Persuaded To Be A Sissy free porn video

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Persuaded to be Sissy Note: This story is almost completely true. I will fill in for the parts that are not quite clear anymore. This happened about 15yrs. ago when Mistress Becky and I were younger......(sigh) We were living in a trailer park. I was still in the Navy, and was on shore duty assigned to a small dispensary. My wife and I were seriously thinking about me getting out of the service and starting my civilian career after 10yrs. of military life. I was dressing up just about every week-end that I was not assigned duty. My wife was supportive. However, I was getting greedy. I insisted that I needed MORE dress-up! MORE humiliation! MORE of everything! My experiences while dressed up in the past have been quite good and thrilling with my wife's help and participation. My job was very stress related, and I was turning to dressup as a form of relief from the pressures associated with the job. My constant demands for newer experiences while dressed up had finally gotten my wife's goat. On a Friday afternoon when I got home from work, I had discovered that the kids had been taken to a all night baby-sitter, and that my wife had done some "special shopping" for her sissy husband! I was informed that we were going to take a small trip up the coast to Los Angeles and we were going to see the Griffith Park as two girls! My clothes were laid out on the bed, and all of the acsessories were included. Becky had gotten fed up with my constant demands for new experiences while dressed up. I was told that if I wanted her to continue to be supportive during my dressup sessions in the future, that I had to do EVERYTHING that she demanded for the next 24hrs.! If I could not obey her commands and follow her rules, then her participation in my dressup fantasies would cease to exist, and we would probably end up getting a divorce. She continued to say that If I really desired new experiences while dressed-up, that She would have to be in charge of all of my future dressup sessions. That way She could control my runaway desires for more thrills while dressed up. I readily agreed.! This was my dreams come true! Little did I know just what my darling wife was up to! Of course, my first objective was to shave my legs and such. However, I was not prepared to shave my underarms and arms also! I protested that the guy's at work would ask questions about my lack of arm hair. Beck's initial reply was to smirk alittle and tell me in her 'mommie to little boy voice', "That's too damn bad isn't it sissy?" At this point I was ushered into the bathroom where I was shown how to anoint my bath water after my body shaving with bath oils and softners. I will admit that my skin never felt so smooth before! I smelled pretty good too. Then she took the shaver and shaved all of the areas that I could not reach readily like the areas between my buttocks. In the bedroom, the first article to be put on was a lubricated tampon into my rectum. By "lubricated" I mean she made me suck on the damn thing until it was wet enough to be put into me! I asked her why I had to wear a tampon up my ass and she told me, "So that you have the new experience of wearing one just like a lady would during her period. You wanted new experiences, well sissy, you're going to get them!" I started to feel alittle alarmed at the tone of her voice. Then I was instructed in rubbing a scented moistierizing cream all over my body. This was followed by a liberal dusting of a perfumed powder. I felt like I smelled like a french whore with all of these different feminine smells about me. At this point she pulled out a nylon stocking and instructed me to tie it at the base of my cock so that I ended up with two equal lengths of nylon. She closely inspected the knot to ensure that it was very tight. Then I was told to pull the two free ends back between my legs and up and back around my waist so that the two ends could be tied together in front of me. She insisted that I pull hard enough to eliminate any suggestion of my male genitals at all! The two nylon ends pulled back between my legs also ensured that my tampon remained deeply inbedded within my ass no matter how hard I may try to push it out! My balls were feeling very crushed and when I tried to loosen the knot around my waist to accomodate them, she slapped my hands away saying, "No! Sissy must not touch! I want you to keep that tampon in your rectum until I say to let it out, not before!" By now my balls were giving me a dull ache, and the tampon was just uncomfortablely wedged in there. Pink panties with absolutely yards of white lacy ruffles sewn onto the rear was pulled up my legs and around my now compressed waist due to the tight nylon tied around it. To accompany my panties, a long line pink bra was installed with large foam pads to fill out the C-cups. I was at this time instructed to sit down and was handed a bottle of dark red nail polish and was told to put at least 5 coats of polish onto my toe nails. I was also ordered to do a perfect job without smears or I would be punished for being a sloppy sissy! Things were going pretty good in the applications when I slipped up and spilled alittle of the polish onto my hands while trying to get to my little toe on my right foot. My wife had left the room before hand to see to something else, when she came back into the bedroom, she spied my apparent spill. I was ordered to stop painting my nails and to put the cap to the polish on, and to stand up. She told me to give her the bottle of polish and ordered me to follow her into the bathroom. Once in the bathroom, she told me to put my hands behind my back and to turn around. She immediately tied my hands behind me with an old nylon. She told me to again turn around and untied the nylon around my waist, letting my inprisoned cock and balls burst free from between my spead legs. She then untied the nylon cord from around my cock and told me to sit on the toilet with the back to the seat up. I was then told to lean back and to put both feet onto the toilet seat itself. This was difficult to do, and after a few false tries, I sat there with my feet on the seat and my knees spread exposing my cock and balls quite openly. At this point, my wife told me, "This is how sissy's are punished for being sloppy with nail polish...." and with a visable smirk and a chuckle, she took the red nail polish and started to paint the head of my cock! I did not think too much of this other than to start to get an immediate erection when she grabbed my cock and put the little red brush to work on the head of my cock. All of a sudden I realized that the polish was burning the tender flesh of my cock head! She took her time, and made special efforts to include all of the areas under the head of my cock and alittle bit into the hole at the meatus. I was by now whimpering that it burned and begged her to stop! She kept adding polish until the entire head of my cock was a deep red color, and I was in agony while the polish dried. My cock started to leak pre-cum from the added pain and stimulation. I was ordered to stay in my open position until all of the polish had dried. Upon standing up from applying the last coat to my cock, she slapped the cock head just hard enough, and I found myself cumming in great spurts while the tampon in my ass was dropped into the toilet from my spasms to the accompaniment of my wife's laughter at what a pathetic sissy I was! After my eruption, I was still in alot of pain from the nail polish. My now soft and spent cock drooped down into the toilet bowl, and drippled the last of my cum into the water. I was totally wasted and humiliated to say the least! At this point, my wife ordered me to put my feet back down onto the floor, and to stand up so that she could untie my hands and we could continue to get me dressed up. I was also ordered to clean up my mess from the floor and to flush the toilet like a good sissy. Before she left to go into the bedroom, she gave me yet another tampon to insert into my rectum, and told me to retie my cock and balls like I was before. Upon cleaning up my mess, I hurried into the bedroom to find my wife patiently waiting for me. I was told to next put on a pink garter belt with four tabs. This further restricted my waist line, and was then handed two dark seamed nylons to put on and to attach to the four garters on the belt. Once I had accomplished this task, she produced a pair of 5" high-heel sandals with an ankle strap. My feet fit rather tightly into the shoes, and I could see the red painted toe nails of both feet through the dark nylons. After securing the ankle straps to both shoes, I was ordered to stand up and to walk across the room for her. Standing up felt good because of the strain put upon my poor tender genitals due to the bondage they were in. However, upon standing up in those shoes I discovered that I was not used to the strain upon my leg muscles and the posture that I would have to assume while wearing them. I almost fell flat onto my face. I also discovered that my pelvis was forced back and my bust was pushed forward in order to keep my knees straight while standing. The shoes were awfully tight, and the pressure on my toes was painful but not unbearable. After I was able to stand up correctly, my wife told me to take short mincing steps and to put one foot in front of the other while walking. As I started to mince my way across the room, she further ordered me to put a "swish" to my butt while walking. My arms were positioned to hang with my elbows out, and my hands were put in a bent position with my fingers up and out away from the mid-line of my body. I was told to swing my arms in this fashion while walking back and forth across the room. This was hard to do! I knew that I looked ridiculous and blushed with shame while she continued to coach me in the way in which she wanted me to walk. She taunted me with comments that I looked just like a "swishy little sissy mincing across the room." After I had performed to her expectations in learning to walk in my high-heels, I was told to go into the kitchen and to sit down at the table and to wait for her with my hands on the top with my fingers spread. As I left the bedroom using my new walk, I heard her chuckle and laugh at what a perfect little sissy I was.

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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
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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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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
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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...

1 year 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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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
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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...

1 year ago
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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
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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
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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
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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
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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
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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
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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
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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...

2 years ago
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Born a Sissy

Born a Sissy This is the story told by me "grandmother" and my grandson Timmy. Most of it is true and only some parts have been modified. It all started back in 1979 when Timmy was only 9 years old. He was a beautiful child that I loved dearly. Timmy's mother, my daughter, had him at the young age of 17. Being so young she was not quite ready to be a full time mother. She was just like any other teenage girl who had social obligations to meet. She was a good mother but I understood...

2 years ago
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sissy

Thanks Megan for the courage to comment. I like constructive criticism, and in addition, would love to be your toy! This chapter is dedicated to you!After returning to my house, I realized that our shopping trip did not accomplish what we set out to do, which was to get more panties for me to wear. So as not to disappoint Elaine, I dressed, the panties in place of course, and returned to the store. Not sure what to expect I walked slowly through the door.The salesladies smiled and said, "Look...

3 years ago
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From manager to sub sissy

Cindy was a co-worker; well actually I was Her manager. Even though I was Her manger, W/we were very close friends. As a matter of fact I still consider Her my best friend. Everyone in the office was sure that we were having an affair, but we were just friends. I must admit that I would have loved to have an ongoing affair with Her. I know that I am not near man enough for Her and I have always know that from the first time I saw Her. Eventually after being friends for many years, I...

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