Becoming A Sissy , Part 6 free porn video

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The story returns to find Peter in the aftermath of his mind blowing night with Tom, how would he react?


When Tom walked out the door and left me on my knees with my own cum stain on the floor, the taste of his arse, cock, balls and cum in my mouth I was stunned. The whole night was like a dream. Earlier in the day I considered myself to be a porn addict who would goon and wank for hours. Now? Well I had answered one question, this was more than a fantasy, the satisfaction I felt for giving such pleasure to such a magnificent Alpha Male told me my role in life was to be a sissy. I sat down in my chair, found my favourite Sissy Hypno video and jerked my little clit to completion. Then I did something I had never done before but which felt completely natural. I collected my cum in my hand, brought it up to my mouth and licked and slurped it into my mouth. If I was going to be a Sissy I had to get used to the taste of cum. While I enjoyed the taste and texture of my own, my memory of daddy's was that it was much richer and thicker which was to be expected, he was Alpha, I was Beta.


For the next four hours I sat watching sissy video after sissy video, observing how a good sissy worshiped an alpha male. I made mental notes of how I should crawl, swinging my ass and boy pussy from side to side, advertising my femininity.

I saw that to be a good sissy I had to know when to make eye contact and when not to. It wasn't that difficult. When I was serving my master with my mouth I should always look deep into his eyes, communicating how grateful I felt that he had chosen the. Otherwise when Daddy was talking to me I should lower my gaze to his cock and answer it. It felt invigorating but after all these years of trying to steal glances at Tom's magnificent manhood and not get caught, that now I didn't have to be secretive, but I had to do is worship it like the God that it was. I fell asleep and dreamt of Daddy.

The next morning my mobile phone woke me with shock. I picked up my phone, not really looking at who it was and to my surprise it was my father. Immediately I felt humiliated. He was just ringing to see how I was and ask if I was going to visit him and my mother. My humiliation came crashing down on me. I wasn't born to serve another man's penis. How pathetic I had become. I made my excuses as I couldn't bear to talk to my father knowing what I had done. When he got off the phone I started crying. This had to stop.

The next two hours were a frenzy of trying to erase what my pathetic life had become. I deleted all my porn which I had so lovingly curated. I felt ashamed and disgusted of myself, maybe if I really tried I could satisfy Sarah and become a man again? Maybe if I told her how sorry I was she would accept me back and we could try to live a normal life?

I spent the rest of the day hating myself and regretting what I had done.

The next day I woke up determined to re-establish my previous life. I called and left a message on Sarah's phone "Sarah, please ring me, I'm so sorry for not satisfying you, let's try again" I felt good about that and could feel some element of manliness returning to me.

For the rest of the day I busied myself with the mundane acts of life, paying bills tidying my flat doing my laundry! Occasionally my mind drifted back to the night before and before I could correct myself I could feel my penis starting to engorge. As soon as I could catch myself I stopped and changed the movie in my head, thinking about Sarah and how I could please her.

I was having something to eat when my phone binged, I had a message. I grabbed it quickly thinking maybe Sarah was getting back to me. She had. The message had a video attached and for a moment I thought, maybe it's a video of her agreeing to try one more time.

I started to play the video and quickly realised that there had been no change of heart. It was a video of Sarah completely naked, impaled on a dildo. As I watched, she rose and then plunged down on the enormous fake cock, up and down she went with her beautiful tits bouncing as she groaned and started shouting "Fuck me, fuck me, I love a massive cock" with that she looked directly at the camera and said "No Peter I don't think we are getting back together" and then she rose up off the dildo, picked it up and held it right in front of the camera "unless you've grown one of these overnight". The camera held its focus on the enormous dildo and I went from shame to lust.

She wasn't the only one who could get an enormous cock in her! I could hear laughing in the background and then the video ended.

Something clicked in my brain, I've been a fool to think I could be a proper man. I had enjoyed servicing my Daddy too much last night not to want to continue it. I thought back on what a good sissy should be able to do and knew that if Daddy ever wanted me again, he would want my boy pussy and it was my duty to prepare it for him. I practically ran to my bedroom and opened my bottom drawer which was full of my sex toys. I needed to take charge of stretching my pussy for daddy. I quickly replicated Sarah's position from the video. Except I didn't have a massive long dildo, anyway I wasn't so much worried about the length of Daddy's cock but rather it's width there really was no way my boy pussy could accommodate that and I knew I really needed to stretch myself. I had two butt plugs which I had not yet dared use, but knew that they were perfect for this purpose. They were rubber and looked grossly bulbous and at first impossible to get in my pussy. But this Sissy was determined!

I started squatting over the smaller butt plug which was 4 inches in diameter. I covered it in lube and gently lowered my sphincter onto it. The initial shock of feeling my anus being invaded by something so fat made me slow down. Could I really do this? In answer I lowered myself so that little by the little the fat butt plug entered my ass. I could have screamed, I was being torn apart, and this was the smaller of the two! My mind flashed back to Daddy's cock and I knew I had to keep going. Finally, I lowered myself so that all of the fat butt plug was in my ass. I just sat there feeling its size invade me as the pain gradually died down. Then the pleasure of knowing what I had achieved started to tingle my clit. I lay on my back on the floor and gently fucked the butt plug in and out of my ass savouring the feeling it gave me. I felt the power that being able to service my Daddy with my pussy would give me.

I decided to just lie on my bed with the butt plug in me, stretching me to give me some time before inserting its big brother. 15 minutes later my ass felt completely fine and I knew it was time. I lubed up the big one and as soon as I took the smaller one out of my ass started to insert its big brother. The first few inches went in very easily, until the fat part (6 inches in diameter) started to push against my ring. Oh my God, the pain shot through me. I found it easier to lie on my side with one leg pulled up to my chest, gently pushing fat boy into my ass. My whole body was tingling and my little clit was beginning to dribble my sissy cum, with a final push, the butt plug entered my ass, and I smiled with the achievement. I knew then that I had proven I was worthy of being Daddy's little sissy bitch, he could have my boy pussy any time he wanted. My chest swelled with pride, this was my role in life.

Again I lay on the bed this time for about an hour feeling how I was stretching to accommodate the intrusion in my anus. Only then could I risk starting to fuck myself with it. I felt shooting pain give way to base a****l lust. I was fucking myself with a fat piece of rubber and it felt amazing. imagine what Daddy's cock would feel like. I spilled my girly cum all over my belly. I scooped it up with my hand and fed it to my mouth licking my fingers like my life depended on it. After my orgasm I fell asleep and dreamed beautiful dreams of servicing my Daddy.

I woke up a few hours later with fat boy still in my ass. I gently pulled it out, and reinserted his smaller brother. At first it started to slip out as my gaping anus couldn't hold onto him. But gradually my ass muscles shrank and flexed to hold him in my ass.

I knew that being able to service Daddy's sexual needs in whatever way he wanted was something I could do. After all I had serviced him, to his satisfaction I believed, two days ago and had now started the training of my boy pussy. But I knew that there was more to being a sissy than the sex, there was also the submission which was an important part of how a sissy services Daddy. I grabbed my laptop, lay on the bed and started researching.

One of my friends on X hamster had helpfully posted "150 rules for a sissy" I read and re-read them and thought about how the next time I saw Daddy (I stopped myself for a moment, would there be a next time? Had I really satisfied daddy? What if he never came back?) But then I remembered that Daddy had said he would give me a call when he was horny, and I reapplied myself to my sissification.

I quickly realised how out of my depth I was, there was so much to do to turn me into a perfect sissy. While I loved wearing women's underwear (I mean Sissy's underwear) I had not bought any lingerie, shoes, dresses and then there was the issue over my hair which was short and obviously manly. My sex toys were insufficient for my total sissification. I felt disheartened and out of my depth. Then X hamster saved me again, I found the profile of a dominant woman who claimed to be able to give Sissy advise. Her profile implied she live nearby so I immediately befriended her and sent her a private message. "Please Mistress, I'm a little sissy boy who has found a Daddy, but I need to complete my sissification, can you help me?" My heart jumped when a direct message came back "Sissy, send me a photo of your most sissy pose" I immediately knew this was a test and sprung into action.

I slid on my favourite black thong and was standing in front of the mirror about to take a photograph. I re-read her message and realised that I wasn't sissy enough. I took out my favourite butt plug (big boy), lubed him up and pulling my thong to one side squatted on top of him. I was in front of the mirror so I was able to show three or four stages of big boy invading me. The final touch when big boy was completely inside me was to take the dildo and throwing my head back and ease it down my throat. Surely that's what she wanted. I quickly uploaded the photos and send them to her by direct message. "I can see you are serious about this, you sure you want to take the next step" I replied immediately "yes please Mistress" we quickly established that she didn't live that far for me and that we would be able to start the next morning. I hoped and prayed that Daddy would get in touch with me, but not just yet. I wanted to be perfect for him.

I met mistress the next day beside Piccadilly Tube station. To identify me she originally wanted me to dress up, but when I told her I only had underwear we agreed that I would carry a handbag. There I was standing in front of Piccadilly Tube station holding one of Sarah's handbags (red) and waiting for my mistress. She came over soon, rescuing me from some of the sideways glances I was receiving. She was a statuesque woman, big breasts and dressed to show off her beautiful figure. She looked me up and down "I think we will make you a very beautiful sissy, you have a girl's body already" my heart jumped and I swelled with pride. Daddy would be so happy.

She turned and started walking into the side streets of Soho. I followed behind her, which felt natural, my heart beating in my chest. We soon came to a non-descript doorway and climbed a flight of stairs. I had the perfect opportunity to ogle my mistresses magnificent ass but did not dare to.

At the top of the stairs we went inside a door and I thought I was in sissy heaven. On one side was the most beautiful range of underwear, lingerie, stockings, garters, dresses and shoes, everything a sissy could want. On the other side were a bewildering range of sex toys. I felt my clit start to react.

Behind the counter was a gorgeous woman with dark hair and beautifully dressed. Mistress went up to her saying "we've got another one, in a hurry to be sissified, let's get working" with that woman came from around the counter and looked me up and down. "Oh yes this one is perfect" then she looked me in the eye and said "get completely undressed". I looked at her for a moment a bit confused, she didn't mean right here in the middle of the shop did she? She held my gaze. Yes, that's exactly what she meant.

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Achtung diese Geschichte ist noch voller Rechtschreib- und Gramatikfehler. Jeder der m?chte kann diese Geschichte als Vorlage nehmen und sie verbessern. Jetzt reicht es mir. Ich hatte die Internet Seiten meines Freundes gefunden. Er surft also st?ndig auf Adult Baby Sissy Seiten. Ich hatte mich schon l?nger gefragt warum er im Bett nichts zu Stande bringt. Das kann er haben, ich werde ihn einfach in ein kleines Babym?dchen behandeln bzw im Grunde verwandeln. Er war eine Woche zu einem al...

1 year ago
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Chrissie The Saga of a Lovestruck Sissy Maid

Chrissie by c.w. cobblestone BOOK ONE "Mrs. Martin" Part I My right leg had a mind of its own. Rebecca frowned. "Why you keep bouncing like that? What's wrong with you?" "Um, I ... I ... nothing." "Bullshit, nothing. Something's up; you been acting weird ever since we got back from Paris. What the hell's going on, Chris?" I balled my fists. Clenched my jaw. Closed my eyes. Drew a breath. Took the plunge. "Okay. Okay. It's just ... well, now that we're...

2 years ago
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Sissy spit roast sleep over

Pt 1: Long black limoSissy Saraya was very excited because her new mistress had told her they were going to continue with her corset training tonight, she had been wearing her waist trainer and inflatable plug all day along with her favourite pink maids outfit and cute sissy 6" white heels and stockings with pretty pink bows, She had been watching BBC porn all day and was dreaming of cock while she finished her chores, Mistress text to say her driver would be arriving at 6pm sharp, Mistress...

2 years ago
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The SissyMaster

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...

3 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...

4 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...

2 years 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...

3 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...

4 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...

4 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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