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Let me remind you how you came to be in this situation before you refuse.



I’ve been bi-sexual since I was old enough to have noticed how horny women made me. From the moment I noticed, I was unstoppable. My dominant personality seemed to bring me more girlfriends than I could really use. But I always thought the only thing better than a submissive girl is a submissive boy.



And what really turns me the fuck on is to take something precious and submissive and to transform it into my own little fuck toy. Remember when we met? You thought you were so manly and tough – but that first night you let me wrestle you to the ground and force myself on you. It got me so fucking hot that I dragged your shorts down, and started to suck you off as my hand snaked around to caress that sweet tight arse of yours. I fingered your arse hole with my spit-lubed finger until you came, writhing in bliss, in my mouth. I still masturbate and think about that time to this day.



But my desires couldn’t be kept locked away for too long. You were such a sweet, innocent boy and I wanted so much you include you in my lesbian affairs. God, the times I fucked myself with the dildo imagining remaking you into my sweet little sissy. But when I thought about how I could go all the way and feminize you until you’re a painted whore in slutty makeup taking my strapon up your arse – well, I came so hard I fainted the first time I pictured that.



I suppose it began with my latest conquest, a young student of about 21 who was a sweet little frightened deer until I met her. I taught her the delights of submission, and it wasn’t long before she was doing anything I fucking wanted’ and my imagination is rich and varied.



When the three of us went out to the bar, we made sure you’d be hooked. We’d got dressed together upstairs, sharing a bottle of wine while you sat downstairs. Both of us wore matching outfits – the red brocade corset with gold lace, matching satin French knickers and red-ruffled opaque black stockings. Our leather skirts were scandalously low, and our painted faces looked severe with arched eyebrows and cherry-red lipstick. While we were out drinking, you allowed her to apply some lipstick on you as I watched and laughed. That was our test, and you passed magnificently. I knew where that would lead.



After you invited us back to your place, I put more lipstick on you while she put two fingers in your mouth, telling you softly to suck. You were a born cocksucker, I could see that. Pure fucking sissy, and it made me so wet.



I noticed your erection and teased you a little about liking it – but I made sure I rubbed my hand across the bulge in your jeans as I did so. You gasped and then I explained we were going to dress you and fuck you until you begged us to stop.



At that point, her other hand had joined mine, rubbing you as you sucked. She asked if that was what you wanted – and you agreed.



We undressed you in front of a long mirror as we caressed and stroked your sweet and sexy boi body. She curled a leg around you and began to kiss you, your head clasped in her hands, your body shivering under her assault. I stroked your cock until it was even harder, as my other hand snaked around you to rub your cheeks.



We thought you’d come then, far too soon, and released you. She pulled out her makeup kit and began shaping your face to match ours. I took the outfit from my bag and started sliding heavenly red satin panties up your legs. I told you how good it would feel when you wore them – and let me slide them into place, giving your engorged dick a stroke as I smoothed them. I was soaking wet as I watched you submit to us. You had no idea what would happen next’ but we did.



Your mouth looked so fuckable as she applied the heavy red lipstick and I wrapped the red brocade corset fringed with gold lace around your chest. As I pulled the strings and it tightened around you, shaping you and molding you, I saw your cock twitch in your panties. I commented on how excited your little girly clit was and breathlessly promised you even more pleasure.



She whispered filth to you as she put on fake lashes and arched your brows while I drew the stockings up your legs. You acted as though the ruffled tops were tiny kisses as I clipped the garter tabs to them.



You didn’t even ask where she got the long blonde wig from as she carefully maneuvered it into place. When we were finished, we’d feminized you into our beautiful little sissy boislut. Looking at our reflections, you could see you were a perfect match for us in your corset, knickers and stockings. Your lipstick and eyebrows were startling against your pale-powdered face and the blusher only recreated the real heat behind your makeup. You were sexier than I’d ever imagined.



Any of my lesbian friends would have loved a girl like you, sheer fucking submission and open to just about anything. I could see it in your face. You felt beautiful, soft and feminine – I watched as the masculinity ebbed from you. I almost came there and then, but it was time for the reward we’d promised you if you’d play along with us and become our lesbian boislave.



I led you to the bed, pulling you on top of me. Your stiff cock rubbed inside your knickers, while they in turn rubbed across mine. I could only imagine how good it felt for you. I know it was starting to give me tiny mini-orgasms. I could smell the slutty perfume we’d sprayed on your neck.



She reached under us and guided your throbbing cock out of your knickers and into me. I gripped your arse with both hands and slid your length deep into me. As I felt your public bone rub over my clit, I couldn’t stop it – I orgasmed. Slowly, so slowly, I began to rock your hips back and forth making sure you couldn’t come.



You almost did as I sucked my finger, reached behind you and slid it into your arse. Your eyes lit up and you gasped, opening that painted whore’s mouth wide.



Behind you, she strapped on a realistic dildo complete with balls. The very dildo I used when I masturbated thinking of this moment. She started smearing lube across your virgin arse, pumping her cock with her fist to spread the gel thickly over its surface. You moaned and struggled but I didn’t let go of you, and wrapped my stockinged legs around you tightly.



I told you to relax and let it happen, that it would take you to a place you never dreamed of. She wasn’t very patient, and you squealed as she put the head of the large strap on cock against your arse. I kept the slow rhythm of our fucking and stared straight into your bewitched face as she fucked you for the first time. She eased every inch of the cock into your arse as you grunted and whimpered and gasped around it. I knew it felt good, and you even admitted it when she asked you.



She withdrew slowly, and pushed back in as you wriggled and squirmed and filled me with your enflamed cock. Every time she thrust into you, I could feel your cockhead twitch as you plunged inside me. She picked up the pace, seeing you were comfortable with her now vibrating cock, and I began to orgasm again. It was too much for me – your cock inside me, my beautiful slutty boi fucking me even as you took it in the arse for the first time. What sent me into orbit was the look on your face. You fucking loved it. You could feel the buzzing intruder right through your body and it felt wonderful. Your painted face betrayed you, and I could see you were being delightfully violated. It was so fucking sexy groaning my orgasm out over your cock as I listened to your symphony of moans and begging.



I was so wet my clenching took you to the edge, and as I recovered from the first wave I felt your little sissy arse tighten with your impending climax.



But that wasn’t enough for her. I’d taught her well, and she pulled out until just the head of the dildo was inside you. Her voice was seductive as she persuaded you to admit you loved it. She made you beg, and you’d become such a wanton, brazen little wench you did it. As you begged for her cock, she slid it deep inside you. Your frantic begging became incoherent as I started pulling you into me forcefully. All three bodies slapped together in a moment of pure depraved zen until I felt your arse cheeks grip the cock inside you. You squealed in abandonment as the cock violated you and my rippling cunt milked you as you fired into it.



So now, you lie there in your corset and stockings with your knickers full of cum, painted face dotted with sweat. Your stretched sphincter is full of warm lubrication and you’re already missing the cock that fucked you until you begged it to stop. So I’ll ask once more.



Will you be our full-time cross-dressing lesbian boislut?



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2088: It's a Sissy World Charles Pauline - Data Processor Cindy Pauline - Charles' wife Ms. Miriam Jensdotter - Charles' Boss James Marie - Charles' work friend Ms. Marysdau - James' boss Creampuff - A Sissy Store Worker Babykins - A Sissy Store Worker Suzi - The Sissy Store Owner Butterscotch - Creampuff's Roommate Supervisor Gabriellez - Creampuff's Apartment Supervisor Janice and Roger - Passengers on the Looper Ms. Hardcastle - Milking Salon Director Nurse Hamilton - Milking...

3 years ago
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Meinen Mann zur Sissy erzogen

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...

4 years ago
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Neighbourhood Terror to Sissy Pt26

Chapter 28 Marcy had spent some time looking up the places on the list. They ranged from porn theatres, sexshops, strip clubs, seedy bars, motels, an escort club and even a couple of truck stop restrooms. All of them gave her the creeps. None looked like a place she wanted to get near, but she had to suck four cocks or she would be screwed. Then all of a sudden an idea hit her. There seemed to be a lot of sexshops on her blackmailers list so maybe that sexshop Lisa had taken her to...

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...

3 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...

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