Sunday Night Football Sissy free porn video

This is a FigCaption - special HTML5 tag for Image (like short description, you can remove it)
Sunday Night Football Sissy It's no surprise that we love football here in Texas. We all head out to watch high school ball on Friday nights, and of course we love to cheer on our college boys on Saturdays. And the grown men dominate our Sundays. Especially if you're a sissy slut like me. I am a sissy cock slut who happily serves a small group of men here in town, and things took an interesting turn a few years back when I learned that Master David was an avid Cowboys fan, while Master Keith, my original Master, rooted for the Texans. And living in Southeast Texas, just minutes away from the state line, it wasn't hard to find a few Saints fans as well. So I now spend my Sundays (and a few Mondays and Thursdays) dolled up in my sluttiest cheerleader outfits, cheering for my various Master's teams, and serving them like a good sissy slut. Let me go back to 2013 and tell you how this all began, when the Texans were the worst team in the league. I would go to Master Keith's house and serve him during the game. I generally spent the first quarter serving him beer and sucking his cock while Master cheered on the team. Things were good as they won their first two games, but then they lost the next 14 in a row. Master Keith was not happy about the losing streak. He took all of his frustration out on me, frequently slamming me to the ground and hate-fucking me. I did my best to make him forget about the season by happily devouring his cock several times during every game. Things changed one Sunday in mid-October when he had me not only dress as a Texans cheerleader, but also locked me in several bondage straps that made it nearly impossible to move. My ankles were connected with a 4" hobble chain, and my knees were bound tightly together. My arms were locked in an arm binder behind my back, while my head was immobilized in a stiff posture collar. An O-Ring gag completed the look, or so I thought. Master attached a serving tray that was supported around my neck, but also to a pair of clamps that bit down on my nipples that peaked through holes strategically cut into my cheerleader top. And if that wasn't painful enough, he tied two 5lb dumbbell weights to a rope and hung them from the bottom of my chastity device. I was a mini-skirt clad sissy slut, gagged and tied up so tightly that I could barely move, and with weights pulling down on my nipples and sissy balls. And then the doorbell rang. Master had invited six men to stop by for a Sunday football fuck and suck. This is when I first met Master David, the man who would force me to live out my sissy slut fantasy for real. The two men argued about which game to watch. Eventually they made a friendly wager, with me as the prize. Every time that the Texans or Cowboys scored, I would help with the celebration. I would blow the room every time there was a field goal, and be fucked if either team scored a touchdown. Six men meant six blowjobs or six fucks every time the team scored. I think I also got down on my knees for the Cleveland Browns one time, just because the guys were horny. Whenever the opposing team scored, I would be spanked by every man in the room the total number of points on the scoreboard. There were 38 points cored against the Texans that day, and 16 more against the Cowboys! I wouldn't be able to sit for the rest of the week! The Texans only scored 13 points, while the cowboys put up 31. Needless to say, I was walking bowlegged after so many touchdowns and field goals. None of the guys could cum that many times, so by the time the third quarter came around, they were mostly using dildos on me in lieu of their cocks. Everyone seemed to be having a good time, and while it was easily the most men that I had ever served at once, Master Keith was not happy, especially as Master David started teasing him, saying that the Cowboys were the best team in Texas. It was obviously true, but I knew better than to say anything as Master Keith was getting angry, and more than a little drunk. At one point he grabbed me by the hair and forced me to my knees. He rammed his cock down my throat and began to empty his bladder. We had been experimenting with water sports, but I had not learned how to drink so much piss straight from Master's spout. I did my best, but when I sputtered and coughed up a bit, I was flipped over and severely spanked. And thn Master made me work on my piss-drinking skills. The bathroom became off limits. Every time one of the men had to piss, I was instructed to serve as his urinal. I wasn't allowed to relieve myself either, so I was quickly feeling rather ill as my belly sloshed around, filled full of piss and cum. Eventually, Master David took pity on me and sent me to the bathroom to relieve myself. While I was gone, he made a wager with Master Keith that would change my life completely. The guys had a fantasy football league going. I was now going to be the weekly prize. Whoever won each week would get to take me home and use me however he wanted. There would be no rules, nothing too kinky for me. Whoever won each week could do anything they wanted to me, and the men got hard thinking up all of the depraved things that they would do to me. Now I had a job and was only serving Master Keith in the evenings and on the weekends. Master David made it clear that this was about to change. He won that week, so he dragged me by my hair out of my own house and threw me into the trunk of his car. He tossed a roll of duct tape in and told me that he expected to see my tied up tightly by the time he arrived at my new home. I did my best, but I suspect that Master David was driving erratically on purpose, making it difficult to tie myself up properly. By the time we arrived at his home, I had my legs and knees taped up, and had wrapped the tape over my eyes and mouth, over the O-Ring gag that was still buckled in place. For good measure I had also taped up my chastity cage. I was trying to figure out how to tie up my arms when the car stopped. Master David popped the trunk and sneered down at me. He flipped me over, taped my arms up tightly behind my back, and the closed the trunk. It was later in the evening, but it still gets very hot in Texas. Especially when you're tied up tight and locked in a car trunk. I started to think that I might die, but Master David did keep checking on me, and giving me water from time to time. Sometime around midnight he pulled me from the trunk and asked me what I should be forced to do as a reward for the Cowboys' win that day. I stammered something about being his fuck slave, but I was too weak to really think of anything special. Master David said that it was a start. He stuffed his cock down my throat while he ripped the duct tape off my body. I screamed in pain, but the sound of my agony was muffled by his pulsing cock. When I was cleared of all of the tape, he put me down over a sawhorse and bound my ankles and wrists to the legs. He then pushed me over to the wall where there was a dildo suction cup mounted to the wall. It was quickly shoved down my throat. He then wheeled out a fucking machine and set it to start pounding my sissy pussy. He left me like that, although he did stop by occasionally to check to make sure the dildo was still sawing in and out of my ass. God bless him, he also squirted on some lubrication from time to time. I spent the entire night like that. At 7am he woke me up by shoving his cock down my throat. I tried to suck him to orgasm, but he was mostly interested in emptying his bladder. Then he handed me his cell phone and told me to call in sick to my work. I was so tired that I couldn't think clearly, I typed my boss' number into Master David's cell phone and stammered out some excuse about feeling sick. Master David dragged me into his bathroom. He took out a roll of cling film and proceeded to mummify me so that only my head was free. Then he took me to his bathroom and pushed me into the tub. He started filled the tub with cold water while he went to dress for work. I was shivering from the water temperature, but also from fear as I wondered if Master David would get back before the water covered my face. He did come back, with two sets of handcuffs. One tied my ankles to the tub faucet. The other tied my wrists to a rope that was tied to hook in the ceiling. He then pulled out another rope and wrapped it around my balls, the tied that to the ceiling hook, basically hanging from the ceiling by my sissy balls, although the water did help to support my weight. And then he said goodbye. Master David said that he would try to get back for lunch, but if not, he would see me sometime after 5. He turned off the lights and closed the door. I was a trussed up sissy in pitch black, with nothing to do but wait for my new master to return. He did come back at lunch. He brought home a friend and they spit roasted me. By this time I was too weak to resist. Master took pity on me and left me untied after they used my sissy holes. He told me to stay in the bathroom, but let me take a nap on the floor. It was cold. It didn't matter. I fell asleep immediately. Master David came home sometime after 5. He told me that he was too tired to use me properly, but not to worry, he had some friends that would be stopping by. He took me out to his backyard and tied me up in a closet in his shed. There was a glory hole cut out in the wall. You can guess how I spent that night. Master David put an ad on Craigslist saying that he had a sissy tied up in his backyard glory hole. I lost count of all the men who stopped by that night. I just knew that every time a cock poked through the hole, I needed to wrap my lips around it. I didn't know that Master had promised that I would be there every night that week, and that there were several men determined to feed me each and every night. Tuesday morning came, and Master dragged my weary ass out of the closet. He told me to call back to my work. I told my boss that I was still sick. My boss said that I would need a doctor's note when I came back. I agreed and hung up, while master dragged me back to his bathroom. This time he handcuffed my hands around his toilet, and tied my head up so that it hovered just above the bowl. The new addition this time was a pair of headphones that he put over my ears. I was treated to the sounds of somebody being fucked while some sissy proceeded to chant about what a sissy slut should do for her Master. This was my first taste of sissy hypnosis. It would not be my last. I now spend my every free moment listening to the most depraved sissy hypnosis porn imaginable. I have been trained to love it. Indeed, I feel ill if I go more than a few hours with a sissy hypnosis file filling my head with the sounds of a sissy being used like a sissy cum dump. Master David came back Tuesday night with a couple of friends. They all fucked me several times before I was led back out to the shed. This time I kept count. There were 27 men who stopped by that night. I swallowed all 27 loads of cum while listening non-stop to sissy hypnosis files. Wednesday morning I called my work again, but this time Master David took the phone, put it on speaker phone and told my boss that I was in the process of becoming a full-time sissy whore and that I would not be returning. I heard my boss gasp at the declaration. He asked me to respond if this was true. Master David grabbed my balls and squeezed the so tightly that I cried out in pain, but I cried out that "Yes, I am a sissy slut " and that I "won't be coming back to my fucking accounting job." There was a long moment of silence. Then my boss said, "I always thought that you might be a sissy faggot. Maybe you won't have to quit, if you're willing to be a sissy slut at work for me as well." Master David laughed and took the phone off speaker. I couldn't hear the entire conversation, but I know that he arranged for me to return to work as the new sissy receptionist. And he also arranged for my boss to come pay me a visit later on that morning. Sure enough, my boss stopped by Wednesday at lunch. Master met him at the door and led him into the bedroom where I was tied up with a sissy hypnosis file playing in my ears. I was untied and put down on my knees while my boss and Master David stuffed me full of cock and cum. I recall my boss saying that he could get used to this. He made an appointment for me at a local doctor's office, which is how I found myself telling a company doctor that I wanted to become a woman. I had a prescription for Premarine, Spirolactone and another estrogen supplement that afternoon. My boss stopped by that evening and I recall his cock twitching as he gave me my first hormone injection. Then it was back into the sissy closet for another 32 glory hole cocks. I didn't call in sick to work on Thursday. As per his agreement with my boss, I went to work wearing a very feminine top and clear nail polish. I also had a massive but plug lodged up my sissy pussy. My boss put out a company-wide email explaining that I had decided to become a woman, and that I had the complete support of our company. I spent the day sitting at my desk, embarrassed as hell and trying not to talk to anybody. It was no use. Several of the women stopped by to offer me their support. Several of the men stopped by to make fun of me. They called me sissy faggot under their breath, and I found myself agreeing and saying that as a sissy faggot, I would be willing to serving their manly needs. I quickly realized that the sissy hypnosis files that I had been listening to had conditioned me to behave like a sissy slut for any man who was interested in using a slut like me. I tried to stop myself from saying the filthiest things imaginable, but I couldn't help myself. I immediately agreed to be the office slut, and practically begged each man to fuck me like the whore I longed to become. Dear God. This was so much more that I had ever dreamed about when I started serving Master Keith as his sissy slut. That was pretty much par for the course for the rest of the week. I spent my days at work, struggling to do my job while a huge dildo made it impossible to concentrate. I would let myself into my boss' office sometime during the day where I would find myself spread across his desk while my boss fucked me. Mr. Peters, the head of sales soon took to joining in to fill my other hole. Both men agreed that I was not truly embracing my budding womanhood, so on Friday afternoon to drove me to a salon, where they instructed the ladies to "slut this sissy fag up." There was no dissent. I left there with blonde hair, complete with styled extensions that fall halfway down my back. I was also given a set of long, polished nails and instructions on how to do my makeup from that point forward. I was amazed, and more than a bit turned on, when I spent Saturday in full female mode. I wasn't fully passable, but I still looked damn sexy. And so we return to Sunday in Texas. Once again I find myself wearing a cheerleader outfit and serving a bunch of horny men (my boss and the Sales Manager have joined the party). Once again I find myself being spanked and fucked and filled full of cum and piss all afternoon long while the Texans continue to loose and the Cowboys win. And once again, I am the party prize for the man who wins me in their fantasy football league. This continues for the rest of the season. I find myself spending the week at a different Master's house after another. It gets to the point where I only see my house on Sundays, which is why I never get around to renewing my lease. I find myself evicted on the first of December, but I don't really care. By this point I have become such a depraved sissy cock slut that I can't think about silly things like rent. I am only interested in cock and cum and being a perfect sissy slut. I am homeless now, but fortunately I have met Master Tyrese by this point. He is from Cleveland, and the Browns have sucked this year as well, but he still manages to win the Fantasy football league. Which is how I find myself working the streets as a sissy whore. I am a transvestite prostitute from February until August when the fantasy football league starts up again. By this time I have C-cup titties and my cock has shrunken down to a tiny nubbin. No worry--I haven't used it for almost a year now. I am now a totally passable sissy slut, and I am scared, but also pretty excited about what will happen with the new year. Go Texans!

Same as Sunday Night Football Sissy Videos

2 years ago
  • 0
  • 173
  • 0

The Knight and the Acolyte Book 8 Chapter 9 The Knights Passion

Book Eight: Labyrinth of Love Chapter Nine: The Knight's Passion By mypenname3000 Copyright 2016 Knight Kevin – The Free City of Grahata, Yalut Island The night wore on as we stood our watch in the overgrown Labyrinthine Gardens. The trees and bushes were so thick, the stone buildings of Grahata were completely obscured. There was almost no light, the night sky half-overcast, the moon struggling to shine through black clouds. But our eyes had adjusted to what light there was. The...

2 years ago
  • 0
  • 35
  • 0

2 cock night for chastised sissy

I had been denying my sissy urges for months... 10 months, felt like an eternity. I had recently ordered a cb-6000s chastity cage and when it arrived I spent 3 days in a chastity induced cock addiction I couldn't shake. My wife miraculously got called out of town for a family issue on day 3 of my self inflicted chastity, we hadn't had sex for months so I wasn't too worried about being caught... almost want it to happen. I got home from work that night and within 5 minutes I was posting an ad on...

4 years ago
  • 0
  • 43
  • 0

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
  • 0
  • 46
  • 0

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
  • 0
  • 51
  • 0

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
  • 0
  • 35
  • 0

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
  • 0
  • 35
  • 0

I Now Own You Sissy

It had all started with a routine visit to his Doc for a simple prostate exam. After he'd given away his submissive tendencies by pushing back against her finger, she'd given him a good hard anal fingering and then he'd revealed the true depths of submissive tendencies, to Dr Megan Sutton, or Miss Megan as he'd begin to know her. "Then a week before the next visit you'll not be allowed to cum, if you do, you'll be punished very firmly. I'll be measuring you cum output and will know if you...

2 years ago
  • 0
  • 30
  • 0

Classroom Sissy

Classroom Sissy By Cassandra Morgan I did it! I got in! Me! Geeky Brad Hollins. I'm one of the 10! I'm finally accepted! I'm finally one of the chosen few! I never thought I had a chance. After all, more than 200 students apply for the 10 every year, and 190 of them go away disappointed. Only the finest minds at Calvin Coolidge Community College (CCCC) get a Golden Ticket. And I'm Willie Wonka! Whee! You've heard of the 10, haven't you? It's a secret honor society at CCCC,...

3 years ago
  • 0
  • 49
  • 0

A Submissive Sissy

A Submissive SissyMy sissy slave husband, Princess, was in the process of paying his usual obeisance to my feet on a recent morning. It's always good to see Princess applying his tongue to my high heels and on this particular morning he was working extra hard to please me since he was about to beg me to not take him to the beauty parlor. He knew that it was unlikely that I would relent, nevertheless, the outings I arrange are so excruciatingly humiliating for the poor dear that he is ever...

2 years ago
  • 0
  • 27
  • 0

Saturday Morning Sissy

Saturday Morning SissyI woke late on Saturday morning and immediately knew that something waswrong. Sure, I'd been out drinking Friday night, so the hangover wasn'tunexpected. But I was surprised to wake and find that there was aleather band snapped tightly around my balls and that this was tetheredsecurely to the foot of my bed with a short chain.Further exploration revealed that my entire body had been shaved and mynipples had been marked with some type of semi-permanent red dye. Ifthat...

3 years ago
  • 0
  • 22
  • 0

Saturday Morning Sissy

Saturday Morning Sissy I woke late on Saturday morning and immediately knew that something was wrong. Sure, I'd been out drinking Friday night, so the hangover wasn't unexpected. But I was surprised to wake and find that there was a leather band snapped tightly around my balls and that this was tethered securely to the foot of my bed with a short chain. Further exploration revealed that my entire body had been shaved and my nipples had been marked with some type of semi-permanent red...

2 years ago
  • 0
  • 42
  • 0

Revenge of The Sissy

Revenge of The SissyA big fat dirty pig dad abuses his sissy too much. I come home from work in my uniform from the garbage company, work shoes, and Hat. I head towards my recliner. I say you fucking sissy get over here. Get me a beer. Where's my remote? Where's my god damn dinner?I take my belt off and set it beside my recliner. I take my pants and uniform top off. I take my cigars out of my shirt pocket and set them beside me. I hang my pants and shirt over the back of my recliner. I set my...

3 years ago
  • 0
  • 29
  • 0

I Sissy

I, Sissy By Cassandra Morgan The late-night glow of the computer screen was the only sign of life in the house. Molly had long since gone to bed, alone. It was 3 a.m. Casey Matthews knew he should get to sleep. But he wanted to read one more fiction, get to one more situation, feel the stirrings from one more author. This was story time for Casey. His hand dropped and rubbed himself, just for a minute. He wasn't going to masturbate, not with Molly in the next room. But shifting...

3 years ago
  • 0
  • 29
  • 0

The Farm School Sissy

INTRO (Skip this bit and get on with the story if you want) Like most of my writing projects this is unfinished. I seem to always get obsessed with small details to the detriment of ever finishing the work. Feel free to take over this story yourself and make it what you will. This particular story is set in a world perhaps just slightly off centre to our own. The location is a boy's only orphan farm school run mostly by strong and independent women. The world has changed in so much...

2 years ago
  • 0
  • 47
  • 0

Becoming a Sissy

Previously published, but in separate parts, this one is the whole story start to finish.This is the story about how I went from being an inadequate husband to being a porn addicted goon and finally in the past year fulfilling my sissy ambition to worship a big cock and balls. They belong to my best friend Tom who I have known for 20 years. It was a journey that took a few years but if I had been brave enough when I was younger would have taken no time at all and spared me lots of humiliation...

3 years ago
  • 0
  • 37
  • 0

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...

2 years ago
  • 0
  • 52
  • 0

I would be the Young Sissy

My 21st birthday...my first day as a man, as a true lord of the Manor...myfirst day as a Master. I was so nervous I threw up my lunch. Not verymanly, I know, but just the thought of having my very own sissy to playwith had me teetering between the giddy excitement of a k** right about toopen the biggest present under the tree, and the stark terror of officiallybeing a man in my step-father's eyes...how could I measure up to him? Ifelt destined to disappoint him...and I didn't even know why I...

3 years ago
  • 0
  • 31
  • 0

I Want To Be A Sissy

He Wanted To Be A Sissy The Lincoln town car drove slowly up the long driveway and halted at the entrance to the two-story building. It was late morning on a warm sunny day. The chauffeur jumped out and opened the rear passenger door. A lady dressed elegantly in a mauve skirt, white blouse and matching jacket swung her feet out and stood up. She looked at the other person in the car. "Well we're here now. Seems like a beautiful place. So step out carefully." The other person...

2 years ago
  • 0
  • 33
  • 0

My sisters their friends and me their sissy

Part One My oldest sister Vickie, was 18 when my mom died. My middle sister Michelle, was 14 and my youngest sister Joy, was 11. I, Mark was the baby of the family at 7 and had been the only male in the house since father had passed away when I was 2. He left us well off and with his money well invested we lived very nicely indeed. We had a private tutor/governess, Ms Wells, a young lady of some thirty or so I suppose. A live-in housekeeper Ms Dee Dee, a French exchange student...

4 years ago
  • 0
  • 42
  • 0

Young Sissy

Young Sissybysmittysimon©Author's Note: This is a follow up to The Young Master series. You can start here if you aren't interested in Belle's misadventures as spoiled young man turned out by his own sissy slave and eventually enslaved by his step-father, but it does introduce a lot of characters you'll read about in this series.I don't know how long I was under days, weeks who knows, maybe even months. Reality blurred with nightmares as I felt my flesh being cut into by cold scalpels and stuck...

4 years ago
  • 0
  • 27
  • 0

Rules for sissy

General Behavior Sissy is expected to always obey these rules. * Sissy will never masturbate or in anyway contribute to her having an orgasm without Mistress' permission. * Sissy will report immediately any orgasm that occurs without permission. * Sissy will accept whatever punishment Mistress decides appropriate. (Punishment for orgasms out of chastity will be more severe than for those within the cage). * Sissy will not put any part of her Mistress' sissy in jeopardy of ...

3 years ago
  • 0
  • 27
  • 0

Raised a Sissy

Raised a Sissy Alessandra Durante I've been a sissy my whole life. I didn't know that when I was child, but that what I was raised and reared to be. I never had a choice in the matter. I was born into a wealthy family, but I never knew the privileges of wealth. My mother was a strong willed woman who ran our countryside home like a queen. My sissy father was her faithful and humble servant. My father doted on her and obeyed her every command as if he had no choice. My...

2 years ago
  • 0
  • 26
  • 0

Curiosity Spanked the Sissy

You had driven all night to get to where you were and as you look at the house you wonder why? You just cannot understand why you are outside the house of Mistress Penny. Is it curiosity you wonder, certainly she is a completely different Mistress from your own goddess, Mistress Michele. She is the Mistress to your good friend on Fetlife, Sissy Davina but the only thing you know about her is how she has been described by Davina. You know she is curvy Mistress unlike Mistress Michele, is...

2 years ago
  • 0
  • 29
  • 0

Tweak Chapter Three Birth of a Sissy

Melissa's mentoring of Simonne continues at an ever-increasing pace. He quickly learns that submitting to Melissa's demands may be the only way of convincing his girlfriend to submit to his. Operation Linda begins in earnest. 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 Three - Birth of a...

3 years ago
  • 0
  • 26
  • 0

Beth and Sissy

Beth and Sissy Copyright CassandraToday 2016 Beth stood up and walked from the bed to the far side of the room, over to the ... what is it? thought Sissy; it looks like a St Andrew's Cross lying on its back, with supports underneath to hold it at tabletop height. Beth turned, smiled at Sissy, and crooked her finger in an unmistakeable "come here" gesture. So enthusiastic at first, Sissy was now hesitant, as it sank in that this would be reality, not fantasy. She rose and started...

2 years ago
  • 0
  • 25
  • 0

The Making of a Sissy

She had known from a very early age that she was not like the other boys; her mother had passed her on to her strict aunt Jane at a very early age, and she had never known her father.  Jane’s strict regime of making the boy dress in girls clothes at all times when at home only furthered the yearning to be a girl which was already firmly within the soon to be a sissy’s mind.  Jane’s girls took special delight in dressing their sissy brother and loved to take him out to the mall and such places,...

2 years ago
  • 0
  • 36
  • 0

Andrew the Unsuspecting Sissy

ANDREW'S INTRODUCTION Audrey was alone in her study. Up on the 60 inch, big screen was a security camera that flashed from locations all across the manor. Audrey locked in location six and location eleven. She then pressed a button and stood up and removed her blood red silk blouse and unclasped her long black tweed skirt and lowered the zipper and watched as the skirt puddled at her feet. Carelessly she stepped away and adjusted her hose and garter belt. She was braless and wore no...

2 years ago
  • 0
  • 33
  • 0

Teaching the Sissy Maid Workshop at the MVP Chapter Three Daisy Begins Her New Life as a Sissy

Teaching the Sissy Maid Workshop at the MVP, Chapter Three Daisy Begins Her New Life as a Sissy Maid She took and held three enema bags before I allowed her to get out of the tub and she was emotionally, sexually, mentally, and physically broken. Not permanently, that takes years to accomplish, but she had given up and began the process of accepting that she was powerless and too weak to resist me. To keep her in the right frame of mind, I grabbed her by her hair and walked her...

2 years ago
  • 0
  • 24
  • 0

A Happy Sissy

A Happy Sissy Kathleen didn't iron. Janelle wouldn't work past noon. Hannah wanted too much money. Damn, good help was hard to find. Monica, my wife, sat on the bed with the newspaper ads spread around her. She was looking for a maid. The way she tells it, Sharon had been a domestic with her family for a thousand years. As Monica grew up, Sharon was always there to advise her, to steer her toward decency, to make sure she knew that hard work was the key to good results....

2 years ago
  • 0
  • 31
  • 0

The Blushing Sissy

The Blushing Sissy by StateRowdy [email protected] ? She'd been teasing me all week, much, much more than usual. And, now I could hear her talking to me from her bathroom tub, which by the way, used to be our bathroom. Me, I was busy ironing her long and elegant pinstriped wool gabardine black skirt with the flounced hem and her very sheer ruffled black silk halter. Ironing is perhaps one of the hardest chores I have to do. Everything had to be just so, or it was over her knee, panties down...

3 years ago
  • 0
  • 26
  • 0

Degraded Sissy

fondamaid asked: Hi. Sorry it's been a while. I haven't dressed and I felt a little odd sending you a note while in men's clothing. Today I'm dresses, corseted, and locked up. I'm just not sure how long I'll keep myself locked up. I did finally get baby oil to use though and the cage is more comfortable because of it. I thought lube would work fine, but I was wrong. Now I'm all sissied up and wondering what I should do. Part of me thinks I should practice pleasing real men.I hope that, when you...

2 years ago
  • 0
  • 27
  • 0

How to Build a Better Sissy

How to Build a Better Sissy Or My Evolution by: Missy Satinpanties I was a small, skinny child, with a rather normal family. My father worked for the electric company as an auditor, and my mother ran a yoga studio in the converted garage of our home. When I was young, this was where I played, watching women contort themselves into the various yoga poses. I was about 6 when I asked my mother...

4 years ago
  • 0
  • 22
  • 0

Checkerboard Sissy

Checkerboard Sissy By Cassandra Morgan A guy never wants to meet his girlfriend's parents for the first time. There are always years to negotiate, and beliefs, and backgrounds. As nice as the parents may be, there are always judgments to make, and old boyfriends and girlfriends to reference, and finances to be probed. It is natural to be suspicious of someone who loves your child. For Keisha and I, this was more challenging than for most couples. As an interracial couple, Keisha...

4 years ago
  • 0
  • 29
  • 0

Trucker Daddy Gets A Sissy

It could easily be the lowest point in Denny life, sitting in an old Ford Escort that wouldn't start, the temperature outside well below freezing and him not having the cash for a hotel or to have the car fixed. He had no idea what to do next. Completely out of ideas, he had been sitting in for hours watching the normal people with money coming in and out of the Flying J Truckstop. He almost jumped out of his skin when someone knocked on the window. Denny cautiously rolled the...

3 years ago
  • 0
  • 33
  • 0

The Blushing Sissy

Story writing contest 10 [email protected] She'd been teasing me all week, much, much more than usual. And, now I could hear her talking to me from her bathroom tub, which by the way, used to be our bathroom. Me, I was busy ironing her long and elegant pinstriped wool gabardine black skirt with the flounced hem and her very sheer ruffled black silk halter. Ironing is perhaps one of the hardest chores I have to do. Everything had to be just so, or it was over her knee, panties...

3 years ago
  • 0
  • 27
  • 0

Home Alone Sissy

What is it they say, "It all began like any normal day." Well since I was wearing a sissy maids uniform it was not going to be a normal day! I had on black patent leather Mary Jane shoes, with four inch heels. I love higher because it forces me to walk more daintily but I had a full list of chores and would be on my feet all day, so practical is better. My legs are encased in shear black stockings, of course they have to be stockings, tights just do not do it for me. They have a...

4 years ago
  • 0
  • 32
  • 0

Be a Sissy

forced to be a Sissy IThe young man stood facing a very large woman sitting in an upholsteredarmchair. There was no other way to describe her. She was fat, perhaps,pushing 300 pounds he thought. The way she was staring at his punyframe suggested that maybe he was going to be her next meal. She wasn'tsaying anything as she visually appraised him for the first time...Jacob had been brought to this woman by his step-grandmother earlierthat morning. He had been given over to his step-grandmother by...

3 years ago
  • 0
  • 20
  • 0

Sissy On Sissy

SISSY ON SISSY by Throne Bob stood there feeling beyond foolish. His body had been denuded of hair and his skin, after weeks of using an imported emollient, was satiny. All he had on was a pair of bikini-cut panties and a training bra. He was wearing the latter because his wife, Tessa, had taken him to a specialist two weeks before and gotten him a lovely set of breasts. They were small implants and his nipples rode high on their feminine curvature. It didn't provide any modesty...

2 years ago
  • 0
  • 34
  • 0

Mrs Grant and her new Sissy

New Little Sissy"I'm done planting the flowers Mrs. Grant," I said."Justin honey, I swear I have no idea why you keep coming over to dochores around here.""I am rich you know just like your Mother, I do have a gardener.""There's no need for you to do these things.""Not that I mind paying you, but you certainly can't need the moneyeither.""I just like coming over here Mrs. Grant."She appraised him slowly now, was this a little slip, or was she justimagining things? Was he actually saying he was...

4 years ago
  • 0
  • 28
  • 0

New Little Sissy

"I'm done planting the flowers Mrs. Grant," I said."Justin honey, I swear I have no idea why you keep coming over to dochores around here.""I am rich you know just like your Mother, I do have a gardener.""There's no need for you to do these things.""Not that I mind paying you, but you certainly can't need the moneyeither.""I just like coming over here Mrs. Grant."She appraised him slowly now, was this a little slip, or was she justimagining things? Was he actually saying he was attracted to...

2 years ago
  • 0
  • 52
  • 0

Its Hard For This Sissy

IT'S HARD FOR THIS SISSY by Throne Pete had just gotten home from work and he immediately noticed a look of mischief in his wife Andi's pale blue eyes. He seen that all too often in the past. She must have spotted the concern on his face because she wanted to know, "Is something the matter, Petey?" She was calling him by the diminutive of his name. The switch from Pete to Petey was another bad sign. "It's just..." he extemporized, "that you seem... distracted." "Well,...

4 years ago
  • 0
  • 64
  • 0

stepson becomes moms sissy

Mark Peters let out a low moan that couldn’t be heard above the organ as it played "Here Comes the Bride." Although every other head in the church turned to glimpse the tall, dark-haired beauty imperiously making her way down the aisle, Mark kept his eyes fixed on his feet. Had anyone been paying attention, they would have seen a small tear escape Mark’s eye.It seemed like only yesterday that Mark’s mother and father had split up. Mark’s dad, Mark Senior, was a partner in one of the city’s...

2 years ago
  • 0
  • 45
  • 0

My Sisters Sissy

My Sister's Sissy By: Missy Satinpanties Note: This isn't one of my usual stories of sexual degradation, but what I think of as "my autobiography that should-have-been." The make- up of my family is the same as it was, my sister's names are the same, but that's about it. This is how I wish things would have gone when my little secret got "out of the bag." I guess I've always been a sissy. I remember playing dress-up with my sister when I was very young, and can vividly remember...

3 years ago
  • 0
  • 32
  • 0

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
  • 0
  • 71
  • 0

Sissy Stepson 10 Stepmothers Sissy

Part 10 - Stepmother's Sissy Mrs. Monet put another knee high on the exhausted sissy and got an open toed spike heel with a very small opening in the toe of the shoe. Mrs. Monet forced the shoe on the sissy's limp dick, which started to harden within the shoe. "Come on sissy, just three more milkings, I know your balls ache and your sissy stick is red and sore, but you promised to hump my shoes!" his stepmother cooed. Finally, Caroline's sissy stick got hard enough for the just the tip...

4 years ago
  • 0
  • 71
  • 0

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
  • 0
  • 42
  • 0

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
  • 0
  • 37
  • 0

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
  • 0
  • 24
  • 0

Ken Sissy

Ken sat there, staring blankly at the movie screen, showing a big black cockplowing into a white beauty. His wife was far from a beauty, as she was now inher early fifties and had put on a few too many pounds for his taste.... butevidently it didn't seem to have bothered the two black men.Ken looked over his shoulder at the entrance to the adult theater, hoping thathis wife would be walking back in, but he knew better. It had all happened sofast, that he tried to remember how he ended up...

3 years ago
  • 0
  • 62
  • 0

Mistress Sabines Sissy

My phone vibrated softly signaling a text. I almost didn't look at it. I was at a meeting of the board of the corporation I work for, trying to steel my nerves for a presentation I was scheduled to make. This was my first time and instead of running through my presentation in my head I was focused on what I was wearing under my suit.I glanced at the phone."Someone in the room knows exactly what you're wearing..."It was from Mistress Sabine, a woman I'd only met a few weeks ago. She was also the...

2 years ago
  • 0
  • 84
  • 0

Miss Lindas sissy

My finger was shaking bad as I went to push the doorbell. Miss Linda had told me how my slave training was going to change. She told me she was going to turn me into her sissy slave. Oh My God! What was I doing here? Why did I even come back here? I was afraid of what my heart said in response. The truth was, I really wanted to be a sissy. Even the thought of the intense humiliations that were to follow excited me. I rang the doorbell and felt my doom consume me. Ms. Linda answered the door...

2 years ago
  • 0
  • 46
  • 0

The Misadventures of the Worlds Worst Sissy

The Misadventures of the World's Worst Sissy By Cassandra Morgan This stuff isn't easy, okay? The world that looks down upon us think that it is. They think that any wimp can be a sissy, that even the frailest of us can scrape and bow and curtsy. They think that anyone can cook or clean are do the so-called mindless tasks that the rest of us are assigned. They think this is a soft life for soft people. They think we are so concerned with being pretty and smelling pretty that...

2 years ago
  • 0
  • 51
  • 0

First time Sissy

I was born a "boy" but it was mother nature mistake as I am very petite, 5'2" 110LBS. with a sexy round ass and dick sucking lips. For this site purpose I will start at 18 my journey as a sissy cum loving size queen SLUT. In my senior year with a couple of months to go before graduation I turned "legal age" but was no virgin by any stretch of the imagination but cannot talk about it because of "rules". I had become a "male cheerleader" but was finer than some of the bitches there and had the...

Transsexual
3 years ago
  • 0
  • 48
  • 0

Im Not A Sissy

I'M NOT A SISSY by Throne My name is Joe and not Jodie. I'm an adult and not a kid. And I'm a man and not a simpering sissy. I keep telling myself that. But my wife Arianna thinks differently. I mean, ever since we got married two years ago she had been running my life more and more. Talking down to me. Turning me into her sex slave in the bedroom, demanding oral attentions and giving almost nothing in return. She mocked my small penis and made me masturbate while she watched....

2 years ago
  • 0
  • 26
  • 0

Richard the Sissy

Richard the Sissy by Joney Cunningham Hi, my name is Richard, or should I say Regina now. I am a sissy. It all started when I was 15 and my parents had taken my 13-year-old sister out of town for the weekend. I had a part-time job, so I couldn't go. My parents told me that the paid Gina, the high school senior across the street to decorate my mom's sewing room. Gina was into interior decorating and had gained a reputation of doing great work. They told me she would have a...

3 years ago
  • 0
  • 57
  • 0

The Lingerie Salesman Sissy

I had a career change a few years ago. Admittedly a door to door salesman did not sound good but the money was OK as long as I made plenty of commission but the fringe benefits were amazing. For me it was not household cleaners or insurance but sexy lingerie. Not only did the ladies on my round like to try on the lingerie but as soon as they felt super sexy I would get my “extra” commission. Yes I had all shapes, sizes and ages, even a mother and her daughter were regular customers and I had...

4 years ago
  • 0
  • 53
  • 0

son turned into moms sissy

My name is Barbie. Everyone calls me Barbie because I am small and I have long blond hair. I am the smallest in my class. My real name is Ashley. Before you ask, I do not like Barbie's. I never played with them. I suppose when you have hair down to your shoulders, then people think you look like a girl and call you Barbie. I am eleven years old.I got this diary today. So I might as well write in it. It is a purple one with a bear and heart on the cover. It has a lock on it. I might as well use...

3 years ago
  • 0
  • 24
  • 0

Cum Craved Sissy

Taking a quick look at the clock, I noticed that the delivery had run late, and I was immediately stressed at the fact that Mistress would be home shortly. I knew I didn't have time to shower, and there was certainly no time for much cleanup either. I just pealed the skin-tight jeans down, crumpled them up and buried them at the bottom of the hamper.I carefully pulled the bright yellow panties down my legs, trying not to make any more mess. I washed the creamy jism away in the sink, squeezed...

Porn Trends