A Sissy Gets Its Reward free porn video

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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, submissive bottom looking for Dom” and had a pic of my chest just below my neck but added “Pics on request” to the blog.
My first experience was with a guy called Tom just outside of Manchester. He lived in an apartment and I nervously climbed the stairs wondering what was going to happen. Luckily he was a lovely sweet guy who sat me down, made me a coffee and had a long chat with me. I explained I was a Virgin in gay terms and he said if I still wanted to go ahead and “play” then he would take it slow with me and stop if I felt uneasy with anything we were doing.I needn’t have worried. He was such a gentle lover that I actually fell in love with him. We became regular lovers and went away for weekends or for the week “ with work” and are still great friends. He explained that it was the norm to have many lovers, and not to feel guilty if I fancied sex with another guy. Once I was relaxed and learned a vast amount about the gay scene from Tom he said he thought I was ready to spread my love and to enjoy sex with other guys.
I put my blog back on the apps and almost immediately got into a hot conversation with a sexy looking guy from Rochdale who said he loved married guys and” sending them back to their wives with his load in their holes”.I found him very sexy and we arranged a meet in a nearby pub. He was tall and stocky, bald with a grey and black beard shown off by his tanned features and white teeth.
Jon said he couldn’t believe how lucky he was when he saw my blog and that I was “Just his type”
We went back to his house which was a little two up two down terrace and the moment we got inside he grabbed me and started to kiss me passionately. I almost melted into his big arms as he groped me and fondled me between my legs, feeling my hard cock. I did the same and gasped at the size of it. He stopped kissing me and smiled as I looked him in the eyes.
”I’ve never had one this big inside me” I gasped.
Jon kissed me and told me not to be scared. I undressed him and knelt to slip off his boots and trousers.
“I like men who know their place” he said. “How would you feel wearing a collar and leash?” He asked.
I felt horny. It was a fantasy, a dream of one to be at the feet of a sexy strong Dom, collared and in chastity and quickly agreed.
”Stay” he ordered and left me on my knees in his living room while he went upstairs. I watched in awe as he walked toward the stairs. He was fit and stocky and I looked at his muscular bottom and thighs accentuated by the black jock strap he was wearing. This was brilliant. I stripped off quickly and got back on my knees waiting for my Master.
I looked at him sexily as he came back downstairs with a pink collar and leash, his cock was erect and bulged in his jocks.
”Good girl” he said. My cock almost shot it’s load and I leaked pre cum like a tap as he placed the collar around my neck and fastened it, making sure it wasn’t too tight and clipped on the leash.
”Come” he said tugging gently on my leash and I crawled after him upstairs and into his bedroom. The lights were dim. A red bulb glowed dimly in the bedside lamp and I positioned myself between his thighs and kissed the massive bulge as he guided my face toward his groin. The smell of a real man, sweat, stale piss and a faint smell of cum made my head swirl. I groaned in delight as I kissed the hard thick cock through the material and sucked and licked moving my mouth up and down it’s length.
”Do you want it in your mouth?” He said sexily. I looked up from his crotch, lustful and gagging for him inside me.
”Oh please Sir” I gushed and he nodded approval to remove his underwear and take the head of his massive cock into my mouth.I licked the rim of the head expertly and felt satisfaction as he grabbed y head and groaned in delight as I got to work sucking him off like a whore. I spit in it, choked on it as I took it deep into my throat and looked up with big submissive eyes as I licked him from balls to the head which was leaking pre cum.
He lifted me up by the collar and kissed me, slipping his finger into my hole and playing with it as we kissed.
I was scared. Tom was gentle and was average size in the cock department. Jon was massive. About eight or nine inches long and with a real girth.
Jon stroked my body and turned me on so much I had to stop him from sucking my cock as I was about to unload.
He slowed down to give me chance to compose myself and slowly manipulated me onto my side, kissing my neck and telling me what a sexy little bitch I was. I wanted to cum and begged him to take me.
He rolled me onto my left side and lifted my right leg, slowly manoeuvring the head of his cock into my hole. He stopped and took a bottle of lube from the side table and gently worked a good portion into my eager hole and re entered the head into me. I gasped as he slowly got his rhythm going, pulling on my leash and telling me I was his little bitch now. My cum spurt all over my thighs as he slowly popped the head inside me and started to push the whole of his shaft inside me. I told him I’d cum but he just carried on, getting a little rough with me when I pulled away slightly when he started to hurt as the full length slid inside me.. he slipped a pillow under my tummy and flipped me onto my face and positioned my bottom in the air, face into the pillow and started to fuck me hard as I tried to struggle as he hurt me, his balls slapping against mine as he pushed my face into the mattress and took me against my will. “You dirty little tease” he said” your getting just what you fucking deserve” he laughed and fucked me harder. I started to get hard again, his words turning me on and I lifted my bottom up so he could get deeper inside me.”Good girl” he said and bent to kiss me. I thanked him and felt him star to cum. “Please cum in me Sir” I said like a little sissy and his back arched and I heard him grunt as his cum pumped deep into my arse. I felt like he was emptying directly into my tummy he was so deep inside me.
I lay in his arms as I felt his cum trickle between my cheeks and drip from my hole.
I kissed him and told him how sexy I found him.
”That was very, very good sexy” he said, stroking my face and kissing me.”
”How would you like to be my little sissy, a regular fuck toy, used by me whenever I decide?” He said softly and sexily “God, I’d love that Jon” I said looking up from his hairy chest and kissing his nipples.
”Would you let me put a cage on that little cock of yours, dress you in sexy fem gear, so you really are my sissy?” He smiled.
”Definitely, that’s fantasy stuff” I added.
That was how it started. Jon bought gear for me, sexy stockings and suspenders, hundreds of pairs of sexy panties, I would give him cash I’d saved so my wife didn’t see any bank transactions and he would treat me to heels, basques and my favourite outfits, latex stockings and panties and a little latex nurses outfit. I’m slim and tall and am very passable as a fem. I have several wigs and would dress up for him, tidy his house wearing the outfit he had left out for me and clipping on the little chastity cage and leaving the key on the side for him to find.I still slept with Tom and would meet up with other guys but I was smitten with Jon and found it hard to enjoy another cock as much as I did his.
One day I had to let Jon down as I was seeing Tom and a couple of his friends in town. As we sat chatting in a wine bar, Jon walked in and smiled across at me. I jumped up and almost ran over to him and invited him over to our group. I introduced him and we chatted, getting along famously. Jon asked the guys which one of them was fucking me. I felt uneasy. Tom diffused the situation by saying he had introduced me to the taste of cock but was now taking a back seat as I stretched my wings in the gay scene.
”What?”Jon said looking at me angrily.
”Listen, we will leave you two guys to chat, and catch up later” said Tom. They made their excuses to leave and left Jon and me in the corner of the bar.
”Here, go and put this on and be quick” he said, throwing my chastity cage on the table.
I grabbed it quick and held it under the table. “Jon!” I said “What the fuck is up” I snapped.
”I told you your mine, go and put it on or I will drag you in the toilet and put it on you”
I looked at him. He was serious.
”Ok, just calm down” I whispered. The barman was looking over, but didn’t seem too bothered.
I put the cage on, snapped the opened lock shut and pulled up my pants.
When I got to the table Jon was taking my collar out of a bag he had brought. I went red faced as he put it around my neck and clipped a lock shut on it.
He clipped the leash to it and I froze. He snapped me out of my daze by tugging hard on it and I struggled to keep up as he stormed out of the bar with me struggling behind him. A crowd of guys cheered and jeered as we headed down the street to his car.
I got in the passenger seat, I would reason with him, get the collar and cage off and then dump this mad man.
He dragged me up stairs and I saw the pink latex basque and stockings laid out with the tiny pink panties.
He stood with his hands on his hips and waited. I stripped and dressed up for him. He was bigger than me and I was scared he may hurt me if I didn’t go along with this, again I had it in my mind that once this evening was over, so was our relationship.
He took me in his arms and kissed me. It felt good, I had to admit and my anger calmed and I kissed him passionately. He fucked me hard and we cum again and again.
The following day he rang me at work.
“I’m glad you called” I whispered sexily, my wife is away for the evening and I’d like to make you a meal dressed as your whore before you fuck me in her bed” I said.
We fucked and showered and I awake in his big arms, waking him by taking his cock deep in my throat and swallowing his first load of the day before he fucked me in the kitchen bent over the worktops.
That afternoon he left me exhausted in bed and left.
I hid the latex outfit and realised I was still in my collar and cage, both locked. I panicked and rang him.
”I know” he laughed and hung up.
I eventually snapped the locks off with a file and left him a voicemail telling him it was over.
I made my wife her dinner and poured the wine. She was tired from the long journey and after a couple of glasses went to bed. I tidied up and slipped in bed beside her. With the drink and tiredness she was soon in a deep sleep.
I first felt guilty at having him in our bed, but the memory of him fucking me like a useless sissy in my bitch gear, red lipstick on to duck his cock just as he liked it, I felt horny and got a hard on and slowly drifted off.
i was awoken by my phone pinging.
A message from Jon.
” I have two new locks for you. Be at your front door in twenty minutes, collar and cage ready to be re locked, and dressed as my little sissy whore” it said.
”Failure to do so will result in these pics being forwarded to your wife’s phone”
Photo after photo pinged through, a camera had been set up in his room and there’s was in all my outfits, happily kneeling, sucking and bending over taking his cock, obviously lost in ecstasy and sissy lust”
I slipped out of bed, obediently dressed up and unlocked the front door and waited for him. Exactly after twenty minutes he walked up the path, pushed past me into the living room and told me to kneel. I did and he re affixed the locks to my collar and cage.
”Please Jon, my wife” I sobbed in fear.
Just then the lights came on in the living room. Suzie, my wife was stood looking at me in sissy latex and heels, a collar and cage on with Jon’s stiff cock at my lips.
”How does she measure up baby?” Said my wife. I looked in absolute shock. I looked up at Jon in horror.
”She fucks like a real sissy bitch honey” he smiled, “Just like you said she would.” He chuckled.
”Come on sissy, let’s show her. I was dragged after him to the bedroom, our bedroom, my bedroom and stopped at his feet as he took my wife in his arms and kissed her.
”You can watch me fuck your wife while you kneel at the side of the bed, hands on head and if your good, clean up afterwards “ he smiled.
”I’m going to be fucking Jon now” said Suzie. “And you will be my sissy maid, doing everything I desire” she said
”If you please us, we will arrange a man for you and let him fuck you as we watch” said Jon “Otherwise, you will never cum again” he added.”
I wa.s knelt before them and Suzie took my leash from Jon and tied it to the bed head.”Fuck me with that big gorgeous cock” she said to him.
i knelt hands on head and watched as they both fucked and kissed, Jon bent her over and fucked her like he had done me earlier that day. Suzie looked at me and laughed then rolled her eyes in ecstasy as Jon’s cock drove deep into her.
My cock hurt as the cage restricted my erection and I knew this was going to be my life until they decided other wise

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Here we go again. Some boys simply are sissies. This is the story of one of them. It is not a story of discovery, although there is much of that, but rather a tale of a lovely boy's trip to self-realization, albeit a tad 'forced.' If lots of frilly sissy boy and girl outfits, super swishy behavior and a little sex, not to mention dominant women, are your thing, please read on. If not, thanks for looking anyway. It is also a purely fanciful, fictional fantasy work. No references...

1 year ago
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Sissy Crissi Chapter 3 Leroys Turn

Chapter 3 - Leroy's Turn But Leroy had been left out for too long. Eager for his turn, I had no sooner finished pleasuring my Mistress when I felt his hands reach up under my skirt and start pawing my panty covered ass. Standing behind me, Leroy bent down and lightly held the back of my thighs in the palms of his large hands. He slowly slid his caress upward, off my stockings, across my garter straps, up to where he cupped my round bottom in his palms. He then placed his fingers...

3 years ago
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Sissy discovers Part 5

Part 5 of the story about Sissy and her sexual awakening ****************Brad did not hesitate when invited to go over to Lisa’s. Sissy was not surprised. What young male would not want to hangout with a girl who flaunted her nude body in front of him only hours before. They decided to take the pontoon boat over as it is ten minutes by boat and almost 40 minutes by car. Evening cruses was a family specialty and Brad was good at handling the boat. As they pulled up to Lisa’s family dock Sissy...

4 years ago
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Sissy gracie Life begins anew

Sissy gracie, Life begins anew Chapter 2 As i stood to dress.. the first guy asked me.."So cunt.. you are wearing sissy clothes underneath and all lockedup. Do you have other clothes .. other sissy clothes?" 'ohh Yes Sir' i replied... "Good .. tomorrow.. bring the key.. and wear more.. i want to see you all sissified...... no pants.. just sissy clothes.. prissy dress.. stocking.. high heels.. make up... make your tits look big...... do it up...... and I will hold your key...

3 years ago
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Sissy thoughts 2 Questions From Sissies

1. I am about to have my first experience as a sissy with a Man! How can I make it more special for us both?A: How wonderful! You are at the very start of your new sissy life. It will of course be special and memorable, but to deepen the reprogramming of your still-forming sissy mind, try dressing as a sissy schoolgurl. Not only will it drive your Man wild with lust, but the symbolism of your costume, and the reality of the loss of your virginity will combine to kickstart stronger, more...

2 years ago
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Sissy Farm Chapter Twelve

Sissy Farm - Chapter Twelve By: Beverly Taff List Of Characters. Me: Michelle - A Natural transvestite sissy. Janice: My Younger sister Aunty Bev: Janice and My mother's Sister. Mistress Janet: Headmistress of the young lady's academy Dr Shirley: My endocrinologist. Miranda: A very effeminate Sissy sales assistant. Miss Stern: Miranda's mistress who owns the shop. Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's brother.) James: AKA....

4 years ago
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Sissy Sally

CAUTION: This is a forced fem story. If this is not your thing, please move on. All rights reserved. Sissy Sally Sam Smith fretted anxiously at the kitchen table while he waited for his mother to return from the district attorney's office. How could he have been so stupid? Breaking into the new neighbor's house had been a disastrous idea from the start. Ms. Johnson was an attractive, impeccably dressed older widow who had moved into the house-...

2 years ago
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Sissy discovers Part 4

the continuing original story of a young girl finding herself****************************Breakfast was filled with the usual mumbles of ‘good morning” and banging of pots, sizzling bacon and gurgle of juice being poured into tumblers. Sissy and Brad avoided looks at each other at first, and then Sissy sat down across from him at the table and patted him on the head saying, “what’s the matter grumpy?” in an exaggerated baby voice. “Nothin’ - hand me that fruit will ya?” He replied and gave...

2 years ago
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Sissy School Part 2

SISSY SCHOOL - PART 2 By Missy Crystal I followed Mistress Mary back to her office. She left me standing in the middle of the room and sat down behind her desk. After ignoring me for a few minutes, she looked up and said, "I told you that you would be severely punished for disobedience." Crap, I thought to myself. I already have six strokes of her leather paddle coming. What did I do wrong? My face dropped. She smiled, "but I can also reward, when I am pleased with your behavior. You...

1 year ago
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Sissy Cruise 3

"We are going on a Caribbean cruise, in two weeks time......." stated my wife Penny. "Oh......Okay," I queried. "With Samantha and Tim," she finished. "Oh really." Samantha is a new friend in my wife's life. They have known each other for a couple of months, but they are already quite close and always scheming together. My relationship is mixed. It seems that the only time she talks to me is to point out my faults which is somewhat annoying. However she is very domineering...

3 years ago
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Sissy New Year

Sissy New Year I remember heading out to a New Years Eve party with a group of my friends from work. I remember stopping by a bar for a few, pre-party shots--well, several pre-part shots. I even recall the super-hot transvestite hooker that winked at me as we left the bar. I don't remember anything else after that. Which explains why I was so confused when I work up a few days later, blindfolded, tied up in a strange bed, with something hard lodged firmly up my ass and a big...

1 year ago
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sissy rules

A sissy must wear panties. He does not own any male underwear.A sissy may wear a bra and pink or brightly colored tights or leggings.A sissy must sleep in lingerie. If he does not have any, he must sleep naked.When alone, a sissy must dress as a girl. Good sissies wear lipstick while alone.A sissy always keeps himself free of facial hair, and is otherwise well groomed. He must always be presentable, ready to please. Good sissies shave their legsEvery morning after he wakes up, a sissy strips...

4 years ago
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Sissy Arm Wrestler

Sissy Arm Wrestler By Margaret Jeanette Margie Ware came home from working out at the health club she belonged to. She was wearing the blue dress she had worn to work. She always felt renewed after a visit to the health club. She tried to visit it at least two times a week. It wasn't easy as she worked overtime at least two nights a week. She always tried to make it on Tuesdays and Thursdays. She looked at her husband of six years sitting in the recliner dozing while the...

3 years ago
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Sissy New Year

Author's note: My stories generally featured a lot of forced femme, bondage and kinky sex--you know, the stuff that I keep hoping will someday happen to me. That is still true for this story, but this time around, the author in me decided to spend a bit more time developing the characters before commencing the full-on sissy sex orgy. I also wanted to write a story where the characters are well intentioned instead of simply being a rogue's gallery of perverted bastards. With that in...

3 years ago
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Sissy Farm Chapter TwentyOne

Sissy Farm - Chapter Twenty One - By: Beverly Taff List of Characters. Me, Michelle: A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Doctor Shirley Williams: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine, AKA. Uncle Penny: My transvestite uncle. (Aunty...

3 years ago
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Sissy Tammy

Sissy Tammy It all started back in the 60's, 1967 to be exact, when I was 13 years old. As a child I was a bit small and frail, taking longer to develop than most boys my age, and as a result I ended up playing more with the little girls on my block than the boys. This was also a problem of geography, not having any boy friends living near us, and that was probably just as well because all they did was tease me and beat me up, never letting me play any of their games. My...

2 years ago
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Sissy Julian Chapter VI Growing Pains

Sissy Julian - Chapter VI, Growing Pains by: sissystevie Yes, 'tis I, back again. If I can remember how to post this thing on FM. I came across a partially completed additional chapter to this saga, which I abandoned for personal reasons eight years ago, and thought why not? Thus, spurred on by some of your wonderful comments, I completed the chapter and may well complete the saga. There are just too many wonderful kinky - and romantic - moment to come. If you want me to...

3 years ago
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Sissy 101 Intro to Sissy Sluts

Sissy 101: Intro to Sissy Sluts One week before my freshman year at college, I received a letter saying that my class schedule changes had been approved. That struck me as odd because I hadn't requested any changes. Without explanation, I had been un-enrolled from two of my general studies classes. I was now signed up for SISGEN101 and SISHYP161--whatever that meant. I went online to the university's website. These classes weren't even listed in the general course description...

2 years ago
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Sissy Farm Chapter Nineteen

Sissy Farm - Chapter 19 - By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's...

1 year ago
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Sissy in the making

Chapter 1 Jim arrived at the North Carolina motel Saturday afternoon as he wanted to make sure everything was in order for Mistress Cleo's arrival on Sunday, as per her instructions. He had gotten the suite to insure there was enough room and comfortable for his new found Mistress. A Mistress he had never met, but already under her control. He began to lay out the items he was instructed to bring, maids outfit, bras, panties, stockings, and every female garment he thought might...

3 years ago
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Sissy Caught at Work

Who ever goes to work thinking "today my life is going to completely change forever". I certainly didn't think that when I got up this morning. I thought I was heading for another typical day at work, full of boring meetings and sipping coffee. Little did I know... My day started like any other, 5 mile run at 6AM, shower, get dressed and headed to work. The only twist is what I'm wearing under my clothes. I love to wear girl's panties. I wear them all the time to work, and today is no...

1 year ago
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Sissy whorehouse veronica

Chapter 1 - The CaptureBefore I became a girl I was a lonely boy with no friends. I couldn't seemto make friends with anyone. I hated myself and I hated my life. One day Idecided to take a walk and try to get away form my troubles. It was earlyin the morning, the sky was a pretty pink, and no one else was out. Butthen, out of the corner of my eye I spotted a black van with heavily tintedwindows coming down the street. It slowed down beside me and as it did Igot a little scared. I was alone on a...

3 years ago
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SISSY DANI

I was not aware that my girlfriend had begun studying hypnosis,nor that she harbored ambitions of petticoating me. But I soondiscovered that the combination of the two was dangerous to mymasculinity. One afternoon I was sitting in my living room,listening to the stereo through a pair of headphones. It was awarm, sultry day, and after a while I drifted off to sleep. (Muchof what follows my girlfriend--now my mistress-- explained to melater.Seeing that I had dozed off, Jennifer saw her chance....

3 years ago
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Sissy discovers Part 3

part 3 of an original story********************After the drive to the lake it is a family tradition to pick up a pizza from the local joint at the village. The pizza is delicious after a day of driving. The whole family, mom dad and the k**s have just about demolished the large pepperoni and roasted red pepper pie. They sit around the counter and woof down the last slices. As they talk about the tomorrow and plans Vicky gets up to clean the counter, and Tom snuggles up behind. The k**s...

2 years ago
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Sissy Tammy

It all started back in the 60's, 1967 to be exact, when I was 13 years old. As a c***d I was a bit small and frail, taking longer to develop than most boys my age, and as a result I ended up playing more with the little girls on my block than the boys. This was also a problem of geography, not having any boy friends living near us, and that was probably just as well because all they did was tease me and beat me up, never letting me play any of their games.My only real play friend was a pretty...

2 years ago
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Sissy Julian Chapter II Introductions

Julian's story continues with his first day at Lake Orenda, and quite an interesting day it proves to be! If lots of frilly sissy outfits, super swishy behavior and a little sex - not to mention dominant women - are your thing, please read on. If not, thanks for looking anyway. It is also a purely fanciful, fantasy fictional work. No references are intended to portray any actual persons, places or events whether past or present. This chapter is rated R as it contains sissy sex....

1 year ago
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Sissy Crissi Chapter 2 Facing Erika

Chapter 2 - Facing Erika But my bliss would be short lived. I was abruptly wakened from my dreamlike state by a jarring shove into my shoulders that snapped my neck back and sent me reeling forward to the floor. I tried to reach out my arms and break my fall, but one hand was pinned between my pantied crotch and thighs. I reached out with the other and managed to get it in front of me, but it only tended to cause me to roll to the side, throwing my shoulder into the floor and toppling...

3 years ago
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Sissy Factory 3 School

Note: The following journal entries are sanctioned by the overseers of the Sissy Training Academy. STA staff believes that this history might prove useful for the future training of young sissies. With that goal in mind, Sissy 16452 has been authorozed to recount her experiences as part of the graduation and release process. As always, STA welcomes any and all comments regarding this sissy's account. Your thoughts are helpful in deciding future training courses for our young...

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