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The Making of A Sissy Part 10
Bella quickly gulped down her vodka and cherry, her bottom tingling with anticipation as her new mature friend gave her a commanding look; she had so enjoyed being submissive for her at the end of a leash, and now she knew she would be bound tightly on a soft inviting bed, and made completely helple... Read full Story
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The Making of A Sissy Part 9
As they sat sipping drinks and discussing what shots would be done indoors or out; Bella’s little cock bulged in her sari as the mature redhead licked her lips as she discussed the ways in which Bella should be trussed, collared and leashed, amongst other things. Sandy stood up suddenly and ra... Read full Story
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The Making of A Sissy Part 12
Bella tried not to look too downhearted as Sandy dropped the pretty sissy back at her Aunt Jane’s. She told her to keep her chin up, keep the phone well hidden and use it to call her whenever she liked, regardless of what time it was. Her aunt smiled wickedly at the now primly dressed sissy as... Read full Story
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Dominated sissy goodgurl34
Mmmm ty Sir Deitrich --I'm standing in your open doorway wearing black latex stockings and garter and some hott red lace panties over top -I have a black corset on and a very sheer dress on ,wig and gurl mask ---my wrists are cuffed to a circle hook one on each side of the doorway door jam about 6... Read full Story
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bi to sissy caught and turned
It was during a Wednesday nite supper this past April when Penny my wife of seven years, suddenly looked me straight in the eyes while calling me a GAY COCKSUCKER ! Instantly while I swallowed hard and quickly looked away from her, my worse dreaded fears in life had somehow just become reality! So ... Read full Story
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A Sissy (S)exercise Fantasy
I stopped going to the gym about six months ago, when money got tight and I had to find ways to reduce my expenses. I usually don't get to the gym much in the spring or summer months anyway, so it was an easy expense to cut. I hate going into the office all sweaty, so I avoid working out in the morn... Read full Story
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Rubber Ball
Hi All, This is my first ever real attempt at writting a story to post. It is ALL fiction, and most of it is just made up and what I think it would be like but never experianced. I was inspired to write this after looking at some pics from a friend. I have an overactive imagination which is proba... Read full Story
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cindy and r.sissy
I meet cindy online we organized to meet at a motel l got there first l got ready l put on my black latex half cat suit my black with red trim latex blouse l put on my red platform thigh boots l was starting to get a hard cock but lhad makeup to put on did that and a great long shoulder length blond... Read full Story
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The Making of A Sissy Part 8
The girls sat cross legged sipping orange juice as the day warmed up around them. Roberts’ house had extensive lush lawns beyond the pool which shimmered in the hot sun; the pool looked very inviting to Bella and Roberts looked at the pretty sissy, his mouth watering as his cock pulsed. &ld... Read full Story
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The Double Sex For Sissy
Jeff Malville awoke slowly, moaning softly. He almost forgot where he was in that moment where sleep and being awake clashed. However, after that split second, it all came rushing back and he moaned in delight. He was a captive on the Double D Ranch, and even though he was considered an employee... Read full Story
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Beryl's birthday suit
I tried on my sister's panties when I was 12. They looked so cute, so sexy.. I couldn't help myself. I tucked my dick between my legs and pulled them over my hips, delicately positioning them just like a girl. They felt yummy! When I saw the shiny, lacy pink briefs in the mirror - snug, flat pu... Read full Story
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Sissy's Baby Ch 1-4
A CHILD FOR SISSY BY MISTRESS DIEDRE DAMON A submissive sissy whore who misses her “period” is forced to carry a baby for a full term as punishment for the transgression. CHAPTER ONE: SISSY’S BIG MISTAKE A friend of mine had a live in sissy awhile back who was required to... Read full Story
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Sissy For My Flatmate Chapter 2
If you've only just tuned in, here's what's going on in my life. Until recently I was a closet crossdresser trying to keep my hobby from my flatmate. When he caught me in the act, I found out that not only had he known about me for a long time but it was a turn on for him. I agreed to become his sis... Read full Story
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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 t... Read full Story
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UN EXERCICE SISSY (S) FANTASY ⚧️ ⚧️
J'ai arrêté d'aller à la gym il y a environ six mois, quand l'argent s'est serré et que j'ai dû trouver des moyens de réduire mes dépenses. De toute façon, je ne vais généralement pas beaucoup au gymnase au printemps ou en été, donc c'était une dépense facile à réduire. Je déteste entrer au bureau e... Read full Story
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A Sissy's New Daddy Chapter 2
I hope you enjoy this second installment of 'A Sissy's New Daddy'. I worked hard on it and hope that it brings all of you the same pleasure reading it that it has brought me writing it. There are some extreme moments in this chapter but also some very tender ones. There was a line in the first piece... Read full Story
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Becoming Sissy
I remember my first true and sober gay sexual encounter. The guy from the party that was my first BJ and first penetration was one of the closest friends of the group. He bought a house up north and 3 of the girls and me went to his house to help paint and work on some things. This was about a mo... Read full Story
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A Natural Sissy Part 6
Stacy Finds Joy With Joy I had told Stacy to write about how he came to be a sissy, even before I set it in concrete. But I need him up here in the bedroom now for another round of sissy humiliation. I've been entertaining Amanda and Joel, or Joy, I guess I should say. They just moved in next doo... Read full Story
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The Making of A Sissy Part 7
As Sandy pulled into the drive of Aunt Jane’ s house, Tara turned from the front passenger seat and eyed the forlorn looking sissy seated centrally between her two sisters with some satisfaction. “It’s a good thing your friend can stay with you tonight to console you; of course ... Read full Story
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My Sissy Fantasy Part 2
I lie still not daring to move, holding onto the arm he has round me, slowly trying you control my breathing and my excitement. Crazy thoughts run through my head and I think I’m not gonna sleep tonight, but then before I can realise how tired I am, I drift off to sleep. I wake the next morni... Read full Story
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Daddy looking for his sissy sub
You come over. Your cock is in a cage from last time. I go exercise so you can shower and dress up. You make sure your ass is clean. You put on lingerie, miniskirt, stockings, sexy top. Makeup. Wig. You now look like the woman you always wanted to be. You get ready for dinner and cook for ... Read full Story
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Mommies little sissy slut
I have been crossdressing for years now not known to my mother (or so I thought). she is the only person I live with at the moment. when she was going to be out for a few hours I went to her underwear drawer and inside was the most sexy, silky, feminine underwear set I had ever seen complete with ca... Read full Story
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A Natural Sissy
Stacy is a natural sissy. I knew it the first time I laid eyes on him when he came to visit at my request on an Internet forum. After 3 months of Internet chat, I was ready to implement my plan. I knew he had money. He inherited most of it from his parents when they died in horrible automobile accid... Read full Story
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The Making of A Sissy Part 5
Bella washed away her tears and the various aromas of the night in her en-suite shower cubicle, shampooing her soft brown hair free of the semen deposited by the males and the womanly essence of Tara. After drying her soft downy body she retreated to her silky bed, shuddered and cried a little more ... Read full Story
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A Sissy's Reward
Every time he does this to me he drives me crazy, keeps me addicted to his hand. I feel my sissy-like penis strain to escape from between my legs. I'm very small, only about 3" when hard. I keep it tucked for him, hold it tight between my legs at all times...except for when he does what he's ab... Read full Story
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Sissy School
I arrived at the school at 8AM for the start of my new life. The school had promised a lot when I saw their website but I wasn’t quite sure what I was in for. I had arrived dressed in male clothes with none of my belongings as I had been instructed to on the website. I walked through the gates into ... Read full Story
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Sissy Beginnings Full
Part 1 Jasmine was ruined. As she lay on the bed, the salty bitter semen tainted her taste buds, her cheeks resisting movement due to the dried loads smeared over her face, and her tight hole was flinching after the excessive period of hightened activity. The shame washed over her as she rea... Read full Story
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A Sissy's Wish List
Boys, boys, boys. First off, let me tell you that I have a butt plug shoved so deep in my little tranny pussy right now. That might help to explain how depraved I might sound. I really need some cock in my ass right now! I am sitting here stroking my tiny little tranny clit right now thinking of how... Read full Story
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The Curse (Sissy Story) by sdvine
I wasn't really having a good time that night at the bar. Truth be told, I had been practically dragged out in the first place by my best friend Joe, who told me he was tired of me "sitting on (my) ass" every night "finding new ways to be boring." Quite frankly, if this is what qualified as being no... Read full Story
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Sissy Beginnings Part 1
Jasmine was ruined. As she lay on the bed, the salty bitter semen tainted her taste buds, her cheeks resisting movement due to the dried loads smeared over her face, and her tight hole was flinching after the excessive period of hightened activity. The shame washed over her as she realised that ... Read full Story
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My life as Daddy's sissy
Hello Daddy, I would so love this life… I wake up thinking of you, dreaming of kissing you, of sucking your cock, of feeling it fill my boicunt. I spend all day preparing for you, so impatient to be with you. You are at work and I’m home, enjoying my role as your slut and maid.... Read full Story
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Making of a new Sissy
I became a Sissy at the hands of a friend of my parents. When they worked long hours they would normally ask a friend to check in on me to see if I was OK, despite the fact I was at this point 18. One time it was Tom who came over. He was mid 40's, an old friend of my dad's. A guy who ... Read full Story
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2nd date with Latina Sissy Destiny
So this was my second time with Destiny, a really cool Latina CD/Sissy who had just turned 22. You might want to read my first goaround with her title, “Deflowering Latina Sissy Destiny” as it will give background and context here. After our first encounter, she signaled that she was definitely... Read full Story
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My First Sissy Meet Up
I had posted an add on craigslist asking people to let me suck them off at my place. After sorting out all the answers that I got I found a guy, John, that was incredibly eager, we agreed a time and date. The day came and I woke up so nervously. But I was determined to not let it show so I got... Read full Story
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Deflowering Latina Sissy Destiny
A real life story of my one and only time deflowering someone and being their first real encounter, I was 27 at the time and she was 21. I am absolutely convinced that Trans girls and CDs have a bit of a 6th sense when it comes to perceiving which guys are into them even in a public situation. I ... Read full Story
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Discovering Mistress Sarah's World Part 2
Chapter 4 : Introducing Miss May! Miss May's arrival seemed sudden and quick to Joe. He heard the door close downstairs. Then there was the sound of somebody running up the steps. The bedroom door flung open and before Joe could look up to see anything, he heard an excited voice exclaim, "ki... Read full Story
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Darling Nikki
Chapter 1 - The Setup "I'm going to catch him!" Samantha thought to herself as she looked at her disheveled panty drawer. She now had proof that her roommate, Nick, had been wearing her clothes, but had to catch him in the act. She did a search online for ideas on how to catch him. She ... Read full Story
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Fun With Friends Chapter 4
As I stepped into the shower the warm water hit my body and felt great. I relaxed my ass and let Greg's cum stream down my leg. I could not believe that in the last couple of hours I had been shown to one of my best friends as a cross-dressing slut and had now taken his cum in both my ass and mo... Read full Story
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LE PROGRAMME D'ÉCHANGE SISSY ⚧️ ⚧️
Kristy a travaillé pour Le Matriarcat. Cela semblait plus officiel que ça ne l'était vraiment. Comme si c'était un "Nouvel Ordre Mondial". C'était en fait un club dirigé par des femmes spécialisées dans certains services que les hommes paient grassement. Cela pourrait être appelé prostitution selon ... Read full Story
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I kneel in front of Dominatrix Persephone
Fan Mail. I kneel in front of Persephone.. She looks amazing in Her latex catsuit, but there is something else eye catching. Chance, Persephone huge hó rse c... It looks intimidating in picture, but just think how it must look when it is right in front of your face!! Holding it in my sissy hands, i... Read full Story
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The Making of A Sissy Part 11
Whilst Bella showered, Ellen and Sandy went down to the poolside to ready some ice and bottles for drinks later; there was Bella’s phone, Ellen tapped in the number to her own phone, and also took down someone else’s number. Ellen smiled wickedly. “I have a very sweet idea, but ... Read full Story
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Discovering Amber Chapter 2
My life is a never ending cycle of tease and denial since I was discovered by Ms. Allison. When I wake in the morning I am curled up in bed with Ms. Allison's naked body while I am dressed in a satin nightgown. I slip out of bed and walk to the guest bathroom where I have to lift up the long nightgo... Read full Story
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Darling Nikki Part 2
Chapter 1 - The Morning After The next day, Nick awoke thinking it was just a really messed up dream. When he got out of bed and found that Samantha had unlocked and removed the dress, panties and shoes, but everything else was still on, he was pulled right back to reality. He looked in the mirro... Read full Story
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T-Girl University
Jason was apprehensive about starting college, as any freshman would be. His high school girlfriend, Becky, whom he loved dearly, was going to a different college on the opposite side of the country. They had to promised to stay together but Jason was worried; there would be a lot of temptation for ... Read full Story
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ÊTRE UNE SISSY POUR VIV ⚧️ ⚧️
"Même moi, j'ai dû gronder ma fille pour avoir consulté un site de sexe sur Internet hier. Dommage, ça avait l'air plutôt intéressant. Mais même si elle a presque vingt ans, je ne pourrais vraiment pas lui dire maintenant, si." « Oh, qu'y avait-il de si intéressant là-dedans ? J'ai demandé. Vi... Read full Story
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LE GRAND PASSE-TEMPS DE MAMAN ⚧️ ⚧️
Je me souviens d'une époque plus simple, avant d'être ce que je suis maintenant. Malheureusement, je ne saurai jamais ce qui aurait pu être. Je ne pourrai jamais revenir en arrière. Je ne pourrai jamais revenir à ce qui était autrefois. C'était il y a seulement 2 ans. Je suis Harvey. J'étais à l'... Read full Story
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What Lies Beneath (Part 2)
A RENDEZVOUS WITH SUZY – What Lies Beneath (Part 2) We woke in the morning, showered and dressed before going down to make breakfast. Mia must have planned this all with the girls in advance because she had packed a small suitcase with some day clothes for us both. The sun was streaming throu... Read full Story
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Motel Blackout
I always enjoy my sales trips. The trips fit into my crossdressing lifestyle and the thrill of being in a different town and different people. After a long day on the road, I had just checked into a motel just about 30-miles outside of Nashville, TN. For my overnight trips, I always bring my spe... Read full Story
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Birth of a New Sissy Part 1 Encounter
I met Jeff one day at the nearby tennis courts. I could never have imagined what the result of that meeting would be. I suppose I should tell you a bit about me. I'm a happily married 34 year old. About average in most respects. A little spare tire trying to form around the middle but in decent ... Read full Story
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Claudia Coming out adventure part 1
*Author's Note: This story starts off being told in First person and after awhile the story shifts to third person* Hello everyone, my name is Claudia I am a Cross dresser who one day hopes to be transgendered, although I do not want the surgery, I am looking to eventually live my life full... Read full Story
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White fuckslut Tgirl & 3 BIG BLACK COCKS Initiation
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CRÉER GINGER ⚧️ ⚧️
Comme vous pouvez l'imaginer, je suis contacté par plusieurs personnes concernant des histoires. La plupart d'entre eux sont des poules mouillées qui ont du mal à trouver un Domme, et pendant que je joue avec eux pendant un certain temps, ils disparaissent généralement après environ 6 mois ou parten... Read full Story
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Birth of a New Sissy Part 3 Completion
I suppose at some level I knew it would happen. Or at least I should have. After nearly a month of servicing Jeff's cock and fucking myself silly on my dildo lover things took a turn. I came home from work a little early on a day Laura was off as well. When I got home she was out, but as soon ... Read full Story
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TGirl Initiation by 3 BIG BLACK 12
In my teen years I was often told that I was quite feminine.The high school punks always told me that I filled out the back of my jeans in a girly way. After taking a shower one day I did notice that they were right, I had a nice white bubble butt. Not to mention that my lips were also quite girly. ... Read full Story
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TROUVER LA LIBÉRATION EN TANT QUE SISSY ⚧️ ⚧️
Je voulais éviter le brouillon de poule mouillée et j'étais célibataire depuis cinq ans. Je ne pouvais pas leur permettre de penser que j'étais l'échec d'un homme incapable de satisfaire une femme. J'avais pourtant un plan. Mon amie de longue date Emma a pu témoigner que nous avi... Read full Story
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DE BRO À SISSY ⚧️ ⚧️
Mon ami Magnus et moi nous sommes connus presque toute notre vie. Nous nous sommes rencontrés en pré-maternelle, quand nous vivions à un pâté de maisons et demi l'un de l'autre. Nos familles étaient proches et nous avons grandi côte à côte. Nous nous connaissions depuis si longtemps; nous nous appel... Read full Story
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