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The Bettor Maid

The Bettor Maid Belladonna [Based on an idea by Tondelaya] Trystan Pretto stared at the large brown box containing the only clothing that he was going to be permitted to wear that month. He peered up at his wife, Natalie, with a smile as he wondered what ridiculous costume she was going to make him wear given their ever escalating series of bets. They started making bets with each other a few months after they won an interstate lottery. The sum of money they had received ensured...

Jennifer s Maid

Jennifer's Maid By Susan Day This is a story of a fireside chat between Penelope Primrose, usually known as 'Auntie', and her old schoolfriend, Jennifer. Jennifer asks her husband for domestic help. When she finds how expensive it is, her friend introduces her to a special agency where a special kind of maid can be found. After employing a maid from the agency, her husband takes a greater interest. (number one...

Dad 8217 s Secret Affair With Hot Divorced Maid

Hello all, this story is real-life incident which happened between my lovable dad and hot maid. My dad is a handsome person in his early 60s. My mom is a homemaker. I am their only son who witnessed the hot sweaty sex between my dad and maid. We had a maid – a divorced woman of 45 years who used to take care of household works. She has a slightly brownish skin tone and is slightly chubby with fat in the right place. The main highlight is the fold in her hips. She wears her saree in such a way...

Sissy Alexia s 3some 2 Neighbors from Church

This fun and crazy experienced happened to me several years ago after posting ads of myself on craigslist before casual encounters went away. If you didnt ever use or maybe too young to remember but craigslist was a great way to be a discrete sissy on the side getting lots of cock. My gf at the time was going on a work trip for her family business and I was going to have our house all alone to myself for 1 week. Still remember being a giddy like a horny college girl putting my ad up about 1...

Lady Heather s Maid

Lady Heather's Maid. By Trish. This is the story of how I was seduced from a university course that bored me into a life of skirts and service to Heather Lane. I first heard of Heather when I was about thirteen. It was after school one evening and as usual my mum was picking me on her way home from work. I was on first glance a typical teenage boy in most respects, for instance I was not happy about being forced to sit in the back because mum was giving Edith, her best friend a...

Friends mother and maid

Hi this is Jairam 26 year old from Hyderabad, India. I’m average guy without any bad habits. But I’m very interested in sex right from my childhood, you know what I mean. I was more attracted to the boobs and belly buttons. The story which I’m going to write is not a real story. The story is about my friend’s maid and her mother Sunita. Sunita was not very beautiful, but was having good amount of flesh at the right places. She is 42year old with 38, 27, 38 measurement. I was very close to...

Incest

The Palace Maid

Joe Abernathy's wife knew about his cross-dressing from their third date. Susan said she was not bothered by it. She let him do it from time to time. Joe knew her previous boyfriends were effeminate. Susan never liked the man's man, John Wayne type. To Joe, Susan often seemed more accepting of his cross-dressing than he was. Joe had an androgynous appearance in his youth that was amplified by his long hair. Susan playfully threatened to divorce him if he got a man's haircut when he...

From Man to Maid

From Man to Maid Donna and I had been living together for six months when the changes started. It was a Friday night and I was the first to arrive at our apartment after work. Then I heard a key in the front door. Donna came bounding into the living room with a huge grin on her face. I rose to greet her. She wrapped her arms around me and we kissed. "How was your day Bill?" "Same shit, different day. Answer the phone. Stare at the computer screen. Process the paperwork. ...

Sissy erotica 3

Chapter 3: Becoming a girlHeather and I woke up early on Saturday morning because we we're so excited for that evening. It had been a week so Heather handed me the key for my chastity. We both unlocked our cages and set free our sissy clitties. I was shocked by how small my penis looked and it made me feel very girly. We decided to take a bath and prepare for our daddies, so we headed to the bathroom. We spent about an hour thoroughly shaving our entire bodies, making sure our clitties and...

Sissy slaveboy get trapped blackmailed Pt 3

It was a tough morning....I got up and walked around in a bit of a daze wondering what i had done and what would happen next.I hoped the whole scenario was a lesson for me concocted by Empress and Saskian to mind fuck me and make me realise how stupid i had been.I made tea, popped in some toast and sat uncomfortablly to watch something i can't recall on TV.About 11.15am my mobile shook violently on the table next to the sofa and beeped loudly jolting me to my senses and scaring me so my...

Sissy Farm Chapter Twenty Eight

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

Sissy Tidbits

SISSY TIDBITS by Throne (This is a follow-up to my SISSY SNIPPETS. More brief glimpses into the lives of men who are being led toward or have reached sissy status.) My wife Thelma has had me on her homemade sissy program for several months now. Mostly it involves me always wearing panties, doing all of her housework, and being abjectly submissive to her in bed. In the latter department, she gets all the orgasms, courtesy of my fingers and mouth, and I get nothing in return. About...

Sissy Hypno

Has SissyHypno turned you into a cock-hungry whore? Has it made you trade your beloved Levis for a dress and a hidden buttplug? Did your recent hypnosis session not just cure you of smoking but also leave you with an insatiable desire to get your asshole filled by BBC? Have you recently purchased a blonde wig and some fake tits after spending the day watching sissifying hypnosis videos?Those are rhetorical questions, so don’t get too worked up trying to come up with answers. What you do in the...

Fetish Porn Sites

The New Maid

The New Maid By Emily Ross [email protected] Part One - Vicky's Story I hadn't seen my sister in three years while I had been working in Australia. Now here I was knocking on her front door. A maid answered. 'Miss Simmons? Come in. Let me take your suitcase. Would you like to go into the drawing room? I'll tell Mrs Hardy that you are here.' 'Thank you.' I went into the drawing room and sat down. A minute or so later my sister came in. I jumped up and gave her a hug. We...

A new maid

"Life can't get much better than this," Jack thought aloud as he laid around his family pool. Jack was the heir to his family's vast fortune and constantly thought that this made him better than everyone else. This was especially true with regards to his younger sister. Jack was 19 years old and loved to threaten his younger sister, Jackie, about how if something ever happened to their parents she would find herself penniless and destitute. The thought of his 18 year old sister...

Horror

The Indentured Maid

The Indentured Maid By Janis Elizabeth Devon Lindsey had two passions in his life, neither of which he could or would reveal to his family and friends. First was his love of wearing women's clothing, a love that first began in his pre-teen years when he had found a pair of his mother's silky panties folded on top of the clean laundry in the basket. When he touched them, he felt an exciting sensation go through him, a sensation that caused him to hurry to his room and try on this...

Made To Order Maid

Maid To Order Mr. Carstairs shuffled to the door and managed to stand fully upright in order to hug and "air kiss" his wife goodbye for the day. "Now honey, remember what the doctor said," she reminded him. "Keep taking your heart medications and try to keep calm. Remember your blood meds too!" she chided him as she stepped out the door and off into her Porsche. "Don't worry, dear, I won't forget!" he promised as she sped away. Mr. Carstairs then shuffled himself over to his...

Breeding My Family s Filipino Maid

I lay awake naked on my bed, staring up at the ceiling in the dark. We were going through another blackout and the air conditioning was dead. The sweltering Bangkok heat was unbearable, even in the middle of the night. I couldn't sleep anyway; I was a few months over 18 and my near-uncontrollable sex drive had no outlet. My big cock was a steel pipe that I gripped and pumped in my hand, lubed up with a palm of spit. I was frustrated; I was a good-looking white k** from a well-off American...

Sissy the Redhead Mammas Home Pt III

Introduction: If you dont like stories that involve incest, I suggest you stop here. The rest of these chapters will have increasing amounts of it. If you like that sort of thing, its only getting started. Sissy the Redhead: Mammas Home Pt III I couldnt wait to get out of the car when I pulled in out driveway. A six hour drive home from picking up my sixteen year old son from his fathers, and the whole time I felt his eyes on my legs and chest. Granted, I was wearing a hot leather mini-skirt,...

Sissy Night at Brucy s

• We moved into auntie’s place, who is desperate for sexual relief, she being single. Dad discovers me dressed in auntie’s clothes and makes me fuck the neighbor and more. I am still in college and have friends who think outside the box.• This happens on a Friday morning and I stay home for the weekend to pleasure Harry our neighbor, who loves my dressing and looking gurly. Daddy thought my long blonde hair to my waist was sexy, and with my plump butt, skinny by some opinions, was perfect hand...

Sissy the Redhead Mamma s Price Pt VI

My kids had been on their “walk” for a couple of hours now. Of course I knew better. I was sure they were across the street involved in some sort of hot, sticky, depraved and illegal sex act with either one or both of my “classy” neighbors. I didn’t mind. They were my kids, after all, and were bound to be at least as horny as I was. The only problem was, I was feeling left out. Fucking my sixteen year old son, Luke, was a pleasure I had only enjoyed once, yesterday. And I...

Sissy Downfall 2

Sissy Downfall 2 * My new life at Mistresses mansion was quite pleasant most of the time. My duties were to be maid to the two mistresses. I helped them bathe and dress, hand washed their delicate garments, cleaned their bedroom and changed the bed clothes daily. Sometimes, if I was really lucky the young mistress would have me lick her to orgasm. She had the most fragrant tasty pussy that I had ever experienced. Sometimes she would alloy me to play with my clit as I served her and if really...

sissy Meets her New Daddy Ch 1

So I took the plunge and put out an ad on Craig’s List. I was travelling in a city about 120 miles from home and figured this was far enough to not be found and close enough to go back if I had success meeting a fuck buddy that could be longer term. I got myself all primped and wore a tight print dress, matching bra panty set subtle yet slutty makeup and my fave long blonde wig. The ad attracted immediate attention and I was sure to mention I was a sissy who wanted to be treated like a girl. I...

Sissy Downfall 2

Sissy Downfall 2*My new life at Mistresses mansion was quite pleasant most of the time. My duties were to be maid to the two mistresses. I helped them bathe and dress; hand washed their delicate garments, cleaned their bedroom and changed the bed clothes daily. Sometimes, if I was really lucky the young mistress would have me lick her to orgasm. She had the most fragrant tasty pussy that I had ever experienced. Sometimes she would alloy me to play with my clit as I served her and if really...

Sissy Downfall Ch 02

My new life at Mistresses mansion was quite pleasant most of the time. My duties were to be maid to the two mistresses. I helped them bathe and dress; hand washed their delicate garments, cleaned their bedroom and changed the bed clothes daily. Sometimes, if I was really lucky the young mistress would have me lick her to orgasm. She had the most fragrant tasty pussy that I had ever experienced. Sometimes she would alloy me to play with my clit as I served her and if really lucky I was allowed...

sissy fucked by two big men until i was sore and m

I got to know these two guys at work, they were sporty and worked out. I used to listen to there talk on a Monday about the girls they had fucked over the weekend. I thought they were a couple of macho strait guys into girls and that was it. All the time, under my trousers and shirt and tie, I was wearing stockings, pink satin sissy panties and a lacy bra. Im a sissy! What more can I say, when I get home I take off my trousers and horrible black socks and shoes and put on my blue satin Alice in...

Sissy picked up in hotel

...you are having a drink at the hotel lobby bar, another night in a hotel working away, sipping your drink thinking how you are becoming sick of the same boring hotel routine and looking around at the people checking in and out, the bar is relatively quiet for this time of night. A girl walks up to the bar next to you and asks for a drink, you glance over and the first think you notice is her bobbed blonde hair, down to just below her jaw line, she catches your eye and you become more...

Sissy discovers part 1

This is an original fictional story, where a young woman finds that she has an admirer at home, and unexpectedly decides that she likes the attention. I'll post more parts of the story over time if there is interest so please comment.Outwardly Sissy looks like your average pre-college teen with a wholesome family. Cute and sexy she has a special effect on all that meet her that creates lusty thoughts in her fiends, and as she will find out, particularly her younger brother. When Sissy finds...

Sissy Emma is Turned Chapter 5

After that they let me go home.Everything had been removed other than the cage which they said should remain on throughout the week to ensure my mind was attuned to being a sissy. Once home I showered myself completely and fell into a deep exhausted sleep.The following day I went to work and tried to act as normal as I could despite the fact that I was wearing stockings and panties underneath as instructed, not to mention having a butt plug stuffed up me and my 'sissy clitty' in a cage. All day...

Sissy Sabrina Goes Out On The Town

Sissy Sabrina Goes Out On The Town ? by: Sweet Sabrina Chapter 1. It all started with the email Mistress sent me. Okay I guess technically it all started when I began to serve her via email. She had a website and for a small monthly fee she would give assignments to her sissy slaves. I had done all the assignments on her website and had now graduated to receiving personal emails with instructions on what she expected me to do next. Of course being email she couldn't tell if I...

Sissy to Be Chapter Six

Sissy To Be, Chapter Six - By: Beverly Taff List of Characters: Me: Robert, now Rosie; Wendy: My twin sister; Angela: Our younger half-sister from mother's second boyfriend; Doris: My drippy mother who lets everybody walk all over her; 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. Sissy To Be...

Sissy to Be Chapter Eight

Sissy to Be ? Chapter 8 ? By: Beverly Taff List of Characters. Me Robert, now called Rosie! Wendy My twin sister. Angela Our younger half sister by my mother?s second boyfriend. Doris My sad working mother who lets everybody walk all over her. 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 Charlie My New found clubbing friend Sally Charlie?s...

SISSY DANI PART3

CHAPTER THREEMistress Jennifer and Mistress Susan's plans to create an entire"harem" of transformed men and boys continued apace. The lure ofTeasing Tammy (the transformation name of Susan's teen-agedbrother Tommy) proved quite effective. Each of the young men (theyoungest just 14, the oldest 22) the little tease brought back tothe home we all now shared was turned into a different kind offeminized sex-toy, all designed to please the Mistresses andtheir dominant friends.The little...

Sissy Husband Gets Punished

SISSY HUSBAND GETS PUNISHED by Throne "Well, well," said Sara. "Looks like my sissy husband has gotten himself in trouble again." "B... but, I just wanted to try your new shade of lipstick," Bobby explained nervously. "Don't you have your own make-up? Didn't I give you some stuff I didn't want anymore? And buy you some other things at the dollar store?" "Yes. It's just..." Bobby was standing in front of the mirror on the medicine cabinet in their bathroom. He had on...

Sissy Sierra

SISSY SIERRA by Throne Connie called out from the den, "Sierra, the girls and I are waiting for you." In the hallway, her husband stood still, hugging himself. The last thing Seymour wanted to do was go in there and have his wife and her three friends see him. It was bad enough that, several months ago, she had made him legally change his given name from Steven to Seymour, just because she thought the new one was funny. After that she had begun sissifying him in earnest. First...

Sissy Of The Lamp Part 1

Saarleena licked his heavy balls savouring the musky taste, sensing the potent seed within, her tongue gliding onto the hot ridged shaft. Half way up the hard eighteen inch pole she paused and took a deep breath. "Please lord release me.....I have been in bondage to the lamp for centuries," she begged. The demon lord looked down at her a knowing smile on his face. "Saarleena you know as do I that I cannot grant that request." She sighed and returned to licking his hot shaft much...

Sissy gets unexpected surprise from wife mistres

Me and my wife get dressed and head out to what I assumed was a ordinary date night. As we are driving, she tells me that we need to make a stop somewhere. She directs me where to go and we arrive to a building. We go to a room and you knock on the door. This well built and athletic black guy opens up the door and says what’s up to you and me. I’m confused, but I go with it. He invites us in and points us to another room and as we walk in, you turn and tell me to go in the bathroom, clean...

Sissy 101

Wanting more and never being satisfied,I began exploring other avenues to achieve orgasmic pleasure. One day I came across a paperback book, "Pretty boys in panties." I had never been so aroused. The more I read, the more stiff my little prick became. At one point,all I did was touch myself and I erupted in my shorts. I had to find some panties of my own. Living with my Grandparents and my sister,I searched the hamper and found two pairs, one satin the other white cotton with little pink...

Justine The Maid

The next few days were bliss. Justine rushed home from college each day to be transformed into Aunty Sophie’s niece as she tried on all the outfits they had chosen at the shops. Justine, with a bit of makeup and the right clothes had become a beautiful young woman. She learnt the power of a peeping lacy slip could make men weak at the knees. Sophie also lent Justine some more lingerie until she was able to build up her own collection. Perhaps they would make another trip to M&S at the end...

Incest

Sissy Is as Sissy Does

A tiny black skirt hugs her tight rump; black garters set off her milky thighs; seamed stockings veil her long legs like smoke. Her sheer silk blouse is buttoned demurely to her throat, but her rosy nipples are stiff beneath it; her hair is pulled back primly, but her lips are lush and blood red. If heaven had a librarian, this is what she would look like. Had I spotted this creature in a bar, I would gladly have bought her champagne all night for just a single glance from the sultry eyes...

Lust Adventures 8211 Part 2 Laid With Maid

Hello readers, this is Rahul and it has been a while since I last visited ISS. Thanks for the overwhelming support for my first story. If you haven’t read it yet, please go read it. In continuation to my first story, it’s been 5 months since then and whenever my sister visits home, I used to find a chance and fuck her. After 5 months, my brother-in-law shifted to Canada and so was my sister. What the hell!!!! All the fun I had was gone and I was feeling lonely. I tried to get busy with work...

Maid

Copyright© (c) 1994-2003 "Oden the bardling averred His muse was the bum of a bird, And his Lesbian wife Would finger his fife While Fisherwood waited as third." -author unknown She came highly recommended, with references and a resume that greatly impressed me. The children loved her, my wife was thankful of the excellent work she did, and I was able to spend more time with my work. The maid also entered my family and began to systematically control or terrorize everyone in the...

Sandy s Sissy Maid

Sandy's Sissy Maid By maidboy275 Mistress Sandy had given me a simple order, "When you get up Monday morning get dressed into your pink domestic maid uniform." I knew I needed to do it, I even planed on doing it. Sunday night I had added a new coat of polish to my always polished toenails and then used the deep pink nail polish on my fingernails. I had let it dry in order to be ready first thing Monday morning. I had gone over my body with a razor in the shower and made sure I...

Sissy Julian Chapter XI Trap Shooting

Sissy Julian - Chapter XI, Trap Shooting by: sissystevie Julia plays the trap for W. Badford Milhous III's really bad day. Dominica rules, and Julia's Jock fitting is coming as the next and penultimate chapter. Caution: Heavy XXX BDSM at the end. As always, this is a purely fanciful, fantasy fictional work. No references are intended to portray any actual persons, situations, places or events whether past or present. Sissy Julian ...

Sissy s stroke story for Deebsflo Part one

Cast: Dee (The Master), Jennifer James (The Movie starlet) The Sissies: Mika, 5’11”, light brown long hair. Sammie, 5’9”, peroxide blonde, with a fringe. Bobbi, 5’7”, brown curly shoulder length hair.. Glenda, 5’4” brunette, bob-cut style, Toni, 6’, leggy peroxide blonde, long hair. Terri, 5’8” Brunette with a fringe and Alexi, 5’9” natural blonde with long platted hair.Part one In all his years, Dee could not recall seeing such a look of desperation and desire as he did now with Mika....

The Resort Maid

The Resort Maid Belladonna Elias Dara and his wife, Mariasela, exited the bus with smiles on their faces as the warm wind off the Caribbean Sea brushed against them as they stepped onto the resort's grounds. They followed their fellow travelers towards the check in desk while the resort staff began to unload the luggage from the bus. As Elias followed behind them, hand in hand with his wife, he smiled as he thought about how his vacation was going to be far different than that of...

Sissy wife for a Turkish man

Confessions of a girl slut 8Sissy ‘wife’ to a TurkI mentioned in a previous confession - where I first had sex with a black stud in Berlin - that I had been seeing an Arab guy so now I want to set that down too on record!I moved to Berlin fifteen years ago, partly for the culture - great music and opera and cheap! - and partly for the sex scene. I thought that as a sissy if there was so much going on, then there must be a lot of sex for sissies. If there was, I found it difficult to source....

sissy wants to be black man s slut

Hi Sweeties! Guess what? Well, adult arcade sissy, Miss Terilyn Bardot, got her ass whipped but good the other night. It happen at an adult video arcade in Providence, RI.One of the reasons Terilyn likes going there is because they could care less what kind of sex goes on in those preview booths. in fact they installed larger booths that hold up to 6 occupants. A lot of the adult bookstores, mainly the ones in Massachusetts, have signs posted to the effect of no sexual behavior allowed, or, one...

Sissy Headhunters

SISSY HEADHUNTERS by Kimmie Holland and Meeah Mackenzie **One** Andy tried not to be obvious about it: but it was hard not to notice that there wasn't another white person in the entire restaurant. He'd let Mr. Asad pick the place of their lunch meeting. Maybe that was a mistake. But he wanted to make sure everything was to the black man's liking. Andy hadn't landed an account in months so when he'd been contacted by a corporate...

Sissy Social Work

Sissy Social Work I couldn't help myself. Wearing tight, sheer panties all day at work, or thongs with a string up my ass. Or pantyhose against my ass and cock, feeling them rub against me every move I made, leaking constantly. Or even garters with a belt if I was feeling particularly daring. I shaved nearly every day, everything below the waist. Practice makes perfect and I was able to get to everything, even around my ass, with strategically placed mirrors. I even managed to avoid...

Summertime Maid

It was all in place for Leo Munby. He had sold the company that he had built from the ground up for over 100 million dollars. He had given 20 years to creating that company and now he was going to enjoy the middle years of his life. The deal was signed. He had bid goodbye to all of his employees and returned home from the office for the last time. He exited the building through the servant's entrance as he often did. The feeling of walking under that sign always gave him a thrill. Of...

Sissy Story Chapter 01

Mom and Dad and I were a family. My first memories were of three of us, Mom and Dad and me. We lived in wonderful big house with a pool and a maid to help with the cleaning, and men who came by to do the yard and the pool. I didn’t see it as privileged, rather as reality, but we had a lot of money. Dad left when I was six, in the summer after first grade. I cried, but it didn’t help, he left anyway. At least the yelling stopped at home. Instead, there commenced a time of Mom crying...

Sissy the Redhead Her First Cock Pt II

Introduction: They wil continue to bet better and better Sissy the Redhead: Her First Cock Pt. II I couldnt believe my plan had worked so well. That hot housewife across the street was even more game than I had thought. I had dressed as slutty as I could, digging out clothes from three years ago when I was only ten years old, squeezing into them, and flaunting my tight little thirteen year old body all over the yard pushing the lawn mower. It only took twice before she came over an made her...

SISSY

SISSY Looking at me now, one will have an extremely difficult time believing this story. But let me assure you that every word is true. It started late one spring afternoon. The weather was typical spring weather, windy, wet and cold. I was walking home from high school, hoping for a ride. I had just turned 18 a couple of days before and was within two months of graduating. My options after school were causing me much concern. I was very small, looked 16 and feminine. If you’re thinking...

SISSY KNOWS THIS WILL ONLY END IN HUMILIATION BY

SISSY KNOWS THIS WILL ONLY END IN HUMILIATION BY BBC_ But will it be from what i suggest or will it be from him being absolutely disgusted and angry at me for even thinking he might enjoy this.And let alone stupid enough to ask such a real man like him something only a sissy faggot would want .So my newest sissy items i ordered had arived so i decide to get real high and get real dirty and i wanted to make myself feel really pathetic and humiliated so i dicided to go to the local store and...

Sissy Hotwife Spa Story

I have booked us a room at a nudist spa just off outside London for a couple of nights.Before we go there we do some shopping, you choose some stockings, knickers and a little mini skirt but they are not for you, they are for me. We also bought a dildo, lube and condoms.We go into the spa and are showed to our room and drop our gear. We strip off and make our way down to the spa. We go out into the wet area and start with a swim and splash around naked for a while. Then we go to the steam room...

sissy maker 2

Its became so clear he was going to keep me as his secret sissythe next morning i had clear instruction waking up dizzy still plugged and the buzzing waking me up my phone ringing daddy texting me''morning cindy , daddy is working until 17 after that i want you getting dinner done as i relax''''i want you to go get your order at this store before you come home''i never felt so shyhe finished by sending a pict of me in panty ass up taking his bbc''never forget who is your daddy''i felt like a...

Sissy Staycation

The Sissy Staycation Dennis was so close to cumming he couldn’t see straight.The vibrator up his ass hummed against his prostate. His meager dick was slick with precum, with the head just popping out over the top of a pair of lacy panties.He planted his feet on the coffee table in front of the couch, spreading his legs. He caressed his aching balls through the panties with one hand while the other hand toyed with his nipples under the thin, lace babydoll that covered his top. He watched the two...

Sissy Teaches Me Part One

Okay, I’ll admit it. I am still a virgin. There, I said it. There is nothing wrong with being a virgin. I am actually quite happy being one. After all, I am sixteen. Yeah, yeah, I know, most sixteen year olds have lost there virginity by now, but my hymen is still intact. Well, from the normal way, that is. I guess one reason why I am still a virgin is because of being a little sister and seeing my older eighteen year old sister pretty much give hers away. I cannot count on my hands how many...

Incest

sissy love daddies bbc

Its so nice and fun to walk in skirt at night, dress up and waiting at the park where there not enough lights,my little polka dot white string keeping the buzzing plug in place, in my wet horny sissy boy pussyall it needs is one of these factory worker to see me and ill be sucking a bbc in no time, like it happens to sissy like me all the time when we go out dress like slutsmy hearth starts to beat when i saw these 3 daddies walking toward the parking lots near the parkmy sissy nature in full...

Sissy Fantasy Part 1

Part 1:I walk into a seedy motel in LA. Old woman at the counter gives me a slip with a key card in it. When I unfold the slip, there’s a note. All it says is…“10-day load, sissy”I’m immediately aroused. I walk to the room, trying not to be seen, and I feel my heart racing. I key into the door. The lights are dim, but bright enough to see.He’s standing there, tall and lean, wearing business dress attire and his V for Vendetta mask. “Take off your sweatshirt,” he says. “And get on your knees.”I...

Sissy Becomes a Slut

So by this time I was a sissy with two lovers Peter and David the brothers next door. They were quiet different from each other, Peter tended to be the gentler of the two. When he fucked me, he would carress my sissy body, lick my nipples and toy with my boi clitty. When we had the house to ourselves we would make a date out of it. We would kiss on the couch and explore each others bodies, he would take me upstairs to the bedroom, I wouold suck his fabulous cock and he would then hike my legs...

Sissy cuckold husband

Like many husbands, I've wanted to see my wife fuck other men. I like the idea of being a cuckold. I had thought my wife Pam had been fucking a man but I had never seen it. One afternoon a friend of ours came over while my wife was at work. His name was Marcus. Marcus was a big young black man, very nice looking. He was wearing jogging pants and I could see his dick moving in his pant leg. Swinging back and forth. He told me that he had been fucking Pam for over 2 months. He planned on...

Sissy fate

For a long time I have known that I was not like other guys. My first gym shower showed me that, the black guys cocks the size of grown men at age of 17. I sat and watched, trying not to stare as they walked past me cocks swinging from side to side huge balls, my God huge fucking balls mine looked nothing like these cocks. My first contact came by accident I was playing basketball with a couple of black guys, trying to guard this guy he dunked on me his big dick smacked me in the face as the...

Sissy Boy Slave and His NEW Playmate Sadie

sharleesisterboyYes, Sadie, I am a 'Lil Slave Bitch' for My Big 'brother's Cock use, when He and His friends get in the Mood for Young Sissy Boy meat to strip and abuse on the livingroom floor, inside the 'Big House'! I'm f******n and have been His Secret Sissy, Piss-Whore Slave since He traded for me five years ago when I was Nine! He KEEPS Me Locked Up in a rusty, smelly old trailer, parked inside a dark, Old Red Barn. I'm Locked up inside and I sleep on an old, Urine Smelling, Stained...

Sissy Bitch

I removed my bra slowly, letting the straps fall off my shoulders, then finally revealing my breasts. The boy stood before me, as ordered, and stared. I looked down to see a bulge forming in his pants. Maybe he is a virgin - I thought to myself - most of my boys are not so fast to respond. I let the lace bra fall to the floor, then made a motion toward my nipple. He didn't react... clearly a virgin. I snickered a little at how innocent this boy really was and decided verbal cues would be...

Sissy slaveboy gets trapped blackmailed Pt 2

When Empress had finished taking pics and videos and collecting enough evidence to ruin an army, let alone one guy she sat at her laptop and downloaded all the images onto her hotmail account and sent a copy to Mistress Saskia who was sat with her."There sissy, now they are safe in our hands and there is NO WAY you can get to them or more importantly, get rid of them. You are one fucked little whore boi"Her words echoed in my head... she was right... i was screwed over...Empress rose to her...

Sissy Crissi Chapter 4 The Morning After

Chapter 4 - The Morning After I awoke to the sound of Erika's voice. "Come on sleepy head. We've got a lot to do today." I opened my eyes and peered through thick waves of my hair to see Erika standing next to my bed. She had one knee on the mattress and was leaning over and shaking me. She had obviously not been up long. Her hair was tussled and her makeup a mess. Dressed in only an oversized t- shirt, I'm guessing one of Leroy's, her shape was largely concealed, but still...

Sissy Subjugation

Randi Michelle's Sissy Subjugation To me, part of the process in my case of stripping me of my masculinity involves documenting my transformation and the humiliation that it would involve. It would start through an encounter with a dominant man who enjoys feminizing submissive males and turning them into 24/7 gurls. While this is just a possible scenario, I believe that it's entirely possible that it can be turned into reality by the right Master with the means and wherewithal to...

Sissy Emma is Turned Chapter 2

Sissy Emma is Turned chapter 2 At that point I was allowed to go back upstairs and remove everything and go home. As I was walking out towards the door, John said he would see me the next week. Not if I can help it I thought. Once I got home, I quickly got into the shower and washed away the thoughts of what had happened to me and was soon in bed and fast asleep. Over the next few days, I began to forget of my ordeal and resolved to keep away from any of the chat rooms. I hoped I...

Sissy B

SISSY by Sissy Property of: __________________ (part 2) Mistress hands Master an envelope which He stuffs inside His coat and leaves. Standing in front of Mistress, She then places a heavy steel collar around my neck, locking it. Introducing Herself, Mistress tells me about my new life. "Your name is now sissy. I'm Mistress Catherine. And this is my personal slave susan. I have just purchased you from you former Master. You will accept the fact that I now own you totally. First...

Sissy Situation

Sissy Situation By Ellen (It has been a long time since my last contribution to Fictionmania - I hope this helps give you readers something very erotic to read.) Her arms were up against the doorway as she stood staring at me as I was dressed in my silky pink bra, panties, garter belt, stockings, and high heels. My long blonde hair wig cascading over my shoulders, with a touch of make-up, the usual lipstick, blush and eye shadow. When training with Mistress, I am not given...

Sissy Outed part 2 Alice finds out

As I had no other clothes to change into, I realised that I would have to walk home in a skirt. I went into the ladies toilet to check my appearance and then checked that I had my keys and credit cards in my handbag. Then I left the office and set off home, trying to look confident even though my heart was pounding. This was the first time I had been out in the street on my own in girls' clothes. I was aware of being looked at, mainly by men and boys, but not in a way that suggested...

Sissy Outed part 4 Gerald finds out

The story continues from two different points of view. Didi carries on his narrative, but we also hear from Gerald. DIDI: You probably won't be surprised to learn that I haven't worn trousers in the office for a few weeks now. In fact, I spend much of my time in girl mode. The rest of the time (that is, when I'm with Alice) she keeps me aware that I'm not a girl, but that I'm her sissy boyfriend wearing girls' clothes. She often wears trousers when we go out and she likes to look...

Sissy Denise s nightmare is her Mistress sweet dream

I dreamed I had Denise absolutely at my fingertips. I know I couldn't do that in reality to her, but it was a dream. After a long foreplay I had her finally tied with her belly down and her ass up. But she was curiously tied. Not hands and feet, firmly in leather and chains in an X over the bed. Her legs, from feet to knees were firmly tied and her breasts also, with big broader leather straps. Denise couldn't move those parts. Her head was free to move so I guess I could kiss her. But her...

The Master the Madam and the Maid

The drive to Don and Carol’s isn’t far but traffic was snarled making the journey irritating. It had been an arduous work week for both Jean and I and we were looking forward to the evening as we always do to these special get-togethers.Jean and I are married, in our late fifties and began swinging about eight years ago. Jean is 5’ 8’’ tall, a slim blonde who could easily pass for 38. She has small breasts with large, erect nipples, an ass to die for and a multiple orgasmic pussy topped with...

The Master the Madam and the Maid

The drive to Don and Carol’s isn’t far but traffic was snarled making the journey irritating. It had been an arduous work week for both Jean and I and we were looking forward to the evening as we always do to these special get-togethers. Jean and I are married, in our late fifties and began swinging about eight years ago. Jean is 5’ 8’’ tall, a slim blonde who could easily pass for 38. She has small breasts with large, erect nipples, an ass to die for and a multiple orgasmic pussy topped with...

Swinger

Boarding School Encounter 04 Miss Marilynn Molests the Maid

Chapter Four: Miss Marilynn Molests the Maid By mypenname3000 Copyright 2016 “Miss Marilynn! Missy Marilynn,” a panicked, feminine voice called, reaching into the confused thoughts of Marilynn Gully, the young philosophy teacher at The Kensington Boarding School, an all-girls school in the English countryside. “Please, please wake up, Miss Marilynn.” What happened? the teacher wondered, trying to organize her thoughts while her body lay limp, her eyes closed. She felt the hands push on...

My Father The Maid

My Father, The Maid, by Oona. I thought it was really weird when I received the random text from my step mother, even though I had known her for most of my adult life as my father's new wife we had never really been close. Hell, for that matter I had never really been close to my father either, he was always pulling long hours at the office when I was young, so he was never around. Nowadays I rarely if ever saw him, once a year for Christmas at most, and maybe a text on my birthday....

Made to Maid

Made to Maid name of author withheld by request Part I It was great having my own car. Even though it was a just a used Neon, I didn't care. A car was a car. My parents had bought it for me only a few weeks ago for my 18th birthday. And today, I was making the drive by myself from Omaha to Chicago for a cousin's wedding. I was shocked when they said I could make the drive myself, but happy to have the newfound freedom. Having left after school, I knew it I wouldn't make it...

Becoming a Career Sissy Maid

I have been submissive for as long as I can remember. Growing up I adored my mother and would watch everything she did around the house. Eventually I would help her with more and of the cleaning, cooking and laundry. She playfully called me her maid when I was helping her and I began to refer to her as Ma'am. When I was 13, we decided that I should go to a friend's Halloween party as a French Maid. For some reason this really excited me! My first masturbation fantasy was imagining...

Connie The Junior Maid

CONNIE THE JUNIOR MAID by Monica Graz PART 1 - Connie becomes a maid My name is Connie and I'm a 23 years old gender fluid male. I work by choice as a full-time live-in housemaid for almost a year now. But let me tell you my rather unusual story and how it all started. I was born as Michael (Mike) Allen the only child to a well-off family and I grew up as a privileged boy going to the best private schools and eventually to a prestigious university where I was studying...

Sissy diary episode 2 crossing the border

Dresden 10/21/17I’m sitting in front of my computer and trying to decide on what to write in my Sissy Diary. It’s been a while since my last post and a lot has happened since then. My entire life is entirely different now. I have so much to share.So, what’s changed? Let’s talk about the simple things first: My English has gotten so much better with every day, there is a soccer match currently on air and I’m not even tempted to have the TV on for background noise, for the first time in five...

Sissy to Be Chapter Seven

Sissy to Be ? Chapter 7 ? By: Beverly Taff List of Characters Me Robert, now called Rosie! Wendy My twin sister. Angela Our younger half sister by my mother's second boyfriend. Doris My sad working mother who lets everybody walk all over her. 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 Charlie My New found clubbing friend Sally Charlie's...

Sissy Love

I opened the door. She was there, wearing her chocolate-colored long raincoat, pearl choker and earrings with brunette curly wig, made up and right in front of me. I smiled like the cat who had the cream (and I was hoping to have that soon!) and stood back as walked in. I was in my sheer pink nightgown with red bra and panties, stockers and garters, tottering in shiny black heels. "My own sissy!" I said to Regina and we kissed, our lips slithering against each other, smearing our...

The Patched Up Maid

THE PATCHED UP MAID It all started when I was first seriously dating Carla, my soon to be wife. Well no, I suppose it really started when I was about six or seven years old. That was when I first discovered the wonderful feeling of my older sister's underwear. I got hooked and although I tried to kick my compulsion many times, I knew I had to tell the woman I was going to ask to be my wife my little secret. I admitted that I was ashamed of what I did and she agreed. Carla...

My First Experience As A Maid

My first experiences as a maid Hi, I am Mariëlle (28) and I like to tell you about my first experiencesas... a french maid! I hope my (rather naughty) story does not only turn youon, but may also inspire you. I know there are a lot of people (both men andwomen) who fantasize about being a maid or having one, but usually people don'tspeak our about it. Not even to their partner, because they feel ashamed orsomething. Something they shouldn't be! I have had submissive feelings as long as I know....

Friday Night Maid

Friday Night Maid - By: Diane Leonard I am a Friday night maid. After a week of hard work, I relax by dressing up in a sexy maids outfit and serving, pleasing and pleasuring my wife. While she is out dancing with her friends, I am dressed up as a Friday uniform waiting for my wife to return home. She doesn't like my fetish, but this agreement, once a week seems to work for us. But this last week was to be totally different. It started out like any other Friday night session. I...

Transformation Finale The Maid

The maid. I open my eyes and stare at the ceiling. I feel the smooth silk of the sheets against my skin and revel in the sensation. My mind flicks through the miriad of bodies I have inhabited over the last few months. Despite the different faces one thing has been constant, the fact that they were all submissive, something I now relate to. I look around, It appears by the light through the blinds that it is early morning. I rub my eyes.......wait! Those are my hands, I am back in my...

Boarding School EncounterChapter 4 Miss Marilynn Molests the Maid

“Miss Marilynn! Missy Marilynn,” a panicked, feminine voice called, reaching into the confused thoughts of Marilynn Gully, the young philosophy teacher at The Kensington Boarding School, an all-girls school in the English countryside. “Please, please wake up, Miss Marilynn.” What happened? the teacher wondered, trying to organize her thoughts while her body lay limp, her eyes closed. She felt the hands push on her. Who is that? Daisy? ... disconnected... an alien voice whispered through...

Forgetful Maid

Forgetful Maid by Sally Tranz 1 - Dressing for Sunday chores My silent alarm buzzed and my arm jerked slightly as the watch brought me out of my light sleep. Although it had been a late night, I rarely slept past 7am, but Sunday was a special day. Sometimes, the alarm was set as late as 9am, which meant that I lay in bed even when awake. Sunday was the day my lady was treated very special. Today it was 7.30. As I eased out of our bed, the gentle breathing of my lady reassured...

The Happy Maid

THE HAPPY MAID "You don't need a husband, Carol dear, you need a maid," Tina West told her best friend. "I know you're well paid but the idea of you going home and being the little housewife makes me shudder. How do you put up with it?" "It's not quite as bad as you make it sound Tina, Norman usually does the cooking and other household chores. He knows that his job isn't as demanding as mine. The trouble is that I still feel that I should look after him better than I...

My first experiences as a french maid

Hi, I am Mariëlle (28) and I like to tell you about my first experiences as... a french maid! I hope my (rather naughty) story does not only turn you on, but may also inspire you. I know there are a lot of people (both men and women) who fantasize about being a maid or having one, but usually people don't speak our about it. Not even to their partner, because they feel ashamed or something. Something they shouldn't be! I have had master I could serve. I decided the internet was a nice...

Fetish

Sissy Therapy

My advertisement read: MEN Interested in sex with other men but don't know how to proceed? Looking for a safe, friendly way to find out if this is for you? Obsessed by online bi/gay/sissy/crossdressing porn but frightened to meet someone? Is your marriage at risk because of your desires? I can help! One four-hour sexual therapy session will help you to decide if this is right for you, and will help you to understand your desires. Don't suffer alone, I can...

Sissy rules

SISSIFICATION RULES OF OUR HOUSEYou will NEVER NEVER use the word NO.You will be trained to dress properly in a french maid’s outfit, dressed, latex or Lingerie and monitored by phone and email, if not in our presence.You will be forced to wear make up at all times: foundation, blush, lipstick, lipliner, mascara, eyeliner, loose face powder, and body and face glitter.You will be taught to stand correctly at attention, bosom thrust out, belly in, …You will be trained in walking on high heels.You...

My New Maid

My New Maid By Margaret Jeanette Sarah and Jim Toomey were enjoying a steak at their favorite steak house. He was looking all around and observing the other patrons. "What are you looking at?" "I am just observing all the customers. Do you notice all the men are wearing dark suits and all the women are wearing bright, colorful outfits? Look at the woman at the table next to us. She is wearing a bright yellow blouse with lots of ruffles on it. She looks so feminine. Look...

A Faithful Maid

James felt a hand on his shoulder as he slept but ignored it.“Young Master.” A female called out, at the same time shaking him again. “It’s time for you to get up now.”“Just a few more minutes… please, Paulette.” He flipped onto his side, putting his back to her.She giggled. “I’m not falling for that one again, mister. Last time, it took you almost an hour to get ready.”Letting out a sigh, he finally sat over the edge of the bed to see the woman standing in front of him. She was...

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