Blackmail - Sissy Gets What She Wanted ! free porn video

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This was originally a story by DevinaTv entitled 'Davina in Trouble'. I changed it to reflect my own personel 'kinks' but only as I loved the original so much, so close to my own fantasies - thanks DevinaTv love your work xxx

"You see David or is it Slut Sadie ? or both ?" she laughed, "you left a piece of paper in the mac you asked us to clean for you. You left the shop so quickly my assistant could not check the pockets before you left. She passed the paper on to me and being the nosey type I checked it out." On her desk was her laptop, open on the sissy site I put pictures of myself on. The page she was on was showing some of me wearing the mac she had cleaned and dumping a cum load all over it. I was in makeup and wig but she clearly knew it was me.

As we shared a computer at home I kept the web address and logon info. I used when I went on-line as the pvc mac wearing 'Slut Sadie', on a piece of paper which I always kept hidden. Stupidly I also had the passwords on there for various other sissy sites I played on and I had left it in the mac pocket the last time I 'played'. Oh God I groaned inwardly. Still I tried to bluff her out. "That's not me," I said. "I think it is" she replied "look that is exactly the same mac as this one" producing my mac from a cupboard. "And the stains we had to clean look exactly the same as those on that picture."She then brought up many other pics of me dressed in various Macs. "I also know that is not your wife, I would recognise her as she comes into the shop and I know she does not dress in such a tarty slutty way like you have in these pictures." "No," I replied. "But that still does not mean it is me in those pics." "I think it does David, same Mac, same stains and look at the profile. A sissy, slutty cross dressing TV tart. I think that is you David," she laughed.

"Look she said" in a much kinder tone, "all I want is a bit of fun, and looking at your profile on these web sites so do you," she laughed. I was now very much regretting putting some of the comments on those profiles now, however true they may be! About being a sissy slut, wanting to suck real cocks, wanting to be used and humiliated by Dom men. Oh god... "All I want you to do is this, take your, "David," clothes off and go and put Slut Sadie’s mac on, then walk around the room a few times for me." "What if I don't?" I replied aggressively. "Well, I have you name, address, work place, mobile, home and work numbers and also your wife’s name, would you like all those added to your profiles too? I have the passwords remember, you have no choice Sadie" she said as she handed me the Mac and pointed to a small side room. "You can change in there." I walked through the door, realising I had no choice and hoped all she wanted was a little fun. I took my clothes off and laid them on a chair in the small room. I then put on the mac. Mmmm it did feel good and I could not hide my excitement. Oh god even more embarrassing. I buttoned the mac up, tied the belt, pushed the collar up and slipped my hands deep into the pockets. It was a mid-length coat, just above my knees. Black in color made from shiny pvc and it rustled deliciously as I walked !

I checked how I looked in the mirror, took a deep breath and opened the door. I walked out into the room to a flash of light and the electric 'wurr' of a camera. "Walk Sadie walk" she shouted as she continued to take photos of me. "Please stop that" I pleaded. She just laughed. "Right," she said, "Get your sissy cock out, I want to see what made such a mess on that nice mac." "What ?" I exclaimed. "Do as you are told Sadie you little slut." I undid the belt and then the buttons and let it fall open. My cock was very hard and erect. She just laughed as she fired off another 6 or 7 shots. "I think someone is excited," she mocked. "Right, enough," she ordered. Do the mac up and go and stand in the corner Sadie." I did as I was told and humiliated, stood in the corner. After what seemed forever she ordered me forward to look at her laptop screen and I could not believe what I saw.

She had uploaded all the pics she had just taken up to all my various web site profiles. It was obviously me David Jones dressed in a women’s Mac, showing my erect cock. Oh Christ how bloody humiliating. All the other pics on my profile did not show my face clearly and I was always wearing a wig and lots of make-up too. Oh god, what could I do. Laughing she then showed me my profile biography. There she had revealed my real name, work place, wife’s name, and all my phone numbers."No no no," I cried, "you said you wouldn’t do that." "Calm down Sadie," she smiled. "If you do one more thing for me I will remove them all and change your password back too.""What ?" I pleaded, "What ? well to be honest you dressed as David does not really turn me on, so go back into your little room and change into the clothes on the chair and follow the instructions left for you.." What did she mean? and what choice did I have ? "Ok" I mumbled. "Ok what Slut?" she snapped. "Ok Mistress." "Good girl, you are learning." I walked back into the little side room and yet again was shocked with what I found. All my male clothes were gone. Hanging from a hook on the wall was a black latex body suit, and on a table beneath lay a pair of black thigh high pvc platform boots, red latex stockings, a red pvc basque with 8 suspender straps & shiny black arm length latex gloves.

Next to that lot was a latex hood, with eye holes and a round mouth hole with fake big lips all highlighted in red. On the top was a blonde pony tail with red leather strap at the base. Next to it was a metal chastity cage, some ice in a glass, a bottle of lube, some breast forms and a selection of eye make-up. Attached to the mirror were the instructions. ‘You have 30 mins Sadie. First put the ring of the cage over your balls and cock, it will be hard to put on as I made sure it will be extra tight. You will need to use the ice on your little boy clit until it shrinks, cover it in lube and slide it into the cage making sure your little cltty foreskin is rolled back and your clitty helmet is tight against the bars. slide it up to meet the ring and then put the padlock through it. Lock the padlock and then push the key under the door into my room. Next shave your legs and body, put on all the clothes including your mac if you wish, put on the hood and return to my office and wait. Any more than 30 mins and those pictures and details will remain on those websites forever."

Oh god what a mess I was in. It was only then I realized that the room had another door, obviously how the clothes swap had happened. Could I escape? The door was probably locked, if not somebody was bound to be outside, I had no men's clothes and she still had all the pics, oh god I would have to do as she said and hope I could get out before my wife missed me. I stripped and then grabbed the chastity cage. It looked very small and I wasn't sure my cock would go through the ring as well as my balls. However I followed her instructions and held a handful of ice to my balls and cock. They started to shrink smaller and smaller and then whilst in that state I grabbed the ring and slid it over my balls one at a time. the I had to force my cock under the ring as well which due to the small size of the ring wasn't easy but eventually with some lube I did it. I then pulled my foreskin back as instructed, coated my cock in lube and inserted it into the cage forcing the head to the end, again as per my orders. The cage slid up to the ring and after some playing around I managed to get the 2 parts to meet properly and slid the padlock through the hole in the ring to secure it. I looked at my cock locked in it's stainless steel cage and realised once I clicked the padlock and passed the key under the door I would really be at her mercy. But then again I already was, so with a grimace I clicked the lock shut, walked over to the door and slid the key under. Next I shaved quickly, covered my body in lube and slid into the latex body suit, slipping in the breast forms as I did so. It felt amazing, fitting like a second skin and I realized that it had a double zip under the crotch giving easy access to my cock and ass. My cock was trying to get hard and throbbing in my cage as I felt the tightness of the latex . Next I added the red latex stockings loving the contrast with the catsuit beneath. I stood up and put on the red pvc basque, attached the suspenders and then rolled the black latex gloves up my arms. Mmmmm, my cock was really straining against the cage now! Next I applied the eye make-up in my usual style - lots of it and very tarty, put on the thigh high boots and the latex hood and tucked my aching and caged 'clitty' into the catsuit and then did the zips up. I looked in the mirror. Fuck ! I looked like a true fetish slut and that made my cock throb against my cage again. I had 2 mins left. I buttoned and belted the Mac up,took a deep breath and knocked on her office door. "Enter Slut," she called.




“Right mac off please Sadie, and onto your hands and knees – now slut NOW “

I got to my hands and knee’s. “Chest to the floor whore and ass in the air, spread those legs and I want you to unzip the suit and show me your little sissy pussy. Ooooh I can see some thing else too, is that a little clitty in chastity hanging below your pussy sissy slut? Is it trying to get hard ? Does it hurt ? Ah poor little slut aren't you ?"
Mistress then went to the desk, rummaged in a draw and produced a big black butt plug !

“Ok slut put this in your mouth, lots of spit now look at the camera as you suck it, that’s a good little whore.” I had no choice so stuck my tongue out and licked the end of the plug.

“In your mouth slut, suck it deep and don’t forget the spit ” I continued sucking, taking more and more into my mouth, pausing several times to spit on the toy. All the while the camera flashed capturing my shame for ever. “”Ok that’s enough you sissy cunt, now up on your knees again, face to the floor.” She went behind me and I felt her pull my cheeks wide apart, spit on my sissy hole and slowly introduce the plug to my virgin ass!

OMG it was big and was stretching my hole beyond what I thought possible. Just as I thought I couldn’t take anymore the plug popped into my ass chute and started rubbing my prostrate. The feeling was incredible and my cock throbbed in appreciation.

“Oooh someone likes that I see, how about this?” and she started thrusting the plug slowly back and forward. OMG it felt incredible and my cock straining in it's prison started leaking precum . “I see your precum, I knew you were a little whore the moment I read your web profile and I was right, have you ever had a sissygasm little whore ? I bet you want one! ” I squirmed with shame but knew she had me sussed, was she going to make me her sissy slut ? My cock throbbed, YES PLEASE my mind screamed, I want this !! “Go and stand in the corner again you little slut," she ordered "and hands behind you back Sadie." I did as I was told and stood facing the corner with my hands behind my back, the plug still in my ass, humiliated and wondering what would happen next. Hopefully she would do as she said and remove the pictures and info. on those sites. I sensed someone walking up behind me. Suddenly both my arms were held in a vice like grip and I felt the hard steel of handcuffs lock around each arm. "Oh no, what now," I cried. I felt a slap across my legs. "Do not speak until you are spoken to slut," said a deep male voice ! Next I felt a thick leather collar being placed around my neck, then being locked in place. It must have been 7” deep and held my head up straight , I couldn’t bend it at all. It had been tightened so although I could still breath it constricted my windpipe.

“We don’t want to close that throat up completely do we now ? It needs to be nice and tight for what I have in mind you little whore!” Then I heard him say "Here's her mobile phone, I took it out of her clothes and have cracked the code so we can get all her data now.""Well done" Mistress said. I was then pushed by this man into the middle of the room. He was dressed in black latex trousers, a red pvc tanktop and had on a black latex hood with eye, nose and mouth holes. He told me to turn round on the spot, looking at me lustfully dressed in all my latex glory, gloriously tight all over my body, the bulge of chastised cock cage showing, thigh high boots, stockings and now my new collar. The butt plug remained in my ass and my cock was throbbing against the bars. Another round of photos followed. Then he pushed me to my knees "Oh god no" I cried. I felt a slap across my face, then another. "Shut up you sissy faggot," Master ordered. He then moved round in front of me and pulled out his big hard cock and slapped me round the face. "Beg for it whore," he demanded. I said nothing, and immediately got 3 more slaps. "Beg whore." "Please my I have you cock Sir," I mumbled. He slapped me again. "Louder and sound as if you mean it, cos we all know that a sissy faggot whore like you would love to have real mans cock.“ I could hear Mistress laughing in the background.

Just as I started to speak I saw the video camera in her hands, Oh fuck…….. "Please can I suck you lovely big hard cock," I asked, totally humiliated but really I was as excited as hell, my mouth watering at the thought of his cock in it ! I WANTED to suck it ! Only if you tell me what you are and your real name," he replied. Taking my lead from what he had called me earlier I replied, "My name is Slut Sadie and I am a sissy faggot whore who loves to suck real men’s cocks Sir." "Good," he laughed. And then forced his huge cock deep into my mouth. I nearly gagged a few times but he did not stop.




Finally I got into a rhythm, and my red painted lips moved around his huge shaft and started to make their way up and down his thick rock hard cock. He pushed harder and I felt the head of his cock start to slide down my throat ! He grabbed my leather collar in his massive hands and started to move my head faster and faster up and down his cock fucking my throat hard. “Use your tongue along the shaft slut” he said, sliding his cock even deeper. Finally after much savage throat fucking his legs started to tense and I knew what was coming next. "Oh yes you sissy faggot oh yes, I am going to cum all over you, you little fucking sissy slut. Ooooohh …..you little cunt ! suck me" . He then shot 2 loads straight into my mouth, quickly removed his huge throbbing dick and sprayed another load onto my face.
"Swallow it all you slut," he ordered. I could feel the hot salty cum slide down my throat and the cum and spit on my face started to drip onto my chest and legs. My cock was achingly hard in the cage and dripping pre-cum and my ass was gripped tight round the butt plug. When I had managed to swallow and lick up all the cum he had shot he shoved his now flaccid cock back into my mouth with the instruction. "Clean it all whore," I did as I was told. He then fed me the rest of the cum from my face, wiping it off with his cock and then making me suck and lick it clean. I was exhausted. They left me kneeling on the floor with my hands still cuffed behind my back as both of them went over to the computer screen and the cameras. What are they doing now? I wondered. "Mistress, Master, please let me go now, you have had your fun with me," I pleaded.

The both turned and laughed. "But Mistress my wife is due home soon," I begged. At this last plea Master walked over to me and slapped my face. He then inserted a huge red ball gag into my mouth. "Shut up slut, we are working." After a while they turned round to me. “Right Sadie, a little bit more fun then we will be finished with you." The sane side of my brain said thank God, my wife won’t miss me or find out, but my now aching cock in my cage gave away my true feelings, precum leaking from the tip at the thought of what might happen next. I wasn’t that naive to my situation and their intentions, I had already had my mouth used and my ass was tingling in anticipation! I looked up to notice the desk top was now clear. Master walked toward me, slipped a dog chain out of his pocket and attached it to my collar;
He then yanked me up to my feet and dragged me over to the desk, where he pushed me facedown onto the table top. He un-cuffed one of my hands and then produced a second pair of cuffs. He attached one wrist to the left table leg and one to the right. He then fed the dog chain through a metal hoop set into the table end and secured it with a padlock. I was bent over the table top, gagged, collared, hands and neck cuffed to the table and in real trouble. He walked in front of the table I was laying on and showed me a 4 foot long leg spreader; he was totally enjoying my fear and humiliation. "Do you know what we are going to do with this you slut?" he asked. I shook my head as best I could. He laughed, "Oh I bet you do you little sissy slag."




"You are going to have your legs in those lovely pvc boots spread wide apart, so you are totally helpless and then various men are going to fuck you senseless you little whore,“ he continued: "We have read you web profiles and we know it is what you want so don't try to pretend it isn't." I tried to shake my head side to side, pleading with them not to do this to me. I felt one leg and then the other being locked into the spreader and was now totally, helpless. Oh what a mess I was in, but my cock still gave me away, throbbing in the cage. Mistress was now behind me. She started to move the butt plug in and out, fucking me with the toy, rubbing the inside of my sissy cunt. She then pulled it out and slid her fingers inside instead and announced that she was, "lubricating my sissy fanny."She then walked in front of me dressed in a full latex catsuit, thigh high boots and between her legs a huge dildo, it must have been 15” long with a 7” circumference Oh my god," I mumbled through my gag.




"As you can imagine my sissy whore, we are recording this for posterity as well as to sell it on various web sites or to send to your wife if you don't behave" she laughed. "Oh also I have invited my many on-line friends to watch via the web cam over there, so enjoy," she exclaimed. Standing behind me she then announced, "Welcome to my little web cast, today I have the pleasure of using and abusing a little tranny slut called Slut Sadie. Actually her real name is David Jones but she wont want you to know that," she laughed. I was totally shocked and could not believe she could be so cruel and humiliating. "Anyway on her web profiles she tells us that she’d love to be used, abused, treated as a sissy slut and humiliated by real cocks, well today her dream is coming true but first I'm going to take her 'cherry' with my lovely big cock, relax sissy whore or this will hurt. The first time is always the hardest," she didn’t take her time and laughed as she forced her huge rubber cock inside me, deep into my sissy clit. I was in tears; it felt like my little hole was being torn in two as she started to thrust herself back and forth inside me. But she didn't stop. She continued to pump deep into my sore little asshole. I was moaning and screaming in pain into the ball gag, but no one else could hear or even less care. I was begging her to stop, but she still continued. The pain became so great I thought I would pass out. She still continued to pump me, deep into my sissy clit. She continued for what seemed like hours but was probably not. Finally however I realised I was thrusting myself back onto her cock and moaning with pleasure not pain. "That’s it you whore, join in and fuck me. My you are a quick learner," she shouted as I felt her balls on the 15” cock bashing against my ass cheeks ! I was taking it all ! "Look," she shouted, "the little whore loves it." I was moaning for more. I couldn’t believe what was happening to me.

Almost as though she was really a man I felt a sudden jerkiness in her movements followed by a sudden explosion and then a hot stream of cum shooting up my sissy hole ! What the Fuck ??? “Yes my little slut” she said “my cock squirts, I filled it with real spunk earlier and now your sissy ass is full of it !” She kept going for another 5 mins though until she had made sure the toy had exhausted all her cum. "Wow that should be a big hit in cyber world," she laughed. I was left exhausted on the table, the cum starting to slip down my legs and into my stockings. Master came round to the front of the table, removed my ball gag and forced his cum stained cock into my mouth again with the instruction “suck it whore." I did as I was told. When he was hard and throbbing again he withdrew his cock and replaced the ball gag.
Both Master and Mistress left the room, and I was left with cum slowly trickling down my stockings and on to my booted legs. I was exhausted and very uncomfortable, cuffed, gagged and legs spread apart. I was desperate for them to come back and release me from this hell as they had promised. My wife was due back in only a few hours. Finally they returned to room. Mistress spoke to me, "In future you will only refer to me as Mistress and him over here as Master. Is that understood?" In future I was thinking. "Well slut?" I nodded. "Now you little sissy faggot, it is my turn to have you," sneered Master.
He didnt even bother with the lube; he just forced his hard cock deep into my ass and started to pound away at my already sore and abused sissy hole. As he started to take me, I started to join in with him too, I could not explain why; it just seemed natural to me. As he continued to fuck my sissy hole Mistress started to speak. "Now Sadie, you have made such a good little sissy whore, and the web pictures and video got such a good response we have had a small change of plan." I looked up wondering what she meant whilst Master kept pumping away in my hole, I could feel his excitement as his solid cock throbbed inside me.




Mistress opened her laptop and showed me a web site called ‘Slut Sadie.’ On there were all the pictures they had taken of me, the video of me sucking cock and being fucked and of course all the personal information they had got from me. I had now stopped fucking Master back, too shocked to feel, although he was still pounding away deep into my sissy clit. Suddenly I felt his legs tense as his hands gripped hard to the back of my basque , pulling to force his hard cock deeper into my sissy hole. Then again the explosion of cum, wave after wave, too much to stay in there, so as he withdrew his cock more and more cum started to drip down my leg. "You are such a sissy slut," Master Steve exclaimed.
"Now Sadie, back to you new life," chucked Mistress, "but before that we need to finish you old life as David Jones don"t we ?" I was shaking my head trying to scream "No No No !" but the ball gag reduced my cries to nothing. "I have here your phone, I have set it up to send a message to everybody in your address book," she laughed. "I'll read it to you" - Hello friends, just to tell you that I am no longer David Jones, secret cross dresser, but I am now Slut Sadie, sissy tart and whore who belongs to Mistress and Master. If you wish to keep up with my new life please go to www.slutsadie.net." I had tears pouring out of my eyes; I was trying everything to escape all the shackles I was in, but to no avail.

"Let me send this message to all," laughed Mistress. I watched her press the button, and the message started to be sent to everybody I used to know, oh my god, I was in tears and complete shock as my life lay in ruins. "Enjoy your web site." she said placing the laptop so I could see the screen and started the video of me sucking Masters cock. "We will leave you for a while so you can get used to your new life sissy slut," she called as they left the room.

A while later the door opened and into the room came Mistress. "Now I hope you have come to understand your new life, you will work for me here in the laundry during the day, and work as a whore for me in the evenings.
We will also be making lots more DVDs and videos of Sadie"s adventures , fucking and sucking cocks like the little whore you are. I’ll be selling the right to fuck your little sissy ass to anyone that wants to cum in a little gurls ass cunt. So you see my little Sissy Slut you will have what you asked for on all the web room profiles you wrote," she told me. She took out my ball gag. "What do you say slut?" she asked. "You complete bitch," I spat at her. She revealed a short riding crop in her right hand and then whipped my ass 10 times. "Every time you cross me you will be punished and the punishments will only get worse you tart, now what do you say,". "Thank you Mistress," I mumbled. Sorry cant hear you," she shouted and this time there were 20 lashes of her whip. The pain was unbelievable. "Again slut, what do you say?“she asked thankfully stopping the merciless beating on my red hot ass cheeks "Thank you Mistress” I spluttered, tears falling as I spoke. "Better Slut" she said and she suddenly left the room. She was replaced by 6 men all in leather outfits and my Master. "Hello whore," he said, "we promised a few friends they could fuck a sissy faggot today." "Enjoy boys," he laughed and he also left the room after setting the video and web cam running.




I was still lying on the table, wearing my latex suit, basque, stockings, thigh high boots and gloves. My arms were cuffed to the table legs, I was chained by the neck to the table end at just the right height for cock sucking, the collar keeping my throat in a straight line for deep penetration and my pvc booted legs were kept spread apart by the leg spreader, exposing my sissy cunt, One of the men moved in front of me and took his now hard cock out of his jeans and forced it into my mouth. "Suck that whore" he ordered as the others moved closer. I felt his cock slide deep into my throat until his balls touched my chin and I started to gag but he held my head tight until finally sliding his cock out covered in spit. I coughed and tried to regain my breath and then he was forcing his way in again "no teeth bitch" he said. Then while I was sucking on him another went behind me and forced his cock into my now very sore sissy hole. I was used and abused for hours, each of them fucking my ass and depositing their loads of cum, they each had their cocks sucked too, until they had all shot cum down my throat and all over my latex face. They finished by all wanking over my latex clad ass, covering it in whatever cum they had left. They all spat on me and left me lying there exhausted and so very sore. I was such a state, covered in cum, spit and lube from head to toe and my whole body aching and crying out to be allowed to move again. Mistress and Master reappeared. I got another 5 lashes from Mistresses little crop. “We only cleaned this room yesterday you filthy tart, there's cum everywhere, you need to clean it up whore." My legs were released, my hands uncuffed. I was forced to my knees. My body was so sore from all the abuse that I collapsed onto the floor when they let go of my arms. "Get on your knees whore, you will need to get used to this," she ordered. I just about got to my knees. "Put your face to the floor and lick it clean," she ordered. I bent my latex covered head down and started to lick up all the cum that was on the floor and table. Even though it was disgusting my cock again throbbed as I performed this disgusting task, was I really such a slut that I had enjoyed this and wanted more !? After half an hour of licking cum off every surface I was ordered to my feet and told to go and clean myself up. I could rest tonight but starting tomorrow morning I would be expected to be ready to be pimped out. As a new sissy with a 'tight' pussy I was told that I would be very popular and booked up for weeks in advance ! OMG I thought my life is over and almost burst out crying but at the same time my little clitty starting twitching in her cage again when I thought of what tomorrow might bring......

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Richard the Sissy gets Caught by Sis

Richard the Sissy gets Caught by Sis by Joney Cunningham Gina is making keep a diary of my sissy training. She says all girly sluts keep a diary of their training. It was the ending of a long day, so Gina told me to wash up and put on a pink baby-doll nightie. I was really sore from my ass to my mouth. My jaw really ached because of all the pussy eating, asshole licking, and cock sucking I had done that day. Gina made sure there was skin softening liquid in the bath water with...

2 years ago
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Black Master gets a white sissy Part one

Black Master gets a white sissyPart Onebysissy4blackmasterEvery one who saw me at work used to think I was Mr. Clean, Mr. Respectable. I work in advertising and I used to model my appearance on the sort of guys you find between the pages of GQ. Very American, very preppy. I was a nice middle-class boy with a nice expensive haircut and a nice expensive suit. I went to an up market health club to keep my body in peak condition. I'd even dated a nice girl from time to time. So you'd be right in...

3 years ago
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Sissy gets unexpected surprise from wife mistres

Me and my wife get dressed and head out to what I assumed was a ordinary date night. As we are driving, she tells me that we need to make a stop somewhere. She directs me where to go and we arrive to a building. We go to a room and you knock on the door. This well built and athletic black guy opens up the door and says what’s up to you and me. I’m confused, but I go with it. He invites us in and points us to another room and as we walk in, you turn and tell me to go in the bathroom, clean...

3 years ago
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A Nasty Daddy gets a Naughty Sissy

I came out of the bedroom dressed in my too-short pantyshowing Pink Shorty dress, pretty anklets, black MJ's, pink panties, red lipsticked lips and with my cute cuff and collar set on, awaiting Daddy's padlock, which would begin the playtime for real. This Daddy I had run across on a website was one who loved forcing sissies to literally mess their panties while they were in bondage so he could then go on to the diapering and teasing them for being such bad baby girlie sissies. Me,...

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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Mistress Sandy gets a sissy maid

I had been serving Mistress Sandy for about 6 months. I felt I had progressed well and felt Mistress had also. The fantasy of being a sissy maid had been one held for over 20 years, but not until the internet came along had I ever tried to actually find a Mistress or Master. Masters came easiest, but I quickly found they all wanted a sex slave, not a maid. However one of those Masters had a friend He felt I should meet. From the start Mistress Sandy admitted She had no knowledge of...

2 years ago
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Sissy Slut Gets Caught 1

Sissy Slut gets caught #1 Hi, my name is Marcy and I've been a cross dresser for years but have always limited my play to indoors. I've acquired quite an extensive wardrobe through on-line shopping sources and eBay always purchasing items that only a slut would dare wear. I'm especially proud of my collection of 5 and 6-inch pumps in a wide array of colors. Among my most prized possessions are the three sets of titties I had custom made by a Hollywood special effects/makeup artist....

2 years ago
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Sissy Kristy Gets Drilled in the Lowes Parki

Another true story of one of my many sex-capades:Late one night (more like early one morning) I met a trucker on Kik that was passing through my area. For me, nothing is hotter than getting plowed by a truck driver in the sleeper cab of his truck, so I had to make this hook up work! The problem was that I was horny now, but he wasn't going to be in my town for another couple of hours. So, I decided to hook-up with another guy from Kik. (A decision I would totally regret later on.) You can read...

4 years ago
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Sissy gets a spanking

I see there are lots of CD spanking videos on this site. That reminds me of a couple i met many years ago. She was a dominate woman who loved to spank sissies. Her husband was a submissive sissy. I took her out to lunch and we just talked for quite a while in my car and she had me take my pants down so she could see my panties and i had on a garter belt and nylons that day. We agree that i would come to her place in a few weeks for a spanking. I went to her place and walked in and she told me...

2 years ago
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Sissy CD Gets Fucked By BBC In Public

True story from about 3 years ago. Life had been busy it had been awhile since a man used by mouth or boi pussy for his pleasure. I still had been wearing panties almost daily and shaving my basically everything from my little balls up to my chest. I had acquired a few sexy tops and quite a few sexy panties and stockings and still loved putting them on and playing with my hole.It was a nice summer afternoon and I didn’t really have anything to do. I had just taken a shower and shaved myself and...

3 years ago
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Chastity Sissy Katie gets fucked by huge young coc

It had been months since I had indulged my sissy urges. I have been spending a lot of time in chastity and had been locked up for 8 days when I decided I had to have a real cock inside me. I messaged my usual older daddy and was disappointed to find out he was out of the country. Too horny to wait I placed an ad on Craigslist and narrowed it down to an older guy with a decent looking cock and made a date for the next day. I spent the morning getting ready and just as I was about to leave he...

3 years ago
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First time with a Sissy Shemale what a night

I was vacationing with the wife, and we’ve been on the road for about 10 days, my wife was tired and she said to me ‘if you want to go out and get something to eat and have a drink down out the bar, go ahead – I’ll be fine’. So, I wasn’t tired and a had a taste for a beer, so I took her blessing and went down to the lobby.I headed off to the bar, which had a good crowd and chatted with a few people, I was on my 3rd beer, when I started chatting to a woman at the bar, she was OK looking – but...

2 years ago
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Sissy slaveboy gets trapped blackmailed Pt 1

I had been a submissive with ever more disgusting fantasises for several years now and had acted out a fair few of them over that time.I was a manly, muscular lad who everyone looked up to and would think was the textbook "normal man".I held a professional job, steady girlfriend and a good standard of living, to the outside world, the perfect existence.Behind closed doors i had harboured a strong, submissive streak which i could simply never satisfy and a desire to be controlled and humiliated...

1 year ago
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A sissy gets its reward

As a married guy I had always been bi curious. I would fantasise I was sucking a guys cock when I was masturbating and would be on the lookout for any gay porn I could get my hands on. I had a small stash of books that I could wank off to when I was alone at home but my dreams were realised with the advent of apps such as Recon, Grindr and Growlr were uploaded to my iPhone and opened up a whole new world of almost instant sex to me.I was honest and upfront in my blog saying “Married guy,...

2 years ago
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Blackmail Birthday Present redone

Introduction: A guy gets blackmailed into enjoying his birthday present Ted groaned as he hit the snooze button on his alarm clock. He didnt have to go into work today, but he wasnt particularly motivated to start the day either. Hed gone to bed forty-six years old and woke up forty-seven and felt rather blase about the whole thing. His sex life was practically non existent, his wife gone nearly ten years, and a single daughter who was getting ready to leave for college. On any other birthday...

2 years ago
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Blackmail Birthday Present

Ted groaned as he hit the snooze button on his alarm clock. He didn't have to go into work today, but he wasn't particularly motivated to start the day either. He'd gone to bed forty-six years old and woke up forty-seven and felt rather blase about the whole thing. His sex life was practically non existent, his wife gone nearly ten years, and a single daughter who was getting ready to leave for college. On any other birthday it would be Emma who'd be waking him up with breakfast in bed,...

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...

3 years ago
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Sissy Gets More Than She Wanted

I can remember one time back when I was probably nineteen or twenty and still very naive and gullible, I went to hook up with this Hispanic guy at his auto shop. Now, at that point, I hadn't been with a whole lot of guys so I was very cautious about letting complete strangers fuck me on the 'first date.'Of course, I had no problem sucking off complete strangers or letting guys spank me, slap me, piss on me, or do just about any other humiliating thing they wanted to me on a first date But for...

3 years ago
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Shemale on Male A boy cant outrun his fate of becoming a sissy

It had been about a week now since Nim had arrived at the Lunarfall Garrison in Shadowmoon Valley. It was the biggest choice he had made so far in his life to travel to the alternate Draenor, but it had been a relatively easy choice considering the life he was leaving behind. Nim had been gifted with quite the feminine body, so much so it had begun to get extremely tiring of constantly being mistaken for or picked on for being so lady-like. It was mostly from behind that his gender was...

3 years ago
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Sissys SheCock Training

Sissy was in the corner on his knee's patiently waiting for Mistress's command. mind racing at the thought of days adventure, a nervous tremor passed through him wondering what it may be. Mistress had said she had a little surprise in store. Mistress standing there in black leather corset, her ample breasts on display fully fashioned stockings, 5" studded 5" heels crop in hand.Smiled and turned to the dresser grabbing, shiri, and sissy's collar, turning back to sissy in the corner, said over...

2 years ago
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Sissy slaveboy gets trapped blackmailed Pt 2

When Empress had finished taking pics and videos and collecting enough evidence to ruin an army, let alone one guy she sat at her laptop and downloaded all the images onto her hotmail account and sent a copy to Mistress Saskia who was sat with her."There sissy, now they are safe in our hands and there is NO WAY you can get to them or more importantly, get rid of them. You are one fucked little whore boi"Her words echoed in my head... she was right... i was screwed over...Empress rose to her...

3 years ago
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What is a Sissy

I am often asked what makes a sissy. In my experience you cannot make a sissy. A sissy is born that way, it is like saying how do you make a homosexual or a lesbian, I truly believe that sissy is a form of sexuality. Over the past 20 years I have met many "sissys", they have run the full gauntlet from those who think wearing pink frilly panties makes them a sissy to those whose whole existence is consumed by thoughts and actions of sissyfiaction. In the latter group many are middle aged men...

4 years ago
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What Kinda of sissy are your

Was written by othersStories Have sissy thoughts? Pt.1: What you need to know. If you are wondering whether being a sissy is for you, the following information will point out the many good things, and dispel any doubts or negative feelings you may have about becoming a sissy gurl. The rules are important, and obeying the rules will make you a happier sissy.Repeated reading of this and the subsequent entries will deepen and clarify your sissy state of mind: once you have freed yourself from...

4 years ago
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Sissys SheCock Training Part Three

Laying next to Mistress caressing and kissing her plump moist wet red lips, slowly stroking my long nails up her stocking clad legs. she trembled as was Thinking what a day it had been so far beyond my wildest dreams, my she-cock rubbing on her sticky thighs as we kissed was making me all hard and horny again, pulling away slightly from our wet kiss breathlessly Mistress whispered lets make sissy aour little cock slut.MMmmmm i whispered back that sounds delicious, cock traing the final lesson....

4 years ago
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Have sissy thoughts Pt1 What you need to know

If you are wondering whether being a sissy is for you, the following information will point out the many good things, and dispel any doubts or negative feelings you may have about becoming a sissy gurl. The rules are important, and obeying the rules will make you a happier sissy.Repeated reading of this and the subsequent entries will deepen and clarify your sissy state of mind: once you have freed yourself from thoughts of masculinity, you will be left with only the desire to please real men,...

2 years ago
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Blackmail of Alex Part 1

When one day, the Goddess of Luck showed her liking of me, and granted me a gift of opportunity. I was rifling through her computer comfortably in my room one day with the help of a RAT like I do at least once per day since first seeing her. As per my usual routine I turned on her webcam and screen tracker, what I saw shocked, surprised, and turned me on like no porn can ever do. On her computer, she was looking at a redhead getting fucked hard doggy style while another guy was fucking her...

4 years ago
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Sissy Slut Gets All His Holes Filled

He was waiting for me as instructed, dressed in the bag of clothes I had left for him earlier in the week. I entered the motel room to find him sitting on the bed in the mini skirt, sheer blouse, lace topped thigh high stockings and stiletto heels from his goodie bag. With his legs crossed, he appeared to be quite demure but I knew the desperate, horny slut that was raging beneath the surface of his sissy attire. He knew I was the only person on the planet that could satisfy all his perverted...

Crossdressing
4 years ago
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2088 Its a Sissy World

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...

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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What does it mean to be a sissy

Sissies are a distinct breed of transvestites. A sissy is a transvestite who’s primary sexual interest lies not just in wearing feminine clothing, but in becoming an exaggerated version of femininity. Femininity as seen through the lens of traditional hetero male sexual desire. Sissies are not seeking to become women in a normal sense, but are instead seeking to become the object of their desires. Their ultimate fantasy woman if they were normal, rather than being a sissy. Sissies are...

2 years ago
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What does it mean to be a sissy

Sissies are a distinct breed of transvestites. A sissy is a transvestite who’s primary sexual interest lies not just in wearing feminine clothing, but in becoming an exaggerated version of femininity. Femininity as seen through the lens of traditional hetero male sexual desire. Sissies are not seeking to become women in a normal sense, but are instead seeking to become the object of their desires. Their ultimate fantasy woman if they were normal, rather than being a sissy. Sissies are...

2 years ago
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What does it mean to be a sissy

Sissies are a distinct breed of transvestites. A sissy is a transvestite who’s primary sexual interest lies not just in wearing feminine clothing, but in becoming an exaggerated version of femininity. Femininity as seen through the lens of traditional hetero male sexual desire. Sissies are not seeking to become women in a normal sense, but are instead seeking to become the object of their desires. Their ultimate fantasy woman if they were normal, rather than being a sissy.Sissies are...

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...

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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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,...

4 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...

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