his. Tom had learned from experience. He was the Daddy and the Master because he had the one thing they all wanted a massive beautiful cock with huge spunk filled balls and 100% alpha male masculinity. "yup" he thought "I'm going to have to humiliate Sarah before she gets her mouth, ass or pussy near me"

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THE SISSY-MASTER CHAPTER 1 I have read many tales and stories on this site over the years; some of them 'autobiographical' and some of them complete fantasy. It strikes me that most of the stories have been written by the, either real or wannabe sissy girl and therefore is 'her' fantasy from a sissy's perspective. So I have written my stories of my experiences, beliefs and methods from the perspective of the male. This is for the REAL MEN that read this site, a guide to the...

2 years ago
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The Sissy App

The Sissy App 1. Setup "This is the longest user agreement I've ever read!" thought Rick as he scrolled and scrolled through the hundreds of pages of legalese on his recently-downloaded smartphone app. The "Sissy App" User License Agreement was indeed voluminous, containing numerous sections detailing the GRA Software Corporation's exemption from penalties, payments or legal requirements, granted by authorities or statutes, for any harm that may come to a user when using the Sissy...

3 years ago
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A Sissy called Jezebel Part VIII

A Sissy called Jezebel Part VIII - Jezebel has returned to hir classes at Templeton Academy: where young womyn become dominatrixes and sissies are crushed into submission. We are all getting an education on the Matriarchy in hir sissy life skills class. (Authors note: We are definitely at that world building point, where I really let my imagination fly off the hook. I am throwing out a lot of ideas, but hopefully in...

2 years ago
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Adult Sissy Little Girl World

Journey Into A Special World My name is Hannah Stone. I've been a reporter for a newspaper for years. A couple of days ago I ran into an old sorority sister and good friend Linda Hart. It's been a few years since we last saw each other and we decided to do lunch together. At the beginning of lunch we had the usual light chat. Then we sort of got on the serious side of chat, when I asked Linda how her marriage to Bob was going. "Oh, Hannah I divorced that bastard years ago. He was...

4 years ago
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Forever Her Sissy Chapter 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. I Absolutely love reading the reviews that you wonderful readers have been leaving, please, please, please continue to write and post...

1 year ago
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Training Sissy Michelle

I first became aware of "Sissy Michelle" back in the old Craigslist days. She would pop up in the T4M section, advertising herself as an older but very horny sissy looking to serve a group of kinky guys. She said she was interested in all sorts of kinky stuff, everything from group sex to watersports to hypnosis and lots and lots of bondage. She practically begged to be photographed and blackmailed into doing all of this. Here's an example of one of her ads that piqued my...

4 years ago
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Tweak Chapter Four Whats A Sissy To Do

What makes a sissy happy? What makes a sissy's Mistresses happy? It's complicated. Author's note: Although I'm posting this in serial form, I assure you, dear reader, this humble offering consisting of eight chapters, is complete. "Tweak" By: Simonne Danielle © 2008 - 2010 All Rights Reserved Chapter Four - What's A Sissy To Do "You have made your Mistress very happy, sissy Simonne. Let's see if we can't make you just as happy." She led him to the bedroom...

2 years ago
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Cocky Weewee Peepee Sissy Slut Training The Bladder Test

This is one of the sets of stories I am currently writing. The set is called Cocky, Weewee and Peepee Sissy Slut Training. These sissies are in the hands of Mistress Katrina, Mistress Heather and Mistress Satin. Sometimes Master John and Master Rick are involved in their training. Many situations await them. MANY! If these stories succeed I will add some prequels and sequels. Hope you enjoy it! English is not my native language! I will do my best! Sissy Joan Cocky Weewee and...

2 years ago
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Good Sissy Girl

Good Sissy Girl. I kept pressing myself backwards. Not much further to go now, I could feel the flare really stretching my lips now and that meant I was almost there. As the plug's biggest width popped past my sphincter and went all the way in I shuddered all over. It felt so full. It felt so good. "That's a good girl. Allll the way in..." my Mistress purred at me. I loved seeing her this excited. I loved turning her on. I loved that transforming myself for her turned her...

3 years ago
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Sissy School Part 3

SISSY SCHOOL - PART 3 By Missy Crystal After Sissy Heather had swished and drooled a couple of more times, she began to give me gentle nibbles and licks to clean the cummy residue on my lips and chin. After the kitty bath, she stood up. Since her crotch was now at my eye level and since her short skirt exposed her frilly panties, it was obvious that I wasn't the only one that got turned on by her sucking my dick. She must have been aware of it too, because she pulled her panties down...

2 years ago
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Sissy tasks

Your First Sissy AssignmentThis is your first step on your journey into femininity. A journey that will change your life. You will be humiliated and embarrassed. Most of all, you will be feminised. If you don’t intend to follow all of these assignments to the letter, then turn away now.Your first assignment is to buy yourself a pair of panties. Be sure to measure your hips before you set off. You will go to a smart department store or, better still, a specialist lingerie shop. How exciting – a...

4 years ago
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She Found a Sissy

She Found a Sissy ? by: Donna Sash She had been working at Bardwell's for the last 10 years. Five years ago she Had moved to the scarf counter and had been there ever since. Sales had gone up because she really likes it here. From the time she was a little girl she always loved wearing a scarf with her outfits. Now every day she wore a different one on the job and it helped sales. Women reacted well to someone who believed in their product. Some women just wore a scarf...

4 years ago
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100 Sissy Points

Author's note. This is a work of erotic fiction, so if this offends you, please stop reading. Also, most of what's described in this story wouldn't be ethical or legal, but again, I remind you that it's fiction! I hope it's good-and-kinky fiction, and while I wish something like this had happened to me, once again, it's only fiction. Some readers think that my stories are autobiographical. I wish! Also, a fan of my work suggested this story concept. Feel free to message me if you have...

4 years ago
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Welcome Your Now a Sissy

Are you ready?Are you ready, princess?It's finally time. It's finally time, princess. It's time to begin. Are you ready? I think you are, princess. I think you're ready. I think you've been ready for so long.You've been ready for your whole life princess.It's time to drop the mask and be who you are. Who you really are. What you really are. No more lies, princess. No more games. It's finally time to reveal everything.It's time to reveal the sissy.That's right, princess. You are a sissy. Say it...

3 years ago
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Femocracy A Sissy Maids Tale

The year is 2050 and women rule the world. I should really follow this statement with a sinister laugh but there was nothing sinister in the current situation. There was no bloody coup by women to overthrow man, there was no war waged by man to wipe himself out, no it was mother nature who took a hand in helping women find there rightful place. Things started changing from the year 2012. Gradually women began to realise that they could read minds. They could easily read the mind of a man...

2 years ago
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A sissy called Jezebel Part II

Part II - Jezebel goes to school, the Templeton Academy: where young womyn become dominatrixes and sissies are crushed into submission. We meet some of hir friends, hir Instructresses, and hir bullies. I exit the gate and head to the main road. We live in a giant gated community, with families that are only 'in the know.' Families that have sissies or otherwise dominate men. A sissy waiting for the school bus, is just something you see. No biggie. One of my neighbors, Dorcas,...

3 years ago
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407am Sissy

My phone buzzed at 4:07am. I roused myself from sleep to look at the text message because somebody only sends you a message that early in the morning when it's important. I was right. That text message would be the start of a life-changing series of events. It simply read "Good morning, sissy slut." It was followed up by a picture of me, on my knees, wearing a bra, panties and stockings while sucking on a very hard cock. A second picture followed showing my open mouth, filled...

1 year ago
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Milking Sissy

The bondage wasn't necessary. The straps are there really as more of a ritual and now something I took comfort in due to its familiarity. My make up wasn't necessary either. Well, not really. But I no longer face the day without having at least some lipstick on. Thanks to what my Master had tattooed, I usually don't need much more than that. When it's time for my milking however, I like to make sure I'm as pretty as I can be. Especially if my Master decides to make use of me while...

3 years ago
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Unexpected Sissy Transformation

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
2 years ago
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Becoming a Sissy Slut 5

Standing outside a gay bar under a street light with several loads of cum in my ass , plugged with a large bead necklace , wearing my very slutty outfit , I see a Dodge Ram truck cruising passed with the windows down. The two people in the front are both staring at me so i arch my back push my ass out , fake tits , sexy pout ..... they stop and ask if i want to take a ride?I reply with a smart ass comment. The guy in the passenger seat replies but i can't hear him so i move next to the truck...

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