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sissy schoolgirl and her black daddy

I can't believe this is happening right now. Here I am, a 16 year old white boy dressed in the sluttiest schoolgirl costume and makeup I have ever seen, being barebacked by an older, married black man. How'd I get so lucky?! Let me start at the beginning...It was summer time. As always I spent my summers hanging out and occasionally mowing neighbors lawns for some extra cash. Although I wasn't exactly the big high school jock who all the girls saw mowing the lawn shirtless and fawned over, I...

Sissy services her football player part 2

While my man was playing football, (never understood the fasination with kicking a ball about), I changed into my schoolgirl uniform. My 'Special' white satin panties with a lace frill. Why special? well they have a little lacy hole at the back for the pleasure of my man! Sheer satin hold up stockings, white knee socks with a heart pattern, sooooo cute! Black patent mary Janes and to finish off, a Japanese sailor top and blue pleated skirt.Once dressed i would feel so good, prancing about in...

sissy for mum pt3

It had been a week since the shop a very busy and exciting week but also a week that was starting to make me nervous about going back. It started as soon as we got back from the shop mum had been telling me how cute i looked an how Jane (the shop owner) told her to be a bit stricter an to use me properly .as soon as we got in the door mum took me upstairs to her bed room, sat on the edge of the bed , " kneel in front of me " she said.i knelt, my head level with her knees . she opened her legs...

sissy for mum pt2

Mum woke me early next morning , she was stroking my head saying wake up baby as I opened my eyes . She still had her nightdress on an the silk clung to her firm body, her hand moved over my hair an then she traced a finger over my mouth " I liked last night" she whispered as her finger moved over my lips , it was wet an kind of sticky and smelt like her dirty panties ,”mummy was just thinking how nice you looked in her nylons “she said. I opened my mouth a little and felt the tip of her wet...

Sissy Training

This is a true story, looking back it is hard to believe it actually happened, but it did. I was working for the government in DC and living in Maryland and my fiancé was up near Cape Cod. Just about every weekend she’d fly down or I’d fly up to spend the weekend together. We’d been doing this for about a year since I took the job in DC. Our sex life was fantastic. We’d role play, put each other in light bondage… all sorts of fun things. I knew she was bi and we occasionally would invite...

Sissy Miss Debi

Sissy Miss Debi Penned by Miss Deborah (Debi) Leigh Johnson One I did not know who to curse, or who to praise for the predicament that I was in. I knew only a couple of things for certain, and my mind and emotions were all addled about everything else. One, this had to be the most erotic experience of my life. Two, there is no way in the world that I should be in this circumstance. It was not explainable. It was totally wrong. It is not justifiable. But I loved what I was...

Sissy Mission 1 Balloon Sissy

The Sissy Mission series consists of short-short stories designed to give ideas for domme/sub play, solo "outings," or just for your reading enjoyment! The goal is to have a dozen vignettes. --CA Sissy Mission 1: Balloon Sissy By Cheryl Alison As I entered the suite of offices, I looked for the directory. It was there on the wall, just like every other corporate accounting office. I scanned the names. There... Bruce Jones, Managing Director. He would do. I approached the...

Sissy Mission 2 Tutu Sissy

The Sissy Mission series consists of short-short stories designed to give ideas for domme/sub play, solo "outings," or just for your reading enjoyment! The goal is to have a dozen vignettes. --CA Sissy Mission 2: Tutu Sissy By Cheryl Alison I entered the dancewear shop, nervous, and a little hesitant. There were several women browsing the racks of leotards and dance dresses, presumably shopping for their little girls. I walked up to the counter. The saleswoman, whose name tag...

Sissy Mission 3 Rummage Sale Sissy

The Sissy Mission series consists of short-short stories designed to give ideas for domme/sub play, solo "outings," or just for your reading enjoyment! The goal is to have a dozen vignettes. --CA Sissy Mission 3: Rummage Sale Sissy By Cheryl Alison I stepped out of the car and walked up the driveway of a beautiful suburban home, the green grass manicured carefully. The driveway was full of middle-aged women picking through the cast-off items of a rather well-to-do family. I...

Sissy Mission 8 Up do Sissy

I sat in the car, taking a few deep breaths and trying to calm my nerves. My Spanx body-shaping briefer tightly held my lower mid- section over my sheer pantyhose, which provided some comfort as they hugged my legs. As I slid from the seat to get out and enter the mall, I felt the cool silk of my nylon panties on my bottom underneath all those layers. I walked into the mall past the throngs of people typically roaming the polished floors on a Saturday. My heart was beating fast, and...

Sissy Farm Chapter Twenty Seven

The Sissy Farm. Chapter 27 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 Bev's brother.); James, AKA. Auntie...

Sissy Butt Licker Ch3

After dropping Steph off at work, I went to a small lingerie shop at the other end of town. As I was picking out items, the lone clerk came up to me and asked if I was shopping for my wife, and if she could help. As per Steph's instructions, I informed her that I was actually purchasing the items for myself, at the request of my mistress. I expected her to be shocked, but instead she smiled and said that was cool, and that I could try the items on providing I did so over my existing underwear....

Sissy Tori s Diaper Tale Pt 2

Chapter 2 Tony nervously buzzed the floor for Mary's condo. He had brought a different book bag this time, a black and white one, but in it he had put the carrying tote for his silicon forms, a bra, a spare diaper, a spare set of clothes and a rag doll. "Come on up," Mary chimed. "Seventeenth floor. The elevator should be done any moment." Tony looked at the female security guard a bit nervously and ran his fingers through his short cropped blond hair. "Going up to see Ms....

Sissy For a Year 2

I spent the first night of my life with my blessed gaff on in a state of spiritual elevation. Not only had I officially become a sissy, as per the official Certificate of Sissidom issued by Dorian with his Signature, but the Man Eater had swallowed my trans clit, making me a real woman. I had never liked my clit: although I referred to it as a female part, I had always wanted to get rid of "the disgust between my legs." "Why was I not born with a vagina?" I kept wondering, sometimes in...

Sissy Outed part 3 Audrey finds out

As I walked the fairly short distance between the supermarket and Helen's flat, I was aware of an increasing sense of trepidation. Although by this time I was reasonably confident when being seen on the street in girls' clothes, I was more aware than usual of being a boy who had been forced to wear feminine attire. OK, "forced" is perhaps too strong a word. I had liked dressing in girly things while in the privacy of my own home. But since my little secret had been discovered, I knew that...

Sissy rsquo s holiday romance Part One

I met J in Manchester pre lockdown. He’s Portuguese, a sexy big guy with everything I find attractive. I call it the 5 Bs. Big,Bald, Bearded and a Beer Belly!Unusually he’d got in contact via an old, rarely used these days Facebook account. I didn’t know him or any of his contacts but he looked so sexy, I thought what the hell! and accepted his friend request.We swapped numbers and started to chat regularly, FaceTimed each other at least once a day and finally got a date where we could both...

Sissy Slut for Master S

Sissy Slut for Master S. I unlocked the hotel room door and stepped inside. The suite had two single beds so I placed my overnight case on the first eager to unpack. First out was a pair of thigh high, black PVC stiletto boots. Next a pair of black fishnet stockings along with the suspender belt to hold them up. My black PVC leotard. Black shoulder length PVC gloves a recent buy and my black rubber hood. The final item to make me look like a complete slut was my take tits! Bondage...

Sissy Cheerleader James Gives Blowjobs

It was Saturday, and Garima had big plans for the sissy cheerleader, James. She planned an entire day of entertainment for her and her friends. Entertainment often meant that she and her friends would be embarrassing James as much as possible. James had been publicly embarrassed so often that thousands of people had witnessed it directly. With the website that Garima and Nuzla had built for James, with all of the videos they had uploaded. Millions of people worldwide had seen James being...

Gay Male

Sissy 103 the graduation

George opened the door and immediately went in to take a shower. "So, did you learn a lesson last night?" He said with an echo. "I'm sorry Georgie, it won't ever happen again." I pleaded. When he finished showering I was there to towel him off, knowing he would feel pampered and in control. So while I was drying him off,I sucked him off and acted submissive, dressed him and sent him off to work. After George left for work, I stripped off my clothes and cum soaked panties and took a long...

Sissy Beauty Salon Part 2

Dear Ladies, and that is what you are, isn't it? Please allow me to step out of the story for a few minutes. We will return to Jim and Annie very shortly. But first let's explore what a Beauty Salon really is. (Please don't drool on the computer screen) A Beauty Salon is a place, a business, maybe even a state of mind, which exists for the sole purpose of enhancing the femininity of the women it services. As their femininity is strengthened, they become prettier, more alluring,...

Sissy Who Served Me short

This is going to have rough, hard and dirty sex involved, but obviously nothing weird or anything like that. Just a heads up I guess. This also won't be a long lead up story, just what happened when I fucked one of my sissies that I "own". When we hooked up, she insisted on serving me, and have me be her master, so that's been our relationship for a couple of years now. Of course, I make sure to treat her well ;)One weekend, I had one of my sissies come over and serve me for a few days....

Sissy Academy

(feel free to message me about anything! I'd love to hear from my readers :)) The alarm beeps away as you groan at the sound of it. A cool breeze rustles the curtains, letting the sun peek through. Pushing your hair to one side, you check the time. "Oh, it's still early," you say, pushing the sheets away to reveal your blue satin panties and chemise, the standard sleepwear you were given when you enrolled. "Better get started." You recall that you share this dorm unit with 2 other sissies, and...

Transsexual

Sissy was MARRIED

I'm so fuckin hot! to be a bitch for some men! It feels so sexy to walk around in tight spandex minidresses, or REALLY short, butt baring short-shorts, and a pair of high heel ankle boots, I think it'll look very sexy and hot - teased hair, lipstick, short shorts, and sissy boots. That ho is just jealous because she knows I’m a better cock sucker than she is, and that I'll suck her mans cock! Well, I DO wanna suck his cock! I'm SOOO horny! I'll take him into the booth, strip naked for him, and...

Sissy Maid

I was just out of high school working at a convenience store. Two of my regulars were a nice gay couple, both were a little feminine but one was definatley fem always wearing pink shirts and revealing shorts in the warm months. One night while I was talking with my friend about coming up with the money to buy my girlfriend an expensive gift they came in and where listening to the conversation. After my friend left the more feminine one named Toni came back.He said I could not help hearing you...

Sissy to Be Chapter Three

Sissy to Be, Chapter Three - By: Beverly Taff List of Characters: Me Robert Wendy My twin sister. Angela Our younger half sister by my mother's second boyfriend. Doris My drippy overworked mother who everybody walks all over. Aunty Janet My mother's pushy domineering sister. Harriet Our friend from the next farm. Aunty Margaret Harriet's Mother Jessica Harriet's older sister. Through most of the holidays, I had been dreading going up to the new school whilst...

Sissy Sisters Sleepover

SISSY SISTER SLEEPOVER by Throne Crocket was so nervous. The only people who had seen him in his sissy persona of Cricket were a few friends of his mother, Marion. Now she had invited a new female friend, who was bringing someone male along with her. Crocket was a short, college-aged boy. His mom had detected his girly tendencies early on. He had two older brothers, now grown and moved out. When the second of them had left, two years before, she had called Crocket to his...

Sissy For a Year

When I finally decided to be the woman I had always been meant to be, first I came up with an idea that caused my trans clitoris to throb in anticipation: to be a sissy for a year. A non-sexual sissy, an effeminate slave completely devoted to a man. Spiritually, such an experience would help me become a good, submissive woman ready to serve my man for life. To be such a sissy, I would wear a gaff that would hide my shameful parts. But, to signify my spiritual submission and preparation,...

Sissy Lucy meets her daddy

Recently I’d found a ‘daddy’ online. He was an older more experienced man. We started off chatting and I sent him some naughty photos and video clips of Lucy playing. As we talked I revealed that I like to be dominated, told what to wear and how to act, made to be naughty and told how to fuck myself. Daddy slipped into his role effortlessly and I wonder now if it wasn't ’is plan all along. Soon I was doing things I wouldn’t have dreamt of before. He started to control many aspects of my...

Sissy the Redhead The College Plan Pt VII The Finale

The last few weeks have been unreal. That night after my mom confronted Charlotte about everything, Jim had come home. Charlotte and Mom sat him down and explained that he was basically going to be providing for all of us now, but there were two tradeoffs. First, he and his wife wouldn’t have to go jail, and second, he had three women to choose from whenever he wanted them. Sure, he would have to share them all with my sixteen year old brother, Luke, but he didn’t seem to mind at all. ...

Sissy the Redhead Running the Show Pt V

After I finished quivering, Charlotte, Jim and I dove into their pool to rinse off the sweat and dried up cum. The two grown-ups caressed me as we floated there, and kissed my tight young body. I felt like a little goddess. I could make these people--who were experts on sex and making each other cum--get off like they never dreamed was possible. The best part, was that I was having better sex than 99% of the people on the planet, and I was only a little thirteen year old girl. As...

Sissy Downfall

Sissy Downfall This story is about my conversion from a cross dressing sissy to submissive transformed slut owned by Mistress Rebecca George. All characters are over 18. Having been to the beautician for a full body and face wax I check into the hotel to prepare. The suite consists of a large living room and a comfortable bedroom with a large bathroom. The bedroom has a nice dressing table with mirror and stool. A full length mirror is adjacent. The king size bed is of an older style with...

sissy blackmailed gang banged then ruined

*This is my first story ever, I have no writing background whatsoever, in fact I failed every English class I ever took.. This is simply my fantasy, with a little bit of my real life experiences mixed in here and there. Parts of this story may be sadistic and extreme. My apologies if the story is a little s**ttered.. You will just have to deal with it! Please be kind, but honest and let me know what you think. Chapter 1 The beginning. Buzzzzz, buzzzzzz… My cellphone vibrated on the night...

Sissy covid19 nice daddies

You all hate the covid19 crysis , me i never been hapierwithout this he would have never started stalking me and followed me in the parking at 1am a bored daddy taking a walk , discourage and needed a stress relief my pink panty waist line had caught his eyes , as i walk getting aware iam followedgetting toward my car i make sure he sees it all , lifting my shirt a little , showing him those pink lacy panty into my car backseat making sure to bend and let him see my cute panty ass leaving the...

sissy owner p2

The morning after daddy made me into a sissy , i realised i was her 4th sissy white boy to be trained by himCyntia was back in the morning knocking on my door waking me upI look at her holding some weird thing to me and lift her dress to let me see what is wasshe was wearing one, turning around letting me see the plugged and locked toy buzzing in her by the weird belt''daddy keeps us locked and ready for his cock , we are going to have breakfast and he wanted me to help my sister''''dont worry...

Sissy Gets Used

Based on a true story!It was about 2 in the morning when I pulled into his apartment complex. As I drove to the back I could see the spot he was talking about, a big dumpster in an almost completely unlit part of the parking lot, so I did as he said and pulled into one of the parking spots right beside it. As soon as I parked I got a text from him: "Now do what I said."I responded, "You mean get in the back seat?""Yeah bitch, I'm on my way."So I did what he said. I hopped out of my truck and...

Sissy Slut Maid

"They'll be here soon, go and get changed baby" My boyfriend said to me. I knew straight away what he meant. Every time his mates would come over, they liked me dressed up as a sissy maid to serve them in any way they pleased including, fetching them drinks, food or just being their foot stool. Once they all felt the need, they would all fuck me at the same time. My boyfriend, Owen, loved to dominate me and share me with his mates. I headed up stairs to get changed. Found my maid outfit, and my...

Sissy meets her Daddy this is exacly how i would

Imagine....You enter my hotel room dressed in your new white dress with the Humming Birds on, black stockings and high heels and a handbag over your shoulder – “What do you think Daddy, do you like it?” you ask as you walk up and down – I say “Oh yes, very girly – but what slutty underwear do you have on underneath? – you turn your back on me, spread your legs a little and lift up the dress to your waist – before me is a beautiful sight – your legs encased in the black stockings – the white...

Sissy gang

I was a fairly typical 18 year old, which is to say that not only did I watch a lot of pornos, but that they had got more and more hardcore and interesting as I had gone on. Where once I had enjoyed the sight of a girl fingering herself, now what I liked to watch was a pretty teen white babe being fucked every which way by a gang of huge and well hung hard trannys. I never expected, however, that watching this kind of thing would lead to something even kinkier, naughtier and, therefore, much...

Sissy Spankings

I have had this fetish for wearing women's tights and knickers for most of my life and enjoy it all the more now I'm in my 60's.I developed a need to be punished for my behaviour and found that being spanked filled that need.I meet with several friends and enjoy spanking sessions with them .... I found I was not alone with my fetish so not only did I find an outlet for my fetish I met similar men with the same passion for tights and spanking.It is such a delight to mix with adults who share the...

Sissy son in law

I met my wife Janine in high school, she was the hottest girl in class she is 6 feet 3 inches tall and a former model , she informed me that we'd be living together following school, but first I had to have her parents Okay so One weekend we went to see them her mother was as beautiful as Janine ,her father was a very mousey kind of guy . When I went into the parlor and asked the big question her dad ( Jeff) said it was okay with him, but carol said your not the type we were expecting. She...

Sissy in the Woods

David was up to something. Since we no longer had the luxery of my empty house to fuck in on weeknights other arrangements had to be made. He caught me one lunch time and told me to arrange a study date with him and his brother Peter that night. He told me he'd be picking me up at six and taking me for a drive. He wanted me to be ready with something particularly slutty. I being the ever obedient sissy slut agreed and looked forward to seeing my two favourite cocks again that evening. When I...

sissy blackmailed gang banged then ruined

*This is my first story ever, I have no writing background whatsoever, in fact I failed every English class I ever took.. This is simply my fantasy, with a little bit of my real life experiences mixed in here and there. Parts of this story may be sadistic and extreme. My apologies if the story is a little s**ttered.. You will just have to deal with it! :) Please be kind, but honest and let me know what you think. The beginning.Buzzzzz, buzzzzzz... My cellphone vibrated on the night stand beside...

Sissy Tom Marsha and Me

I had never been to Tom’s before, so I was please when he invited me over to his place to play. When I had arrived, he had stood at the opened door with his hard dick sticking out of his trouser fly. From that point I knew this was going to be a fun time. I was no sooner through the door and it was closed behind me that Tom kissed me full on the mouth. And then said, “Welcome to my humble abode.” The only thing i could think of was fuck his abode I want his cock. It was poking out of this...

sissy lola gets a treat1

Last night was my first night as a sissy maid for my beautiful goddess maureen and i have been instructed to tell you what a dirty little cock sucking whore i have been.I have known goddess maureen for a while now, she has been giving me instructions via webcam. She would make me flog myself or fuck my ass with a huge black dildo untill she was amused. So last night, i received a set of instructions telling me that i must prepare for a very special night. I was to lock my cock in a chasity...

Sissy Slave To My Master Kamal

Hello master and mistress , I am your sissy slave Arvind alias Ananya . I am novice in story writing so please ignore my grammatical mistakes . I am working in a private firm , I am a regular visitor ISS . I really fond of gay story and submissive and feminine character story . Read many stories related to above topics and loved to be sissy sex slave to any man (masters) and women (mistress) . Let me come to the story , due to this interest I started chatting with guys to be my master and treat...

Gay Male

SISSY DANI PART 1

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....

Sissy Porn Star Part 2

Sissy Porn Star - Part 2 Sherri had successfully convinced Charles that he needed to ingest a second vitamin as a part of their bedtime routine. She had told him about some articles she read regarding the positive effects of vitamin use when the daily recommended amount was doubled, even tripled. As always, Charles sensed her motherly concern for him so he yielded to her sensibilities and just went with the flow. It was a Saturday morning and Charles woke up, his head pounding and...

Sissy Beauty Salon Part 5

Jill's Beauty Salon Behavior Modification and Strength of Discipline (male clients only) Selection Chart Real Woman 2 3 4 5 6 7 8 9 Abject Sissy ________________________________ Our appointments were for early in the morning so that we would have the whole day at the salon. The drive was in the middle of morning rush hour. The majority of the cars around us were driven by men on their way to their chaotic jobs or young women putting the last touches to...

Sissy and the bimbo

The Sissy and the Bimbo By Lucille Jeanette Smith This is a very small snippet I had in my head for a few days about a feminized husband and his abusive wife. Its a common theme in TG stories but mine has a little twist. Princess Sissy was primping himself up in front of the mirror at his own vanity. It was a routine he had done countless times over past six years in front of the taunting voice of her beloved wife Kristina. His wife said mockingly, "Put on the crimson lip-gloss...

Sissy Boy

Sissy boy By Princess Panty boy Characters: Sandy: 8-year old son/brother Lauryn: twin/she calls herself my big sister Beth: 5-years old little sister Mom 31-years old, single Aunt Meg: 21-years old (not a relative she is just good friends with mom Hi everyone, it is me Sandy. I am kind of bored so I thought I would write this down and ask your opinion after you hear what has been going on in my life. Let me start out...

Sissy Rubber Doll Preparations

Sissy Rubber Doll - Preparations She is dressing me up for the Friday night out - though I know from past experiences, that I am most likely going to spend entire weekend wearing the torturously sexy things she is struggling to stretch over my obedient and horny body, which is now encased in a snow-white latex cat suit, complete with separate toes and fingers, hot pink finger-and-toenails already painted on. The suit's latex is thick and incredibly tight; it took a lot of lubricant to...

Sissy Gets X Raped

I was late for my appointment for my x-ray - this didn't help my dilemna. I had forgotten when I got dressed this morning that I even had an appointment. The office called me during the day to remind me. Normally, there wouldn't be a problem except I was having my knee x- rayed. Why would that be a problem? Because I was wearing long pants - jeans to be exact. And bright, pink, lacy panties underneath them. And coffee colored pantyhose. The matching bra I was wearing I didn't think would...

Sissy Gimp Finale

Mistress Samantha unstrapped the strap on from Mistress Penny and forced it into my mouth. Now I had the taste of my own spunk mixed with the taste of my own pussy, my cock throbbed painfully! "Take it to the bathroom and wash it thoroughly with anti bacterial soap..." ordered Mistress Samantha "After licking it clean first of course" she winked a wicked grin on her lips. I headed for the bathroom licking off my pussy juice as if it were a delicious Popsicle. When I returned to...

Sissy For a Year 5

For the first half of my year as a sissy, I served as a devout slave to my Master Achref. Every day that went by felt like a real miracle, a true blessing. Every morning I would wake up first, open my eyes and throw loving glances at my only God, feeling lucky and special. Then I would get up, change my gaff after showering and thoroughly cleaning my shameful parts, wear a djellabah and then get ready for my daily routine. Achref would reach me in the kitchen, all dressed up and ready to...

Sissy Slut

Sissy Slut by [email protected] ? I was naked and kneeling in the corner of the room furthest from the door. My head was bowed and my forehead touched the floor. I was shivering in anticipation because I had been that way for what I guessed to be more than half an hour, although it is hard to tell in such circumstances. Finally I heard the door open and the sound of stiletto heels on the painted concrete floor. They came towards me but I did not dare to look up. I knew that to do so would be...

Sissy slave to my house hold servant

Sissy slave to my house hold servant. It’s all gone with in a year, coming back to start point? I am weight 51kg comparing to my height 5.11 inch you can assume my week personality. I am working with software programmer I am earning 5 digit salaries per month; with my experience in work area I am expert in web programming and hacking websites database. I have my own flat, car every thing more for a bachelor. Sorry I forget to say my where I am from- I am from India, I am single in my flat...

Sissy Toilets Wecam Session

I had been a member of scatboi a few months and already had some experience as a shit eater, I hoped in scatboi I would find someone who woulduse me as the sissy toilet slave that I knew was my place in life I had been a member of scatboi a few months and already had eaten a little of my own shit but I would not say I was an? experienced shit eater, I hoped in scatboi I would find someone who would use me as the sissy toilet slave that I knew was my place in life.? So I bought a...

Sissy Starlet

First Sissy tell me. Who are you? Jenn- A tall long and blonde sissy. Platinum blonde locks that go all the way down to her back, glossy pink lipstick, long manicured nails, a model face, and killer ass and legs. One of the favorites for this year. Racheal - A brunette Sissy, with wonderful perky titties and plush ass, dark skin and luscious lips. Kim - An Asian Sissy, looks like a K-pop model, with doll like features, large glimmering eyes, and soft pink lips, long legs, toned midsection and...

Fetish

Sissy Palace Hotel Part 1

It had been a busy four weeks. Lisa’s male side had been working virtually every day travelling around Europe. It did limit the time “he” could spend as Lisa but as the visits to regular cities he did know the best gay cinemas and bookshops so he could get some cock. In one cinema he had stripped down to stockings, bra and panties and the dirty old men that visited had no doubt that he was there to be used for their pleasure. However, he had spent every night alone and had missed waking up with...

Sissy Submissive

We were having a guest run a meeting for us. We were all seated around the usual round conference table. She was standing on the other side of me. The first sight of her was riveting. A tall woman, beautiful, with long straight dark hair, wearing a black skirted suit, the skirt pencil tight, the short jacket buttoned over a white blouse, both tight over her bust, the shirt unbuttoned enough to show some cleavage.Best of all, for me, she wore no stockings. The skirt was above the knee, and her...

Femdom

Sissy day care

I cried and beg mommy not to leave me behind but she was done with me not listening to any rulesthe Tall ebony lady holding my hand as mommy drives away''dont cry little boy , you will be happy here''she said tapping on my bubble butt as mommy left in he car''come here , i will present you to your friends''i was looking at 3 other little boys in a pool they all where wearing the same blue pale speedo smiling at me the new boy''hi boys this is Alex , alex is here to learn how to be a good boy...

Sissy Stepmother

Sissy Stepmother A Pantyboy Profile INTRODUCTION Cheryl here. You remember me. The 20-year-old pantyboy extraordinaire. Every man's naughty, secret, wet dream. Raconteur without equal. In "Service" and "Test Driven," I told you about Amy and Judy, two of my lovely roommates, fellow pantyboys and like me, covergirls for "Panty Boy," the only publication worth buying, besides some of those Spermco comic books about us "special boygirls" and the "Sunday New York Times." And Panty...

Sissy Street Scene

SISSY STREET SCENE by Throne Freddie turned the corner and came to a halt. He was at the edge of his own familiar neighborhood and about to enter a less welcoming part of the city. The street was lined with bars, nude bars, gay bars, lesbian bars, and a variety of adult shops. It had been bad enough walking past apartment buildings and more reputable businesses the way he looked. Since it had been early evening there hadn't been many people around to see him how he was dressed. He...

Sissy cuckold pt1

He waited on the bed as instructed. He had dressed exactly as he was asked: A pair of lavender lace trimmed panties stretched tightly over the young man's small cock; a matching bra covered his hard brown nipples too. He also had on a garter belt and some high heels. Too top in off he had on some coral lipstick and he had painted his nails perfectly.There was a knock at the door. "Come in" said the young man. The door opened to reveal a tall, thickset, ugly old man, with white hair. He was...

Sissy game at the castle

Our Lady Countess invited me to her castle.Who would not want to see the castle I from the inside and still with such an elegant guide.I'm a tiny blond boy, with a girlish figure, such a gentle little boy.Too bad I'm not a girl, I could go in a skirt and nylons and in a fluffy blouse with ruffles like my sister sometimes walks.I set off and in a moment I stand a little trembling in front of the door, looking forward to it, but at the same time I am afraid of what is going to happen, I can...

Sissy Gets More Than She Wanted

I can remember one time back when I was probably nineteen or twenty and still very naive and gullible, I went to hook up with this Hispanic guy at his auto shop. Now, at that point, I hadn't been with a whole lot of guys so I was very cautious about letting complete strangers fuck me on the 'first date.'Of course, I had no problem sucking off complete strangers or letting guys spank me, slap me, piss on me, or do just about any other humiliating thing they wanted to me on a first date But for...

Sissy in Glory Hole

I had visited a local public glory hole a few times when I had an experience I will never forget. I usually managed to suck two or three cocks in an evening, sometimes more, and really loved the excitement of walking into the glory hole, shutting the door behind me, sitting and waiting, just hoping a cock will appear through the glory hole. I had been a sissy for a number of years but over the previous couple of years I had turned into a cock loving sissy who just could not get enough cock. I...

Sissy first time blacked

I had been at a family event in Gloucestershire and was driving back home on a Saturday evening at about nine thirty. As usual I was wearing panties and hold ups under my male attire, but as soon as I could, I pulled into a quiet lay by on the A40, removed my jeans and shirt, and pulled on my lovely black dress with a pretty little lace panel across the top. It was dark now, and I was happy to be driving, dressed in my sissy clothes. I knew there was little chance of anyone seeing me anyway, as...

Sissy Caught in the Act

Life was pretty great by this time. I was a sissy in love with the boy next door. I would play housewife on weekends when my folks were away and any chance we got to sneak off from classes to our little hideaway we would take and fuck each others brains out. I was very familiar with Peter's cock by now, when it was inside me, it felt like it belonged. I loved the taste of his cum too. Every chance I got I would be on my knees milking him for my own nourishment.One day he passed me at lunch and...

Sissy and Wife get Black Trained PT1

He waited on the bed as instructed. He had dressed exactly as he was asked: A pair of lavender lace trimmed panties stretched tightly over the young man's small cock; a matching bra covered his hard brown nipples too. He also had on a garter belt and some high heels. Too top in off he had on some coral lipstick and he had painted his nails perfectly.There was a knock at the door. "Come in" said the young man. The door opened to reveal a tall, thickset, old man, with white hair. He was wearing...

Sissy Downfall

Having been to the beautician for a full body and face wax I check into the hotel to prepare. The suite consists of a large living room and a comfortable bedroom with a large bathroom. The bedroom has a nice dressing table with mirror and stool. A full length mirror is adjacent. The king size bed is of an older style with metal barred head and framed foot. The living room has a soft leather couch, occasional tables, a desk with cane based chair with arms, and all the usual hotel comforts.I...

Sissy s first BBC

This happened awhile ago, i was 19, and i figure some people have asked me to write more so here goes =]I was lookin around on craigslist... so i was horny and wanting it! Scrolling around and found a black guy who wanted some ass. No real specific requests, so i figured i may as well reply. In my town it is a bit rare to find black men who are down to fuck a sissy! I had sucked one BBC before while visiting North Carolina, sucked him off in a park which was great =] But that is another story...

Sissy Jenny abused in the woods

Submissive Sissy Jennifer - taken in the Woods part 1I stared at my screen - "Be at the entrance to Dutch Common at 12.30. Don't be late, and wear your sexiest sissy gear". 12.30! That was only 30 minutes! I could do it, just. But did I want to? Was it wise? I had never met my correspondent, a local bisexual man, but we had corresponded for some time. Meetings had been discussed, but they had never materialised. This would be the start of a very slippery slope, I knew.My cock made the decision...

Sissy finds real man on bike ride

James had always had a secret bi side, he had a girlfriend but had never been with a man before.He always fantasised about being used and abused by a real older man, someone that would use him as the sissy he was. He'd had lots of offers online but never had the courage to actually arrange a meet. James LOVED to secretly dress in women's underwear, he would wear his girlfriends panties almost everyday under his work trousers , he loved the thrill of knowing he was wearing them while in a room...

Sissy all dressed up at a rest area

So, i had a bit of a scary encounter recently. But it was totally worth it =].I was driving from my home town to the town where i go to school. It is a windy little road that goes right through a big slice of nowhere, with very minimal cell service. And it was night time. I had been all dressed up and hoping to find someone at a local wildlife area that is an OK place to find guy sometimes, but no dice. I am pretty shy, and don't go to places like that much, i am almost relieved not to have...

sissy gangbang

I am gay.I'm actually not just 'gay' - I'm a faggot sissy whore.Yesterday I went to this group thing and I turned out to be the group's slut - took three large cocks up my man vagina and got a whole fill.It all started nicely and softly, with the first guy rubbing my dick while fingering my pussy, then taking up one of those double-headed dildos and inserting it deeper and deeper inside my fag's ass.The thing about double-headed dildos is that they are meant to be used by two horny sluts and...

Sissy for mum pt4

"She is hot" Samuel muttered to himself as he walked slowly around me finally stopping behind me . i was too scared to move but as there where mirrors all around the room i could see him , see how big he was, the robe he had on had opened and the white boxers he had on just made him look even darker i could see his muscular chest an his six pack i could also see the outline of his cock it looked as long as my forearm an just as thick the tip was even fatter and hanging out the bottom of his...

Sissy slut training ends with 3 BBC s part on

From The first time I met mistress X I knew she was the one .She knows what I'm thinking sexually all the time ,it's like she is reading my mind sometimes so that's why we both get along so well .I'm going to tell you about our first meeting because that will give you an idea as to how this very kinky sexuall fetish I had came true .It was a couple of months back and I put an ad in a sex paper for a Dom mistress to teach me how to act like a women .Mistress X replied so we met for a chat and...

Sissy in the City

SISSY IN THE CITY by Charlotte sissy_charlotte@s... This story contains scenes of an erotic nature, and is not intended for minors. Further if such material is considered illegal in your area, you should bypass this story. This story remains the property of the author. Permission is granted to download, photocopy, copy and re-post so long as any such action contains these disclaimers, and no attempt is made to profit from this story. I am a 29-year-old guy living in...

sissy michael

Please don't make me open the door like this," Nicky begged to Angie. "Then you should have had your chores finished before I got home like I instructed. Don't keep Sonya waiting." Nicky slowly moved to the door as the bell rang again. Nicky could feel himself blushing as he opened the door. Sonya was standing on the porch and he could see the look of shock on her face. It's not like she didn't know about their relationship as Angie had told her all about it over cocktails on a few occasions....

Sissy Bride Caught Peeking Parts 5 and 6

XXX WARNING!!! This story contains adult situations and sexual material. The characters portrayed in this story are FICTIONAL and portray FICTIONAL circumstances for FANTASY purposes only. It in no way condones non-consensual sex or unsafe-sex by any means. XXX The Sissy Bride: Caught Peeking By Janice337 Part V - Confessions Christmas preparations went as mother had planned. Aunts and Grandmothers phoned to talk with Mother about what to bring and who was in charge of...

Sissy to Be Chapter Four

Sissy to Be4 - By: Beverly Taff List of Characters Me: Robert; Wendy: My twin sister; Angela: Our younger half sister by my mother's second oyfriend; Doris: My drippy overworked mother who lets everybody walk all over her; Aunty Janet: My mother's pushy domineering sister; Harrie: Our friend from the next farm; Aunty Margaret: Harriet's Mother; Jessica: Harriet's older sister. ...

Sissy Beauty Salon Part 4

"I am ready to do whatever Annie desires during these two weeks of vacation for her and two weeks of whatever is in store for me." (Jim - Sissy Beauty Salon, Part 3) That is what I said and that is what I mean. ___________________________ I had just asked Annie what she was going to have done at the Salon and what I should have done to me. I was really interested in her answer. I am not sure whether my need for an answer was because of dread, anticipation, anxiety, wishfulness, or...

Sissy E

SISSY by Sissy Property of: __________________ (part 5) As soon as we had cleared customs, we were met by my new owner. She hugged Miss Susan and then She put Her arm around me and led us to Her limo. During the ride from Kennedy Airport, I sat between Miss Susan and my new Mistress. Mistress Beverly was an older lady who displayed a lot of class and style. If...

Sissy Situation Part 2

Sissy Situation Part 2 By Ellen I could not tell you what time it was let alone the day of the week. What I could say for sure is that I was dressed up from head to toe in my full female regalia which included; Blonde Wig, full make up, foundation garments to help with the illusion of a womanly figure, a black pencil skirt, a pink sweater, black pantyhose, and high heels. The breast forms she used jutted out from my chest giving me the appearance of D Cups. Irene had moved in as I...

Sissy Sidekick

SISSY SIDEKICK by Throne Super Alpha was relaxing in his superhero secret quarters, which was the luxurious penthouse of his alter ego, millionaire hip-hop mogul Ty Buck. He was tall and muscular, his snug costume showing off his physique and the impressively large bulge in his trunks. With him were three of his girlfriends. There was Sandy, a cute blond who favored white blouses, short plaid skirts, knee socks and saddle shoes. Then came Ming, an Asian beauty wearing a brief silk...

Sissy Bedtime Scene

SISSY BEDTIME SCENE by Throne Tommy sat on the edge of the bed waiting for his wife Myrna to appear. Several times a week she would declare that she was going to 'tuck him into bed'. He knew that those words meant she was going to conduct some sort of sissy scene with him, and that he should get into a special outfit of his choice. This evening he had selected one that was between cute and wicked. He had on a sleeveless blouse, the front tails of which were tied into a knot just...

Sissy Cuckold s Picnic

SISSY CUCKOLD'S PICNIC by Throne It was Saturday morning and I was hoping to spend the day watching TV. There were always good movies running then: superhero, science fiction, fantasy. My wife Delia wasn't around so I knew she must be out for her morning jog. She keeps herself very fit by running and making daily visits to a nearby gym. I love the way she looks, so firm and lean- muscled, with her pert breasts and tight bottom. In contrast, I'm lazy and soft. I peeked out the...

Sissy Kristy Gets Fucked in a Storage Unit

Yes, this is a true sissy story! I always thought a storage unit was a place where you stored your junk. I certainly never thought that I would get my worthless sissy ass plowed in one. But that's exactly what happened early one summer morning. It all started when I met this older married daddy on Craigslist who really wanted to use me but couldn't host, and at the time I couldn't either. So he had this brilliant idea. One morning he decided that instead of going to the gym he would meet up...

Sissy Therapy Case Study 2

Sissy Therapy - Case Study 2 Shelly's latest client is John who is obsessively addicted to smooth, shaved men's asses, ideally covered by skimpy women's panties. Shelly helps him to come to terms with his desires and learn a lot about himself as well. Oh, lots and lots of sex as usual... ;) Hi, I'm a sexual therapist. Sort of. No qualifications, my only experience is what I've gained on the job. This is my second 'case study' which took place a few months after I started. To recap...

Sissy 102

The next morning,I was awoken to gentle kisses on my neck and George fingering my butt. His hand was in my panties and his middle finger was wiggling its way up my hole. I didn't realize but I had started moaning, gently at first, but now I breathing heavy and moaning louder. I reached back and felt his hard cock growing in his tighty whities. "Mmmm." I moaned. "Pull down your panties." He whispered. I put my arms behind me cupping my butt and looking over my shoulder,in a " come...

Sissy For a Year 3

Together with one used in the blessing ceremony, Dorian had blessed six other gaffs and then another set of seven. In this way, when changing daily, I would make sure to be clean, pure and in grace with my sissiness. My plan for my life as a sissy was to submit to Achref and live as His servant. Being out of work for the first time in my life, I finally had the chance and the time to move into His house and serve Him devoutly and faithfully. For obvious reasons, my submission would be...

Sissy Slut Adventure

In this story, I want to talk about how I became who I am. Part 1 - Discovery When I first discovered sexuality, I was always fascinated by the female perspective of sexuality. A man just pleases his needs on a woman, no matter if he thrusts her pussy until he busts or if she sucks his meat until he releases his lust into her mouth. A woman on the other side is always not only a lover, but an object of lust. Whenever it comes to sexuality, women are degraded and objectificated and...

SISSY NEEDED STITCHES

OMG - I am Such a PUTA! I just love men! I love their muscles, their hairy arms and legs, their big hard cocks! Yeah, I AM technically male, but, except for my very small male genitalia, looking at me naked, I look just like a woman! When I was young I got cherried by a black guy - a close friend of my mom's boyfriend. His name was D'Wayne and he was fuckin GORGEOUS! When it happened I was very much conflicted about my sexuality. My mom's man - James - always looked like he was disgusted by me....

Sissy wanker

I'm sitting here at home wearing my prettiest little blue dress, my silky stockings and suspenders, my makeup is drop-dead gorgeous and my hair is straight as glass. I'm lucky that my girlfriend helped me getting myself dolled up before she went out tonight, she really knows how to bring out the cutest sissy side of me. My blonde wig takes ages to straighten but she didn't mind doing that for me while I put my latex breasts on and adjusted the bra so they stood out just the right balance...

Sissy the Redhead Big Brother and Mamma P tIV

Introduction: If you like the last one and this one, stay tuned for more Sissy the Redhead: Big Brother and Mamma Pt IV This summer is going to suck, I said to myself as I walked back to my moms house after wasting an hour not catching any fish. After all, I didnt have any friends around here, we lived out in the country, so I couldnt walk to the mall and meet anyone, and I had to live with my mom and my little sister. As a sixteen year old boy, I needed something to do. I had only been here...

Sissy Seduction

There I was, home alone again on a Friday night. I looked out the window of my apartment at the night sky, filled with lights that sparkled in the dark. I could see the streets bustling with people. Girls all dressed up in skirts and high heels. My mind raced at the thought.I walked over to the bedroom, stripping off my clothes and admiring my naked body in the lean-to mirror. I opened the dresser and pulled out some French knickers, pulling them up as I tucked my cock between my legs. The...

Seduction

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