Richard the Sissy
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Part 10 - Stepmother's Sissy Mrs. Monet put another knee high on the exhausted sissy and got an open toed spike heel with a very small opening in the toe of the shoe. Mrs. Monet forced the shoe on the sissy's limp dick, which started to harden within the shoe. "Come on sissy, just three more milkings, I know your balls ache and your sissy stick is red and sore, but you promised to hump my shoes!" his stepmother cooed. Finally, Caroline's sissy stick got hard enough for the just the tip...
Part 6 - Caroline's Sissification Mrs. Monet was now going to really put the spurs to her sissy stepson and force him to live a life of sissified faggot. With Carl still lying on the floor with sissy cream stains all over his pantyhose and panties she began taking pictures of sissy stepson. "What are you doing, I want to change," said Carl. "Oh, no just because you popped your cookies doesn't mean its over, you pathetic faggot. I now have evidence what a pervert you are and I...
1. I am about to have my first experience as a sissy with a Man! How can I make it more special for us both?A: How wonderful! You are at the very start of your new sissy life. It will of course be special and memorable, but to deepen the reprogramming of your still-forming sissy mind, try dressing as a sissy schoolgurl. Not only will it drive your Man wild with lust, but the symbolism of your costume, and the reality of the loss of your virginity will combine to kickstart stronger, more...
SISSY SEX THERAPIST by Throne "But honey," Darren said in a whining tone. "You can't mean that. How could I be a... a sex therapist?" His wife Kelly smirked at him and said, "You have to understand, Darla, that a sissy like you could be very valuable in helping some men to deal with issues they have in their sex lives. For instance, the new guy I just started dating, Brad. He doesn't understand the whole sissy mindset, and how useful a weak feminized husband like you can be in...
Part 4 - Stepmother's Test She crossed her legs and began dangling her high heel again and Carl became excited. His sissy stick started to stick up as he watch the dangling show and fashion models prancing on the run way. He had no where to escape and his stepmother noticed her panties bulging with his sissy cock. She nonchalantly let the shoe fall on the carpet and said, "Well, missy are you going to pick my shoe up and place back on my toes or can't you get up!" "Yes, ma'am, I...
Sissy Therapy by Kate "Great practice, guys! If we keep working hard, we have a real shot at the conference title," Coach Jones addressed the thirty or so high school boys gathered around him. The boys were sweaty and tired, but the coach's praise momentarily raised their spirits. "Smith nice passing out there. Keep up the good work." Fifteen year old Billy Smith grinned cockily. "Sure, Coach. After all, I am the greatest!" The other boys moaned at Billy's arrogance. Coach...
Heather's SissyMy husband, Bobby, is standing with his nose in the corner, quietly sobbing, as he contemplates the ill-advised temper tantrum that he threw this afternoon. His sobbing is due to a very sore bottom, for which I take credit foróalthough to be fair, my favorite wooden paddle should also take some of the credit too.I'm not sure what it was that finally sent Bobby over the edge today. It could be the fact that I arbitrarily extended his sentence of chastity for another month, or it...
Sissy Slut gets caught #1 Hi, my name is Marcy and I've been a cross dresser for years but have always limited my play to indoors. I've acquired quite an extensive wardrobe through on-line shopping sources and eBay always purchasing items that only a slut would dare wear. I'm especially proud of my collection of 5 and 6-inch pumps in a wide array of colors. Among my most prized possessions are the three sets of titties I had custom made by a Hollywood special effects/makeup artist....
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 Gets A Black MasterI got up wearily from my long and exhausting night being fucked andpunished by my new Black Master. As I awoke, I could scarcely believe thatall those depraved things had happened to me. One minute I had been merelyexchanging emails with a man, who could have been anywhere and the nextminute, that very man was at my door, in my home, and then inside mybody. Black Master, a man whose name I didn't even know, a man who lookedto be about ten years my junior, had taken me...
“Did you finish the agency report Jack? I want a simple yes-or-no answer.” asked the old man angrily, looking at the handsome young intern through his bifocals.“No sir, but –” stuttered Jack knowing that he had really screwed up this time, and the boss was not going to let him off lightly.“So you sat at your desk doing nothing all week knowing fully well that I needed that agency report this morning. I am at a loss of words at your lackadaisical attitude Jack!” the old man was shaking with...
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 4: Southern Belle Sissy By Cheryl Alison Mistress believes in community service. So when she dropped the ad on my desk at home, I knew that I would be a faithful community servant within a short while. The ad read: Southern Belles Needed The Ladies' Auxiliary needs...
I'd just turned 18 when he caught me in their bedroom dressed in his wife's lingerie , knowing I'd been caught sent a rush of sexual nervousness and arousal through me so intense . I was glad he found me like this Don was what Kathy has wanted for so long , a straight mature husband she could seduce . I'd discovered my attraction to other boys at an early age , i was just shy of my teens when I met a friend ,Tim. That's when I realized that my life would be full of things I could only share...
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...
TRUCKER DADDY GETS HIMSELF A SISSY BY DEEWET It could easily be the lowest point in Denny's life, sitting in an old Ford Escort that wouldn't start, the temperature outside well below freezing and him not having the cash for a hotel or to have the car fixed. Completely out of ideas, he had been sitting in for hours watching the normal people with money coming in and out of the Flying J Truck Stop. He almost jumped out of his skin when someone knocked on the window. Denny...
Richard arrived in a taxi at his friend Aaron’s family home, a huge mansion like house for the mid-winter party at the same time as an elegant looking lady with silver grey streaks in a stylish expensive coiffeur cut to just below her ears. She was very fashionably dressed wearing white tailored cut satin slacks that shows her ass nicely. She was also dressed in a designer black faux-fur vest, black soft leather gloves with a small designer leather bandolier strap i-phone wallet hanging from...
Sissy Gets A Black Master I got up wearily from my long and exhausting night being fucked and punished by my new Black Master. As I awoke, I could scarcely believe that all those depraved things had happened to me. One minute I had been merely exchanging emails with a man, who could have been anywhere and the next minute, that very man was at my door, in my home, and then inside my body. Black Master, a man whose name I didn't even know, a man who looked to be about ten years my junior, had...
Margaret arrived to do the cleaning on Friday and she knew that she would be returning to the house again that evening to spend another night with Richard. She had still not made up her mind whether the caning that Richard desired would be administered on this day or whether she would postpone it until another time.Richard was determined to keep the caning at the forefront of Margaret's mind and she smiled to herself when she found a magazine opened on a page showing a young man bent over and...
SpankingMy Stepmothers Sissy Daughter By Malissa Madison The dream was so real, she was being chased by some evil thing that thirsted for her blood. She was cornered with nowhere to hide. She felt its hot breath on her as she tried feebly to squeeze through a hole too tiny to fit. The hot breath as it pushed its nose against her bottom. It felt hot and wet, Wet? She woke with a start in full panic unable to stem the flow. All she could do was lay there and cry in silence. She'd had this...
Richard has never understood himself when It came to love. He just wasn’t ready for it. But, in one of trips home he found love. He found love in a girl names Jeanette. Jeanette was a pretty girl, something Richard was not to used to. She was about 5’ 3” tall, no more than 120 lbs, and a nice B size chest. Not overly top heavy, but enough to make him happy. She has soft blonde hair that goes just past her shoulders, with bangs that hang just past her eyebrows. Blue eyes that can just cut...
Who ever goes to work thinking "today my life is going to completely change forever". I certainly didn't think that when I got up this morning. I thought I was heading for another typical day at work, full of boring meetings and sipping coffee. Little did I know... My day started like any other, 5 mile run at 6AM, shower, get dressed and headed to work. The only twist is what I'm wearing under my clothes. I love to wear girl's panties. I wear them all the time to work, and today is no...
Becoming a Sissy Maid for Mark & Rebecca, Part Three - Ms. Rebecca Begins Sharing Her Sexual Research NOTE to Review Writers: Thank you so much for the incredibly positive feedback. It is definitely motivating me to write more and write faster. Now to part three of our story. "Tell me what you know about males who are feminized so completely they are transformed into a sissy, changed from the less than manly person she had been before coming under the control of a strict...
Richard showed Margaret his (skeletal) house and described what he hoped to do. She told of her school in Brisbane – St. Margaret’s – and how she had worked in the new school library. “It seemed like a fine way to spend time: surrounded by knowledge and both preserving and disbursing it.” Richard told her about the Agricultural College and his two years at Lamorbey. “My folks live in Warwick! That’s only an hour from Gatton!” “And only double that to Southport, where my parents...
It could easily be the lowest point in Denny life, sitting in an old Ford Escort that wouldn't start, the temperature outside well below freezing and him not having the cash for a hotel or to have the car fixed. He had no idea what to do next. Completely out of ideas, he had been sitting in for hours watching the normal people with money coming in and out of the Flying J Truckstop. He almost jumped out of his skin when someone knocked on the window. Denny cautiously rolled the...
Richard invited his parents to the graduation ceremony and they drove to Gatton on Thursday, 1 December. The ceremony ran from about 10 to 11, before it became really hot. Andy and Sybil then helped Richard load his accumulated detritus into their (new) Ford Falcon and a few things into the (rusting) Jeep. “It’s done well over these three years,” Andy remarked. “Yes. I’ve had no major problems: plugs, belts, shocks, tyres, wiper blades, but nothing large.” “Well, it’s little over two hours...
"You do have a choice Richard. You don't have to do it, but life will be so much easier for you if you do. If you do it nothing changes except that you will never sleep in my bed again. Although I'm going to be taking on the role of CEO you will still be president of the company, you will still have your country club membership and you can even keep your bimbo. If you don't do it you are out of a job, homeless, probably not able to buy your little blond slut a cup of coffee and the only way...
Lamorbey Station seemed to comprise a sprawling house, a second, smaller house, a pair of barracks-like buildings, and a number of barns and sheds. At first it seemed more extensive than College, but fewer people. Richard had been introduced to the Millers and several other people at dinner, but he recalled none of them. He’d slept in his swag on the floor of Ferd’s room. They were up at six, washed, and outside to join a group of about forty, half of whom were aborigines, to hear the day’s...
The year ended. Richard drove west and north, arriving at Lamorbey on schedule. He was welcomed by Janey with an exuberant night of sex. In the morning he was welcomed back by the foreman and many of the crew. Ferd was in Emerald on a “shopping trip.” Ferd turned up in mid-afternoon. He’d been purchasing ammunition: .30- .30 and .30-06 cartridges and a box of slugs for the 12-gauge shotgun, which Richard had never seen. The “hunting party” was to be made up of Ferd, Richard, Janey, Al, and...
Lamorbey Station seemed far away when Richard pulled onto campus early on Monday. He’d spent Friday night in his Jeep, near Tambo, an hour past Blackall. He’d lunched and dined out of the esky. The next night he’d spent in a motel in Roma, where he’d enjoyed a shower. Last night he stayed at the Royal, an older hotel in Gatton, and so was well-rested. He was also in a good mood. He’d opened the “pay envelope” and discovered ten five pound notes – far more than he’d expected for just under...
Richard asked for the Christmas to New Year’s Day week off and drove to Southport in two harrowing days, with extremely high temperatures. He was welcomed by his parents with the news that “Cat’s on a cruise to Auckland.” After unloading the Jeep he showered and re-dressed. It was a luxury to have real hot water on tap. “How are things?” Andy asked him. “Well, I’ve worked hard for two months and I think I’ve learned a lot. I’ve been talking to one of our Aboriginal drovers and learned from...
One-Handed Reading: A Step-mother's Sissy School-boy This is a one-sided conversation between an (evil?) step-mother and her delinquent step-son. ------------------------------------------ Author's Note: This is not some attempt at a Pulitzer, or to make some earth shattering literary statement. Nope. If you are looking for deep characterization or nuanced subplots, move on. This tale is not for you. I love exploring verbal humiliation alongside being dressed. This is what I call...
This one was written in response to requests made in reviews of some of my other stories, like USELESS SISSY HUSBANDS, FORCED INTO IT and HE MARRIED NORA. I initially titled this YUMMY WUSSY HUBBYS, but decided that might be too much for some readers. Anyway, the current title fits nicely and describes the husbands' new identities well. SISSY SISTERS by Throne It was a party night and the feminized husbands hated that. It was so shameful to be dressed in their sissy finery and...
SLIPPERY SISSY SISTERS by Throne The two wives, Merle and Hanna, liked to get together at the home of one or the other of them. Naturally they brought their sissy husbands along. After several years of being feminized and having their minds played with, the pair of guys were girly and easily controlled. It was funny to the women, especially because their spouses still thought of themselves as straight men, an identification they had lost the right to claim some time ago. That is,...
“It’s actually just under 30,000 acres,” Richard was told about two weeks later. “Can you explain?” “Of course. First of all, it’s unclear to me whether the property is within the bounds of Womalilla or of Mungallala. Most likely Mungallala’s too far west. I don’t think Brisbane’ll have to adjudicate. But the land itself extends south of where that two creeks you crossed join to an unnamed east-west road. The land is lightly wooded in the east and shrubby in the west. Because of the...
Richard drove to Mitchell on the 28th, taking a room in the nearly-empty Richard’s Hotel. He ate dinner, washed up and slept. It had taken nearly nine hours to cover the 400 miles from Southport to Mitchell. But he felt invigorated in the morning. After a hearty breakfast, he drove to the store, and bought a 600’ coil of 1/4” manila, a small sledge, a bright orange grease marker and a 40’ measuring tape; he also bought ten pounds of sugar, two bricks of chewing tobacco and a tin of pipe...
Sissy Stepson Part 1 ? Stepmother's Trap Carl Monet was a shy boy of about 15 when his widowed father married Rita Parker. Mrs. Parker was 20 years younger than Carl's father Larry. Carl was very shy and sheepish toward his new stepmother and the new Mrs. Monet was rather cold and distant towards him. Carl's father was gone quit often on trips abroad for weeks at a time and Mrs. Monet was often gone shopping with her sister Maryann and her mother Regina. Carl was...
SHAMED SISSY SISTERS by Throne Tammy and Ronette (formerly Tommy and Ron) were herded into the garage by their wives, Jane and Kate. The husbands looked rather alike, with their short stature, slender bodies, and absolute lack of any hair below their eyebrows, which were subtly shaped by careful plucking. They also both had longish hair, nearly collar length, and conservative but noticeable touches of make-up. Both of them wore hints of eye shadow and a coating of lip gloss, the...
Black Master gets a white sissyPart Onebysissy4blackmasterEvery one who saw me at work used to think I was Mr. Clean, Mr. Respectable. I work in advertising and I used to model my appearance on the sort of guys you find between the pages of GQ. Very American, very preppy. I was a nice middle-class boy with a nice expensive haircut and a nice expensive suit. I went to an up market health club to keep my body in peak condition. I'd even dated a nice girl from time to time. So you'd be right in...
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...
Time flies, they say. Richard knew from school that Ovid wrote “omnia mutantur, nihil interit” (everything changes, nothing perishes Metamorphoses XV), where he later refers to “tempus edax rerum” (time the consumer of things). But what eats up the days, the weeks, the months? One of the Greeks wrote that everything flows. 1962 certainly flowed away. Like water or sand through your hands. Jenna was pregnant again. Joyce would have a sibling before she was three. Ferd was married, but was...
This was originally a story by DevinaTv entitled 'Davina in Trouble'. I changed it to reflect my own personel 'kinks' but only as I loved the original so much, so close to my own fantasies - thanks DevinaTv love your work xxx"You see David or is it Slut Sadie ? or both ?" she laughed, "you left a piece of paper in the mac you asked us to clean for you. You left the shop so quickly my assistant could not check the pockets before you left. She passed the paper on to me and being the nosey type...
SNIVELING SISSY SISTERS by Throne I got to my girlfriend Denise's house and was greeted inside the door by her sissy husband. He was in one of his typical outfits, very girly and tight enough to show off his slender figure. It was a cropped baby tee and yoga pants, along with ballet slippers. His hair was parted in the middle and only reached over the tops of his ears. He did a little curtsey, like he's been trained to do, which brought a slight blush to his cheeks. He didn't have...
Sissy Stepson Part 3 ? Caught in the Trap He was worried about the stain until he started watching a game show with the sexy female host. She had a stiletto's like he was wearing and was dangling them. Once again Carl's sissy stick became hard and began oozing translucent sissy cream all over the nylon and panties. He sat there for ten minutes watching the dangling, mesmerized and in a sissy dream like state with glazed eyes and an oozing cream stick confined...
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...
It was a sunny Saturday,late spring. I just had taken a shower after doing some yard work.I was all fresh and clean and fully shaved,silky smooth skin from head to toe.While getting dressed i decided to wear my cute red satin panties (thong) and matching camisole.It came down just past my round ass and it felt so amazing against my naked skin. I finished with regular jeans and a black shit to try to look "normal",i hated it... I left my place and went to the river where i always went to have...
I came out of the bedroom dressed in my too-short pantyshowing Pink Shorty dress, pretty anklets, black MJ's, pink panties, red lipsticked lips and with my cute cuff and collar set on, awaiting Daddy's padlock, which would begin the playtime for real. This Daddy I had run across on a website was one who loved forcing sissies to literally mess their panties while they were in bondage so he could then go on to the diapering and teasing them for being such bad baby girlie sissies. Me,...
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...
NOTE: This story stems from an incidental bit in the "Crowd Sources Sissy" story that a couple of readers seemed to be interested in having me explore further. It's just a starting off point. You do not need to read that story first to understand this new work, but of course feel free to read it to get the full effect. Enjoy! Crowd Sourced Sissy--Mothers Milk I knew that my husband had a sissy fetish long before I married him. For many, that would have been a bridge too far,...
I had been serving Mistress Sandy for about 6 months. I felt I had progressed well and felt Mistress had also. The fantasy of being a sissy maid had been one held for over 20 years, but not until the internet came along had I ever tried to actually find a Mistress or Master. Masters came easiest, but I quickly found they all wanted a sex slave, not a maid. However one of those Masters had a friend He felt I should meet. From the start Mistress Sandy admitted She had no knowledge of...
Sissy Sisters The steel band around his neck held him fast on his back on the changing table in his nursery. His Governess had locked him in place bathed and naked to await his wife, and his Mistress's, homecoming from a trip into Eastern Europe. Away for two weeks she was keen to see how he was progressing and prepare him for a visit from one of her friends that evening. He himself had only been back home for a day after being confined for a month in the Community Protection Unit...
sharleesisterboyMY Young SISSY brother in Heat for Men's Cum, today!You used to prance around the house in your white underware, when Mom was gone, shaking your cute ass at me till I caught you, roughly, in My Big brothers arms and carried you to my bedroom floor. You giggled all the way, till I tossed you down on the dirt floor and you tumbled and smiled up at Me and lay on your tummy with your legs spread wide for Man-Cock. You know what I like to do to You, but, instead, I tie your wrists...
Another true story of one of my many sex-capades:Late one night (more like early one morning) I met a trucker on Kik that was passing through my area. For me, nothing is hotter than getting plowed by a truck driver in the sleeper cab of his truck, so I had to make this hook up work! The problem was that I was horny now, but he wasn't going to be in my town for another couple of hours. So, I decided to hook-up with another guy from Kik. (A decision I would totally regret later on.) You can read...
My Stepmothers Sissy Daughter, part 3 By: Malissa Madison I woke up early, my wet diaper urging me awake as I opened my eyes. Mommy was watching me sleep, and I realized her hand was resting on the crotch of my plastic panties pressing the wet diaper against my skin. "Did Mommy's baby girl wet her diaper," she smiled at me. "We can't have you in a wet diaper now, mommy's just going to have to change that," she helped me out of bed and I climbed up on the changing table, putting...
"Billy...your sister's hurt honey," were Mom's first words when I picked up the phone."What's wrong? What happened?" I demanded, the hard-on throbbing in my hand completely forgotten. "She fell...broke her leg, and her ankle...she just called from the hospital.""So she's okay...crikee, I thought for a second you meant...hell, what'd she say?""She was doped up...she didn't make a lot of sense...I've just left work...I'll call""Can I help...I can come with you," I interrupted."I'm calling from...
It was for real this time. No fantasy. Reality. I was dressed up in red: fishnet stockings, g-string, and a babydoll. I was wearing a metal chastity cage that was pulling my clit down, and it was a clit, it only half filled the cage. I had a new cock too - a black face dildo which was double-ended. In my new role, I had to jerk it as I was fucked in my pussy and I was being fucked. She had fucked me so hard that I was completely submissive to her, sucking on my gag with wild abandon, a true...
Richard had little use for his wife anymore. He couldn?t even remember why he had married her, aside from it being a naïve college sweetheart thing. He had been a bright young ROTC cadet, on his way to a commission in the Army, while she had been an ambitious marketing major, seeking a career in advertising. Well, Uncle Sam had dragged him around the world in 19 years of service. He had no choice in where he was stationed. This was something that Lacey had never grasped. She had constantly...
Rule#1: A sissy does not have a cock. A sissy has a clittyRule#2: A sissy wears a bra and pantiesRule#3: A sissy loves cockRule#4: A sissy loves cumRule#5: A sissy takes it in the assRule#6: A sissy loves pinkRule#7: A sissy loves her toysRule#8: A sissy dresses like a slutRule#9: A sissy sharesRule#10: Sissies love facialsRule#11: A sissy must have a tight assRule#12: A sissy must have perfect bimbo makeupRule#13: A sissy grows big fake titsRule#14: A sissy is a pro cock suckerRule#15: One is...
LOCKED SISSY SISTERS by Throne It had started out simply enough. Two kind-of-boring guys married to two rather attractive young women. After a while each gal suggested spicing up their love lives by trying some new things. The guys went along with it enthusiasticly. Wife #1 introduced super-sexy lingerie and a vibrator. Wife #2 decided on 'hooker' shoes and some prolonged foreplay with massage oil. The guys were ecstatic. So when their brides each suggested putting them into...