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Sissy World 6

Chapter 1. It was finally his special day and Adam Westwood couldn't have been happier. Today was the day that he was getting married. He would be going from a simple Diplomat's sissy son to that of the sissy-wife of the Secretary of State for the nation of Russia. It was a day that he'd been looking forward to for the past year. Adam sighed softly, a gentle smile turning up his lips as he looked around at the room around him. It was known as the preparation room and was furnished...

This white sissy got pimped

“I’m in the bathroom, just finishing my make-up!” I called out. He said something but I could not make it out. I stared intently into my eyes not wanting to slip up. I was using the liquid eyeliner and didn’t want to apply too much. I started thinking about my hair and how quickly it had grown. Almost to my shoulders, light brown. I had thought about going blonde or maybe jet black, that would look great with my fair skin I thought. I would ask John. I continued applying my eyeliner...

Can a sissy be a family man

Joyce and I both spoke excitedly as we motored out of the city right after work on Friday. The traffic was slow but our happy chatter made the time pass easily. It had been weeks since we'd spent time at the woodland cabin, enjoying the mountain air and time spent with her family. Her mother, Gina and Daddy, as we both called Joyce's' father were into their sixties but still really vital and interesting. We were both filled with anticipation for the weekend we had planned.Joyce wore a soft...

My Sissy Life Part 13

My Sissy Life Part 13 Everyone was looking at me, I hoped I could get into school without any problems. I hoped that they would think I was just another girl going to school. I hoped they didn't hear my mother say sissy. I hoped that they would just go back to talking to each other. My hopes didn't come true. A group of kids started walking toward me, there were two boys and four girls. The boy that was leading the group was named Terry Renex, everyone called him T-Rex. He was...

Sissy Boy chapter 1

I'm often asked where I get my ideas from. You might observe that my sister appears in some of my stories and it is she that created my submissiveness and the cross dressing 'illness' within me. Most of my stories come about from experiences, 'adventures' that occurred through my life by the foolish cross dressing need she instilled within me. Many of my stories are therefore based on those happenings. There is a cross over between fantasy and reality of course, whilst the framework is...

Sissy story

Date: Thu, 11 Aug 2011 16:42:22 -0700 (PDT)From: Danny Smith Subject: A Sissy Story Part 2I got very excited writing the following storyI always considered myself straight. I was married and at 55 my k**s hadflown the coop. But over the last few years I began to fantasizing aboutcocks and being submissive to a more masculine man. I was 6' tall fairlytrim at 175, but with a small 3.5inch cock. I never thought a lot about thesize of my cock until one evening while I...

Sissy Farm Chapter Thirteen

Sissy Farm - Chapter 13 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...

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...

I Want To Be a Sissy Part 6

Five hours in the squalor of my kennel. The bowl is licked clean. I am filthy. Even as a dog, I have failed. I am unable to clean myself with my tongue as a proper dog could easily do. Five hours caged as a bad bitch dog. Five hours to contemplate how I have, selfishly, caused pain and sorrow to my Mistress. Oh, how could I have done such a thing! For the fleeting thrill (Oh My God, it was wonderful!) of Fire and Ice lipstick sensuously coating my unworthy lips, I have committed the...

The Sissy Factory

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...

It s 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,...

stepson becomes mom s 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...

Turning My Roommate into a Sissy Slut Chapter 3

I looked over my shoulder to look at where Tim was sitting on the couch. It didn't seem like he was very excited. Well, that only made it more fun for Leah and me! For the past few days, Tim's schedule was to wake up, go to school, then come back to the dorm room where Leah and I could do whatever the hell we wanted to him. Then, we left him in his room to do whatever he had to do. "Hey, Aaron! Hey, Tim!" Leah stepped into the room and walked over to where Tim was sitting. "How's our...

Stop lying sissy faggot

''Mike mike stop no stop please oh no mike please please not there not like that noooo''''ahhhhhh ahhhh myyyy ygooooooddddd miiiikkkkke nooo noooooo ahhhhh ahhhhhhh''''mike mike please please i will suck you all night , please dont fuck me mike pleaseeee''''what? im not fucking you , your way too tight''''ahhhhh fuckkk mikeeee''''my ex gf toy love that tight boy cunt tho...'''''oh you open up just like she did, half in and you are twerking that cute ass ''''ahhhh ahhh ahhhh mike mike mike my...

Sissy Slut Amanda Part 1 The Beginning

The Story of Sissy Slut AmandaThis is a story of fictionPart 1: The BeginningWhen I was twenty-three I meet my Sissy Slut Amanda for the first time. Now he was only eleven at the time and it would be many years before I would know him as Sissy Slut Amanda, but still funny to look back at now. The first time I met my future sissy slut, he was Mark, son of the woman I was dating. He seemed like a nice k**, very shy and timid but sweet nonetheless. It’s wasn’t too long after our first meeting...

The Big Bad Bullies and the Submissive Sissy Slut

The Big Bad Bullies and the Submissive Sissy Slut I was always a target for older and stronger boys. I guess in playground hierarchy a boy that liked to daydream about silly things would have to assume there would be some teasing. After all I wasn't as rough and tumble with other boys my age. I was something of a sissy you might say and a weakling as well. I often suffered terribly at the hands of bullies. I liked to play alone mostly, with my sister's dolls. I also coveted her pretty...

Sissy Prudence Part 2

Sissy Prudence (Part 2) (by Sissy Caroline 22 December 2006) Section 1 "Prudence. Come here at once." Dressed in his maid's uniform, Prudence walked obediently into the room and then knelt down before his mother, his eyes lowered to her feet. He knew he was in trouble because she had called him Prudence. "I have just been talking to Mrs. Smithton, who tells me that she is increasingly concerned about the quality of your work when you are supposed to be performing maid duties...

Sissy HO and Whore House

It had been quite some time since I had had a rubber dress up session so I was quite looking forward to it. I stepped out of the shower having just removed all my body hair neck downwards. It was so much more pleasurable to run rubber over newly denuded skin plus easier and less painful! I drooled at the outfit waiting for me on the bed, the rubber dull at the moment but soon to be glossy dazzling PINK! Stockings, suspender belt, frilly knickers, leotard with a deep ruffled neck (all the...

Sissy Farm Chapter Six

The Sissy Farm - 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 Williams: My endocrinologist;. Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: My transvestite uncle. Sissy Farm - Chapter Six Undressing for...

Sissy Club

Sissy Club The fetish club was buzzing with activity as Jason arrived with his girlfriend Fiona. All sorts were here. Doms, Dommes and their subs, plushies in their furry outfits, maids, rubber and leather aficionados. All forms of fetish life were here, enjoying the ambience. Jason was privately scornful of many there, especially the sissies and sissy babies. "They are so pathetic, dressed like that and mewling for attention. They don't deserve to be with a real woman, even if...

Neighbourhood Terror to Sissy pt 22

Chapter 24 "Okay Marcy, now get back up and Minthe back to the vanity table. Jutht like it'th important to know how to apply makeup, it'th important to know how to remove it ath well. After all we don't want you developing a bad thkin cauthe of all the makeup you're uthing," Stephanie ordered not even giving Marcy a few minutes to deal with what had just happened. She wanted Marcy Looking at least somewhat more presentable already by the time her stepmother would be coming...

Becoming a Sissy Maid for Mark and Rebecca Part Three Ms Rebecca Shares Her Sexual Research of Sissies

Becoming a Sissy Maid for Mark & Rebecca, Part Three - Ms. Rebecca Begins Sharing Her Sexual Research NOTE to Review Writers: Thank you so much for the incredibly positive feedback. It is definitely motivating me to write more and write faster. Now to part three of our story. "Tell me what you know about males who are feminized so completely they are transformed into a sissy, changed from the less than manly person she had been before coming under the control of a strict...

Sissy Sister Maids

You look at the maids dress hanging on the wardrobe and your sissy clit tingles. The hem is short and has a froth of petticoats that will make it lift almost to the horizontal. The waist is narrow so you are guessing you are going to have to wear the corset that is currently in your overnight case. The neckline of the dress is low and plunging so it will flaunt your fake sissy tits, once again your clit twitches. Finally the sleeves are short ending just over the shoulder. You love the...

My Girlfriend made me a sissy part 3

Here's the 3rd part of my story, I hope I didn't make you guys wait toolong. Hope you enjoy, its best read one handed ;-)My Girlfriend Made Me a Sissy - Part 3-------------------------------------------------I lay on Jess' bed waiting for her and wondering what would happen forages. She was in another room getting ready for her new lover, I wasalready dressed up. Pale blue, see through panties and matching bra, ashort black skirt and a blue vest top. With my make up done to show off mypretty...

My Girlfriend made Me a Sissy part 3

Here's the 3rd part of my story, I hope I didn't make you guys wait toolong. Hope you enjoy, its best read one handed ;-)My Girlfriend Made Me a Sissy - Part 3-------------------------------------------------I lay on Jess' bed waiting for her and wondering what would happen forages. She was in another room getting ready for her new lover, I wasalready dressed up. Pale blue, see through panties and matching bra, ashort black skirt and a blue vest top. With my make up done to show off mypretty...

My Girlfriend madd Me a Sissy Part3

Here's the 3rd part of my story, I hope I didn't make you guys wait toolong. Hope you enjoy, its best read one handed ;-)My Girlfriend Made Me a Sissy - Part 3-------------------------------------------------I lay on Jess' bed waiting for her and wondering what would happen forages. She was in another room getting ready for her new lover, I wasalready dressed up. Pale blue, see through panties and matching bra, ashort black skirt and a blue vest top. With my make up done to show off mypretty...

Go Ahead Touch It Sissy Now Suck It Femdom

"Touch it sissy," my wife Julie said sternly when she saw the indecision on my face.We had been swinging for more than a year but we were a soft swap couple. I had no desire to watch my sexy wife with another man and she did not want to watch me fuck another woman. We started swinging because Julie was a bisexual exhibitionist and I was a voyeur who loved girl/girl situations. In addition to being swingers we also enjoyed the BDSM lifestyle at least recreationally.We had been to several...

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 calf length stockings and a garter belt. I wasted no time stripping off and sliding on the sexy underwear, next I found her makeup bag and applied some red lipstick and black mascara. that was when I...

Helper Sissy Hubby

Helper Sissy Hubby - Chapter 2 ? by: Sexy Wifey Since Sissy Hubby was already dressed up in his lacy womens' underwear, 5" high heels, breast forms, red wig and makeup, and since I'd already made him give several blowjobs, I figured it was MY turn for a little sexual action. I motioned for one of our male playmates to sit in the middle of the couch. Then I said, "Now, Sissy Hubby, get down on your knees in front of my 'new lover' and start sucking on his dick. I want you to get...

Sissy Stepson Part 5 Pantied and Punished

Part 5 - Pantied and Punished Carl begged his stepmother not to spank him and he pleaded, "I'll be good, I will never try your things on again, please!" "To late, you can't be trusted and must be properly punished, but first I want the truth about why you did this. If you don't tell me the truth I will make sure your father knows, his family, your friends and everyone at school!" Carl shook with fear and started to cry. "Please I couldn't help it, I am attracted to your sexy...

My Sister s 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...

My Girlfriend Made Me A Sissy Part 3

Here's the 3rd part of my story, I hope I didn't make youguys wait too long. Hope you enjoy, its best read one handed ;-) My Girlfriend Made Me a Sissy - Part 3 ------------------------------------------------- I lay on Jess' bed waiting for her and wondering what wouldhappen for ages. She was in another room getting ready for her new lover, I wasalready dressed up. Pale blue, see through panties and matching bra, a shortblack skirt and a blue vest top. With my make up done to show off...

Bisexual

Blackmailed Sissy Whore Part Three

Blackmailed Sissy Whore Part 3 I did manage to get a little sleep. After Tiffany finally zonked out, and the continual grinding on my thigh and the relentless playing with my nipple rings stopped, I couldn't keep my eyes open any longer. Friday night was the last full night's sleep I had gotten since Marcus took over my computer, and my life. I woke up before my alarm went off, which was a good thing. I was tangled up in limbs so securely, it took me several minutes to snake my way...

Sissy Daddy

SISSY DADDY My name is Sam and I'm a married middle-aged man with two daughters...Amy who is 13, and a step-daughter Mary who is 19. One day I was confronted by the 2 girls while the 3 of us were alone in the house. "We need to talk to you, daddy," Mary announced. "I found some interesting stuff in the basement that I know belongs to you. A while back I found your hidden little collection of magazines and books about 'Sissy Crossdressing Boys' and I decided that you should...

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,...

Tori s Sissy part 1

My phone rang. It was Tori, “You wanna run some errands with me then go to your apartment and watch the new Justice League movie?”. “I’d love to. What errands?”’ “Costco, Post Office, that sort of stuff.” I met her at her place and we headed out to do her errands. She was dressed very sexy, she loves to tease me; she was wearing a tiny skirt and a Supergirl tank top with no bra. I could clearly see her nipple rings through her shirt. My cock got a little heavier. We mailed some stuff at the...

Sissy Emma is Turned Chapter 3

Sissy Emma is Turned Chapter 3 There in front of me stood my ex wife. This was the woman I had fought for years to get away from due to her vindictive and bullying ways. After years of trying I had finally left her and moved away, but things had deteriorated as we fought over my rights to see my children. She had used any means possible to ensure I would not be granted access. She was a big girl and now she stood in front of me looking like a vision of a bdsm fantasy. Her hair was...

The Sissy Mask

"Your costume is upstairs on the bed called Penny from the kitchen as I got in from work. Reluctantly I head upstairs. I did not really want to go to the Halloween party but know it will only cause a row if I refuse. I know it will be mostly her girlfriends most of whom do not seem to like me! I am not sure why because I always treat them with respect. They on the other hand, seem to treat me with little more than tolerance. Some of them seem to try to belittle me all the time, my job is...

Neighbourhood Terror to Sissy pt 9

Chapter 10 While Mark was going through his night time ritual and sleeping Lisa was at CC's getting licked to orgasm after orgasm by Stephanie. The more she learned about sissies the more she knew it was what she had always wanted. She had never been with a such a pretty girly girl like Stephanie, and definitely never with anyone who was that good with a tongue. The though of it being a guy who was locked up and frustrated was even better. If she had any doubts before she was sure...

Sissy Filth Abuse

How I became a permanent sissy prostitute: After dedicating one month of my pathetic sissy boy life to a daily dose of 8 hours of sissy hypno tranny porn, smoking an eighth of weed, half a bottle of peach vodka, and 200 deep inhales of my private stash of poppers daily! Something was bound to happen.As a pathetic sissy faggot I passionately dedicated my love for porn in to becoming a sissy boy fuckdol whore, letting fat daddy alpha male men abuse my body and mind. I need to feel the extacy of...

Sissy Teaches Me Part Three

Sissy opened her legs a little more as I leaned up to get a better feel of her perfect divide. As I did, I felt the dampness of the towel under my naked ass. It was soaked. I really did cum. A lot.I actually looked down between my legs to see the wetness there between them. The towel was a lavender color, so when I looked, the darker color of the purple showed where my sexual liquid had poured out of me. It was no little spot. It was huge. I had no idea I could cum like that. I had no idea that...

Incest

Sissy erotica

The following is a fantasy sissy eroticaChapter one: Entering sissyhoodThis is a story about my first few experiences as a bottom sissy slut. I am now 21, my name is Alyssa and a dedicated slut for my daddy. I'm 5"9, very slender & smooth, feminine and i have long blonde hair. Ever since i was in my early teens i had been interested in trying to take a mans penis in my ass. At some point i decided to try playing with my butthole. I loved it right away. I would take a bath, get nice and...

51 Avis makes joe a sissy boy reissue

51 Avis makes joe a sissy boy [reissue]Joe had promised that we would reverse role playing and I decided to take him up on his offer. "We're gonna play reverse roles today" I announced one day and after a bit, Joe agreed. "What would you like to do?' he asked me. Looking straight into his eyes, "You're going to be my sissy while I make love to my old boyfriend" I replied. I knew he would have to agree after promising, so he looked at me, "I did promise" he answered back and so the stage was...

Heavy Metal Sissy Whore

Heavy Metal Sissy Whore by Tanya Sissipus "Finally!" Hot, sweaty, and more than just a little irritable, I jumped to my feet before anybody could take my place in line. The radio CLAIMED it was only 90 degrees out, but I'd have sworn it was closer to 120 -- and I mean in the shade! As if that weren't bad enough, we were on the sunny side of the arena, left to bake against the concrete wall for the past three hours. However, there WERE only 20 people ahead of us -- and that made it...

Sissy Stepson 10 Stepmother s 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...

You re mine now sissy a continuation 3

You're mine now sissy! - a continuation (3) timestar [Note: This is a third continuation of a story originally written by Sarah Kentish and which you can find on Storysite.org. I always liked the story and I hoped that she would write more. You might want to read the original first, as well as her 2 other stories so that you're familiar with the context and characters. The positive responses to my first and second chapters have encouraged me to add more.] I hurriedly polished the...

Forced Sissy Wedding

Forced Sissy Wedding (Forced to be who I was meant to be) By: Missy Satinpanties I woke up feeling groggy, my head pounding, wondering what the hell had happened. My throat was raw and sore, and felt like someone had worked it over with sandpaper. The last thing I remembered was sitting with my father in his book-lined study, drinking my first glass of brandy with him to celebrate my 18th birthday. That I was with my father at all was rather rare, as my father was a very busy...

Blackmailed Sissy Whore Part one

Blackmailed Sissy Whore Part 1 It's amazing how quickly life can spiral out of control. One moment your enjoying what you think is just a little harmless indulgence in your submissive crossdressing fantasy life when, out of nowhere, your life is turned upside down. It was a Saturday morning in February, 2020. I was a single guy, living the dream. I had a really good job and was living in a 2 bedroom apartment in an upscale complex a few miles South of Pittsburgh. I had transformed...

Mommy s Dirty Sissy Slut part 2

Mommy's Dirty Sissy Slut part 2 by dirteesissy Please read part 1 before enjoying this instalment. Chapter 5. After I had finished cleaning Lisa's toilet with my tongue, she had me brush my teeth, as she finished her bath. I dried her with a fluffy white towel before helping her dress. Kneeling in front of her as she stepped into a pair of darling lacy pink thong panties, she bade me to pull them up. I obeyed and was overjoyed to serve her in such an intimate way. A pink...

Neighbourhood Terror to Sissy pt 3

(Hey, so things have been a bit busy lately, but I'm back with another part. I really hope you guys like what I have done with this and as always comments are really appreciated, enjoy.) Chapter 3 Mark woke up to the sound of his alarm with a loud groan. Taking the bus down town would take a lot of time and he had pretty much made up his mind that he couldn't afford to be late to the appointment, no matter how much he didn't want to go. He hadn't set an alarm clock since...

Sissy Farm Chapter Five

The Sissy Farm - Chapter Five - By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Siste;. Mistress Janet: Headmistress of the young lady's academy; Miss Stern: Miranda's mistress who owns the shop; Chapter Five We were allowed to indulge ourselves with some lovely pastries for lunch and Aunty Bev did not mind us each having a cup of coffee. "Why you two not only look...

A Sissy called Jezebel Part LIX

A Sissy called Jezebel Part LIX - We learn that the Matriarchy rates Jezebel as 'triple A ++' breeding stock, we also learn of Abigail's college plans that might include possibly Jezebel as well, and finally, that Jezzie is an expert at woodcraft, specifically finding the best and most painful switch. The whole breeding thing has me a little conflicted. I mean, I'm super flattered that Valerie wants to procreate with me. Sisters, donate eggs to infertile siblings and such. Vice...

Sissy boy cuckold

Sitting upstairs in the bedroom, I grabbed my laptop and sent my husband an email. It read simply "go upstairs, clothes on the bed". I knew he wanted me to take control in the bedroom and although I wasnt entirely confident I could do this as well as he would like I had decided to give it a try. Tony was still at work and wasnt due to arrive home for another thirty minutes or so leaving me time to get my last minute preparations ready.Arriving home to a dark and quiet house Tony went straight...

Sissy Marriage

Sissy marriage by Ellie Bagshaw Did you know that they changed the law concerning weddings a few years ago? It was all due to equal opportunities. Now when a couple get married, the groom has the option of taking the bride's right hand saying to her something like: "I, Michael, take you, Victoria, to be my wife, to have and to hold from this day forward; for better, for worse, for richer, for poorer, in sickness and in health, to love, cherish, and obey,...

Mistress Sandy gets a sissy maid

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

A Sissy Friend for Dee

*A Sissy Friend for Dee* *Part 1 - Bedroom with Cammi* "Say it!" "No! Never." "You think he's hot. What's wrong with that? I think a lot of my friends are hot and I tell therm all the time!" "It's different for a guy and you know it. Besides, you're bi anyway, but I'm definitely not!" "Bullshit. Say it." Cammi was stroking me, very slowly. She was spooning me from behind, pressed into my ass, her hand gently gripping my cock and very slowly moving up and down. It was...

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...

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...

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...

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...

Sissy Bitches Have No Control

There I was, on my knees with my pantied ass sitting back on my my heels, my stocking covered thighs completely hidden by my petticoat and maid skirt, with my best friends cum dripping down my painted face. I had fulfilled my dream to suck a real cock, a beautifully strong and hard cock. I had become a sissy cocksucker, and I was damn good at it!I couldn't really believe that it had finally happened, that I had at long last tasted hot jism, that I had experienced the thrill of a cock exploding...

My Sissy Life Part 12

My Sissy Life Part 12 ---Because the person that this story is loosely on has passed away from cancer, I had stopped writing. Before her death she asked me to continue the story. As for those of you who are going to get all upset that I'm keeping the story going or that this story is wrong. I say, don't read it. I don't care if you don't like it. I mean, I really don't care if you don't like it. However, I really do care if you do like it.--- With that said...here we...

Forever Her Sissy Chapter 2

This is a work of fiction for your enjoyment and all the characters are fictional. Please practice safe sex, respect others limits and know that bondage and discipline can be dangerous if done to extremes. None of the scenes in this literature are meant to be reproduced in real life. Be respectful to all women and to local ordinances and laws. Forever Her Sissy - Chapter 2 (By Purse Sissy) The drive home was uneventful and quiet, when we arrived I carried her bag in as usual...

Neighbourhood Terror to Sissy Pt 34

Chapter 38 The following morning Marcy was rudely awakened by her alarm at 6:30 am. It was still very early and a bit nerve wrecking since her parents were still home. With her elaborate morning ritual she would need the time to get ready and be at John's door by 8 am. God the last thing she wanted was to return to that bastard, but if she wanted to keep her secret secret then she would have to. At this point it wasn't only the being turned out as a sissy that worried her, but also the...

Sissy sperm bank

I started the morning my favorite way, really the only way I know how: with my bull's big cock between my lips. This was one of those nice slow blowjobs that he liked to start the day with. I made it especially wet for him today, slobbering all over his thick shaft while lovingly looking up at his eyes. I grasped the base with my dainty hands and licked the head like a lollipop while smiling up at him. If this wasn't heaven, I don't know what is."Lollipop, lollipop, lolli, lolli, lollipop!" I...

Crossdressing

Making of a Sissy Maid chapter 5 6

Making a Sissy Maid - Chapters 5- Reminder - Chris loves his mother and secretly longs to wear her sexy lingerie. Out of the blue his mother meets the very handsome and wealthy man of her dreams and soon marries. This introduces Chris to his new and somewhat dominant sister-in-law who recognises the sissy in Chris and transforms him into a pink frilly maid. Chapter 5 - Chrissie and Eve For that whole weekend Eve, his new sister-in-law, had kept me dressed in his pink maid's...

Master s Sissy Slave Chapter 5 Humiliation

Chapter 5 - humiliation With my last evening as a free woman finished and now officially Masters Sissy Slave I had assumed that things would return to the way they had been for the previous 2 weeks. Waking up in bed with Master inside me I received my first fucking as an official slave. After he was finished with me I went to prepare myself for the day by returning to my morning routine. Taking in my gruel I remembered how good the food felt last night. I never thought that the day...

A Little About My Sissy Faggot Life

A limp dicked cuckoldMy wife divorced me in the late 90:s. We had been married for seven years, and in this time I had not been able to fuck her properly even once. A couple of times I managed to get my little penis half erect, but I would cum as soon as it even touched my wife's pussy. My failures in bed had nothing to do with her being ugly or so, no she was really beautiful and sexy. Men would always look at her and I knew they all wanted to fuck her.After our first year my wife took a...

Mistress Sabine s 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...

Sissy All Sorts

SISSY ALL SORTS by Throne Paul Lockes couldn't believe it. His father's second wife, Tanya, wanted to control the family's money. She had made a good start by dazzling the wealthy patriarch with her sexual creativity, marrying him, and keeping him more than happy. But now she wanted Paul out of the way, so she had drugged him and when he halfway awoke his longish hair was dyed yellow- blond, he was wearing panties and high heels, and she was calling him Goldie. Along with all that,...

Sissy Secretary

I guided them down the back staircase into the media room with its plush movie theater seats and a wall sized digital screen. My pride and joy, "And that," I said with a grand sweeping gesture and deep bow worthy of a carnival ringmaster, "is the tour of my humble abode." "Yes 'humble'," Maria Sanchez said elbowing her husband playfully in the ribs, "we should be able to afford so 'humble'. And here we thought living right off the golf course was nice." Her husband Ben defensively...

Educating A Sissy Cuckold

Educating A Sissy Cuckold by Throne "Let's make sure that you're at least presentable, Chrissy" said Miranda. "The last thing I want is for Link to get here and be distracted by you not looking sissy enough. All his attention needs to be on me." The sexy dark-haired woman inspected her husband with a critical eye. He was short and slender, with sandy blond hair that had been allowed to grow to collar length, and was now put up in two ponytails at the sides of his head. His face...

Sissy danni s birthday party

My last "true life" story was about how I became Heidi's sissy crossdresser "Danni" - I only explained the initial experience of Heidi coming home to find me in one of her dresses - followed by spankings, punishment and eventually getting pegged by her wearing a strapon. Of course there is MUCH more to what happened next (like being taken out in public and going shopping, to hair salons, etc...), but I'd like to for now jump ahead to what happened to me on my 19th birthday. By then I...

Ben Sissy And The Picnic Table

At the top of a hill, in the corner of the lot sat a blue Camry, still running. The driver, a woman, more nervous on this day than she ever had been, sat staring at the wheel. She was jolted out of her mindless gazing by the radio host yelling in that over the top voice that could only belong to a disc jockey. She turned the car off and sat very still. She still couldn't believe she was actually here. Actually going through with it.Her name was Sarah but everyone called her Sissy. Sissy saw...

Outdoor

Becoming a Sissy Part 6

The story returns to find Peter in the aftermath of his mind blowing night with Tom, how would he react?When Tom walked out the door and left me on my knees with my own cum stain on the floor, the taste of his arse, cock, balls and cum in my mouth I was stunned. The whole night was like a dream. Earlier in the day I considered myself to be a porn addict who would goon and wank for hours. Now? Well I had answered one question, this was more than a fantasy, the satisfaction I felt for giving such...

sissy blackmailed by teamviewer and exposed

my fantasy about being blackmailed and totally ruinedwatch out this could happen to youim a sissy faggot I live in st Louis mo im in the closet no one knows i dress in femine clothes I was married when I was 20 and straight after a year I caught her cheating on me , we only had sexy 3 times I couldn't get hard with her , I was allways thinking of men, masters, tops, at home I stole her panties bras high heels lip stick, and would dress around the house, after the divorse I got the house and I...

Sissy gurl meets Daddy Part 2

It was finally later that night when Samantha had a moment alone to open the envelope Daddy had left behind for her after their playtime earlier that day. She unfolded the note and begin reading by her computer. The note read…..Dear Sissy, You are probably reading this tonight, because you can’t stop thinking about serving your new Daddy. If this is true, than my plan is working exactly like I thought it would. I’m going to ask that on Friday morning you take a shower and get as smooth as...

The Slave and the Sissy part 2

Pepper and I knelt on the silky sheets of the bed and studied each-other in disbelief; our cocks rigid and ready for relief. I took her sweet sissy cock in hand as I sniffed and licked at her face and neck; her skin as white and silky as the sheets. She thrust her slippery little sissy cock back and forth between my fingers as I teased her glistening little pink bell-end. Pepper panted with anticipation as she unhitched her crop top; her sweet little breasts stood firm and inviting, my...

My Sissy Life Part 5

My Sissy Life Part 5 I got into my maid's uniform, it was different from my first one. My first one was black with a white apron that tied in back in a big bow. It was off the shoulder style and only came a little higher than mid thigh. There was a little white cap that clipped in my hair also. I had two, but they weren't very well made. They were more like Halloween costumes, they started to fall apart after the first wash. That is when my mother bought me new uniforms. These...

Sissy Gimp

Sissy Gimp I watched the red head spurn the fourth attempt to chat her up and smiled. I was sitting in a pickup bar and you may be wondering why I was doing this since I was happily married. Well I was happily married but my wife Penny and I did not see eye to eye on sex. I have a very high sex drive where as Penny has not, and so sex between us was few and far apart. In fact it has been four months since Penny and I had made love. In that time I had been to this bar and had two one...

Teaching the Sissy Maid Workshop at the MVP Chapter Six Another Sissy for Ms Rebecca s Household

Teaching the Sissy Maid Workshop at the MVP, Chapter Six: Another Sissy for Ms. Rebecca's Household? After the workshop ends on day one, Ms. Rebecca stays to speak with some of the women attending the class and gets an unexpected offer that offers her some incredible rewards if she can take ownership of another young male submissive who is displaying sissy tendencies. After the workshop ended for the day, I stayed for a while to give me a chance to speak with some of the women...

A sissy called Jezebel Part XVIII

A sissy called Jezebel Part XVIII - Ever wonder what the womyns football team locker room is like before the 'Big Game' at Templeton Academy: where young womyn become dominatrixes and sissies are crushed into submission? Let's find out, together. "Well, looks like you don't actually need the school uniform, it's time for you to get our football team ready for the big game, and then you need to practice with the band, my little majorette." "Yes Headmistress." "How do you...

Sissy Rights

I enjoy writing stories for my own pleasure. This is the first one I have put on the site and I will write more of different genres. The BBC political reporter stood on College Green opposite the Houses of Parliament. She was live.“Today has been a momentous day for sissies all over the country. They have been properly recognised for their important role in society. The Home Secretary has announced a series of measures which will make it easier for sissies to go about their daily lives,...

Miss Linda s 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...

Sissy World 3

Billy rode in the front seat of the car, staring out the window, and watching the world go by. His mind swam and his body already hurt, but he knew better than to protest his pain to his Husband. If he did, he would be punished with a Bare ASS Spanking and he didn't want that. He stood at 5'6 and weighed maybe one hundred pounds soaking wet, but he doubted it. However, what little weight he did have, he made up for in curves. He had ass length dark green hair that had been permenately...

Sissy Julian Chapter IX Girlie Training

Sissy Julian - Chapter IX, Girlie Training by: sissystevie Calm before the storm as Julia learns womanly skills. But for whom? And as what? This is a transitional chapter that uncovers some of the mystery behind The Order and Miss Jane's recent activities. I included the section on The Order simply because it has been so long since it and many of the related characters were first presented in 'Dani's Story.' As always, this is a purely fanciful, fantasy fictional work....

Neighbourhood Terror to Sissy Pt 31

Chapter 35 Marcy couldn't believe she had been such a fool, never able to figure out that it was her perverted neighbour who had been behind it all along. She should have known and yet she didn't, she had never been able to figure it out until right now when that one contact slipped out of her eye. Just a minute ago she thought she was somewhere all the way across the city, it could have been a neighbouring town even yet apparently she was right next door. Now that she finally knew...

Sissy Sisters

This one was written in response to requests made in reviews of some of my other stories, like USELESS SISSY HUSBANDS, FORCED INTO IT and HE MARRIED NORA. I initially titled this YUMMY WUSSY HUBBYS, but decided that might be too much for some readers. Anyway, the current title fits nicely and describes the husbands' new identities well. SISSY SISTERS by Throne It was a party night and the feminized husbands hated that. It was so shameful to be dressed in their sissy finery and...

The Misadventures of the World s 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...

A sissy called Jezebel Part XI

A sissy called Jezebel Part XI - Jezebel attends hir sissy lit class at Templeton Academy: where young womyn become dominatrixes and sissies are crushed into submission. I only wish my English classes were this much fun growing up. I tear down the hallways and get through the door, just as the bell stops ringing. I try to saunter into my sissy literature class like there's been nothing crazy about being force fed sperm and oysters in front of half of the school. The gurls are...

Sissy Farm Chapter Fifteen

Sissy Farm - Chapter 15 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...

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

a sissy fantasy

(This was inspired after a dirty chat session with cc1908.)I had done it. Just like he wanted it. Fucked his virgin ass, talked dirty the whole time calling him my faggot whore saying he now had a boipussy that i was going to breed (and did). at the end he shot his load without even touching his cock. his semen shot all the way up to his face and we had a long sticky cum filled kiss. i jokingly told him next time we should get him some panties to see if he's a sissy faggot, he said "yeah some...

Little Sissy Boy written by request for a reader

This story is for one of my readers who made the request via my website www.6ixty9ine.orgIt was only a matter of time before my wife discovered what I am, and I discovered her need to dominate and control me.We worked different hours and I was often in the house alone which only encouraged my kinky tendencies. When she was away or had meetings she would get up and go to work early and I would stay home until it was time to go out. It began innocently enough I suppose with looking at things on...

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 mornings, and the last thing I want to do at the end of a day is trade one dark, windowless space for another.Of course, as the holiday weekend passed and the summer heat began to beat down, I found the...

Sissy Odds And Ends

SISSY ODDS AND ENDS by Throne "Sissy inspection," my wife Anna called from the living room. I was in the middle of dusting but I knew better than to delay. I set my oversized feather duster carefully aside, in a spot where I was permitted to leave it, and hurried to meet her. In my two inch heels I made good time, having had lots of practice. As always, I took small steps, placing one foot in front of the other, which made my narrow hips wiggle. That was how she had taught me to...

Neighbourhood Terror to Sissy pt 11

Chapter 13 To Mark's huge relief he witnessed Lisa opening her shorts. Without the tight fly holding the dildo in place it would fall out, at least if Lisa hadn't taken a hold of it to put it neatly back on Mark's night stand. Lisa took off her shorts completely and her panties along with it. It was instantly clear that her neatly trimmed pussy was sopping wet. It smelled strongly, not unpleasantly unlike John's boxers. While it did smell way better to Mark it wasn't having the same...

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