Sissy the Redhead Mammas Home Pt III
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Introduction: I have many more chapters to come–each increasing in dirtiness, variety, and taboo. Sissy the Redhead: The Making of a Slut Part I She was out mowing the lawn again. That little red head across the street. She was probably thirteen or so. Maybe fourteen, and she had long thick curls of deep red hair. The kind that looks dyed, but isnt. Her titties were just coming in, but they were coming fast. She must be pushing a B cup by now, only she wasnt wearing a bra that day, just a...
“This summer is going to suck,” I said to myself as I walked back to my mom’s house after wasting an hour not catching any fish. After all, I didn’t have any friends around here, we lived out in the country, so I couldn’t 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 an hour and I was already bored out of my skull! The worst part was, I’d been stupid horny lately, and my...
Introduction: the last, unless you want a prequel 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 wouldnt have to go jail, and second, he had three women to choose from whenever he wanted them. Sure, he would...
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...
Vi satt där i soffan, jag och min mammas kille. Jag kan inte varit mer än 18-19 år då, och min mammas kille, Jasper, var inte mycket äldre än mig. Men jag vet inte exakt hur gammal han var då. Det vanligaste som jag bar då var ju ett par mjukisbyxor och något tajt linne, bakåtlutad i soffan, och tuggande på några chips eller popcorn. Jag zappade mellan kanalerna, ihopp om att hitta någonting bra, men eftersom det var måndagskväll, fanns det som vanligt inget bra på TV. Min mamma var ute och...
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...
Part I She was out mowing the lawn again. That little red head across the street. She was probably thirteen or so. Maybe fourteen, and she had long thick curls of deep red hair. The kind that looks dyed, but isn’t. Her titties were just coming in, but they were coming fast. She must be pushing a B cup by now, only she wasn’t wearing a bra that day, just a tight little baby tee that said “Candy” on it that showed off her tight, flat waist. The shorts she had on didn’t hurt in...
Esther III ? by: TamarainRubber Even though we knew we were going to be late for Lisa's party, we couldn't keep our hands off each other. For the next hour or so we grabbed each other like wild cats in heat. Her breasts heaving and her lungs gasping for oxygen, Esther still found the energy to warn me not to cum. At some point she did pull my cock out from behind my rubber bloomers and shoved every inch into her mouth. The clothes she had dressed me in only made me harder and,...
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 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...
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 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...
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...
I couldn’t 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 move. And, my god, what a move. I’ve never cum so hard. Even when Mom and I fool around....
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...
Victoria and the Chastity-Guard MK IIII had been observing her, and many others, for quite a while. I first noticed her whilst having a drink at the city bar where she had worked for a time. Although short, she was grossly overweight but with a strangely pretty, even attractive, face. But for the fat she would have been extremely attractive. At twenty four years of age she had not had a date for years, and never had a steady relationship beyond that of a high school friendship with a boy who...
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...
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...
A Mother's Helping Hands - Part IIIa reality-based fiction by DizzyDFORWARDI can't thank all my fans and friends enough for the wonderful support, and countless inquiries about Part III... and most of all your understanding and compassion as I dealt with my loss in 2014. Now onto the story. If you haven't read Parts I or II recently, or not at all, I might recommend you do so for continuity's sake. You can link them...
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...
My Brother, My Sister Part III By Michele Nylons From Part II It was too much for me and I started to squirt hot semen, drenching my panties as he squeezed me harder. Tom grunted and pushed himself into me as far as he could; I was pushed hard against the kitchen counter as my brother's throbbing cock exploded deep in my ass. I felt the head of his penis pulsate against my prostate as he shot stream after stream of hot semen deep inside me. I continued to eject jets of come as...
Replacement Therapy 111 By Cheryl Lynn This is fiction and any resemblance to any person, place or thing is coincidental. Please read prior chapters before this as they are crucial to understanding this chapter. Maybe downloaded for personal use only. Other use is strictly forbidden unless approved by the author. Comments are welcome on grammar and story line; however, derogatory comments over the treatment of characters or story plot are not. Author may be contacted at...
Forward by 'Lexi'Hi guys and girls, it me again, Lexi!! First, I have loved all the comments you've been leaving on Parts I and II of my story... thank you all!! Now my love DizzyD had intended on making Part III the finale, but it would have just been too long because Diz has a way of making my sex life read like a beautiful, erotic epic, so their will be a Part IV. For now, here is Part III, and I don't mind telling you all that I masturbated twice while I was proofreading it, and it's my...
Book III, Decisions, is the third and final part of Dani's coming of age trilogy. Book I, Awakening, dealt with the initial 48 hour period where our heroine comes to terms with her sissy-self. Book II, First Days, covered the next 72 hours of Dani's vacation as she became more deeply involved in her new persona, if not her true self. Book III completes her excellent holiday experience as she contemplates and then decides her future. Although each Book is intended to stand on its own as...
DAY AND KNIGHT VOLUME III Chapter # 1 by Lewis Chappelle Note: this is a very long, multi-volume, story beginning with ?Day and Knight Volume I? published in early March 2007. A LOOK BACK and A LOOK FORWARD? In volume I of this story, two dancers were introduced; Patti Day who was white and Susan Knight who was black. The girls were professional dance partners in point of fact, but were as different as their last names. They were now the featured act at Clairet?s Musical Review...
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...
Captian FeatherSword III This is a new chapter of Capt. FeatherSword. Ed is tested one more time. Does he win and surrive the test? Nancy Boyd was slinking through the alley behind an old warehouse. She saw what looked like an old Mom and Pop type store. It was not. It belonged to a witch. She left the look to keep all but the serious seekers away.Witch Lillian or as she was sometimes called Witchie Poo, only would work White Magic. She only cast spells that helped or healed instead...
As we have a doorbell with a cam, my husband took his phone to see who was at the door. He started the cam view and we found out it was indeed Irene who was standing in front of the door. With her beautiful half long red hair, her lightly freckled face and blue grey eyes she was a tempting lady looking into the camera. She had a small cabin case with her for extra clothes as we invited her for the weekend and obviously her toys. When my husband answered the ‘call’, she couldn’t avoid saying...
As the curtain fell down on Act II, Scarlett was lying on her bed. Her sobs were heart-rending and pitiful. The creamy white cum from both Rufus and Horatio was still leaking from her roughly-used pussy and anus. Her nipples were still sore from their nasty treatment at the hand of the disgraced girl's schoolmaster, Horatio Sherman. She had asked for this special treatment to her titties to drive her into a mind-blowing orgasm. It was just what she needed as her posterior was stretched...
Just when Julian's Lake Orenda experience seemed perfect, even if he is not about to admit it, circumstances change. But then Julian and the twins were very naughty boys, and we all know what happens to naughty sissies. So, if lots of frilly sissy outfits, super swishy behavior and a little kinky sex - not to mention dominant women - are your thing, please read on. If not, thanks for looking. It is also a purely fanciful, fantasy fictional work. No references are intended to...
Part III - Day 1 of Tournament Fighting of the Sluttimay Tournament! (It is suggested you read part I and II for context, backstory and to get primed and ready for Part III you sluts...and as always, comments/suggestions are always welcome!] SlutSport - Part II After the "opening ceremony" of Sluttimay, I had to refocus at the task at hand. So much had happened in so little time on top of which I recognized the number two terrorist in the world in Kong Fi and I couldn't do...
Meeting Karen Part III by MadQuill This is a four-part story is about a woman who models herself on another. I hope readers will enjoy this trans-lesbian tale. All of the characters are over eighteen years of age. This is a work may have an additional chapter. Thank you for your comments. This is a work of Fiction. Please remember this is a copyrighted work and all legal disclaimers apply. Meeting Karen - Part III Preamble : Carrie and Karen meet and ride...
Mother's Birthday Present, Part III By Bobbi Gold Bobby and I got a last minute reservation at a nice restaurant in town. I left my lunch outfit on, but after I did my little lipstick presentation for Bobby, I freshened up the rest of my makeup. I put a few strokes of mascara on, added a little blush, and added a darker, plummy eye shadow for more of a nighttime look. Dinner was, well, it was a little weird. Because, Bobby and I always had this completely "normal" relationship. ...
One The ProblemI know I have high standards, Doc, Matt Studley said to his ther****t, Dr.Freudist. But it s more than that. Dr. Freudist nodded and said, Um hum. Can I be honest with you, Doc Matt asked.They always ask that, Dr. Freudist said to himself. I ve been listening tothis guy ramble on about his issues for seven weeks, twice a week, andNOW he s going to be honest But Dr. Freudist merely nodded and said, Of course. This is a safe place. And then he waited.And waited.Finally,...
One The ProblemI know I have high standards, Doc, Matt Studley said to his ther****t, Dr.Freudist. But it s more than that. Dr. Freudist nodded and said, Um hum. Can I be honest with you, Doc Matt asked.They always ask that, Dr. Freudist said to himself. I ve been listening tothis guy ramble on about his issues for seven weeks, twice a week, andNOW he s going to be honest But Dr. Freudist merely nodded and said, Of course. This is a safe place. And then he waited.And waited.Finally,...
Pt 1: Long black limoSissy Saraya was very excited because her new mistress had told her they were going to continue with her corset training tonight, she had been wearing her waist trainer and inflatable plug all day along with her favourite pink maids outfit and cute sissy 6" white heels and stockings with pretty pink bows, She had been watching BBC porn all day and was dreaming of cock while she finished her chores, Mistress text to say her driver would be arriving at 6pm sharp, Mistress...
SISSY SCHOOL - PART 3 By Missy Crystal After Sissy Heather had swished and drooled a couple of more times, she began to give me gentle nibbles and licks to clean the cummy residue on my lips and chin. After the kitty bath, she stood up. Since her crotch was now at my eye level and since her short skirt exposed her frilly panties, it was obvious that I wasn't the only one that got turned on by her sucking my dick. She must have been aware of it too, because she pulled her panties down...
Your First Sissy AssignmentThis is your first step on your journey into femininity. A journey that will change your life. You will be humiliated and embarrassed. Most of all, you will be feminised. If you don’t intend to follow all of these assignments to the letter, then turn away now.Your first assignment is to buy yourself a pair of panties. Be sure to measure your hips before you set off. You will go to a smart department store or, better still, a specialist lingerie shop. How exciting – a...
The double ended dildo had appealed to her sense of humour and made her wet thinking about using it on me. Sissy and Paul Years ago life was very different to nowadays, for a start pubs shut at 10.30 unless they had and extension for special occasions, they had different bars such as the main or public bar, the lounge and sadly no longer, a room called the snug. This room was usually used by the 'older generation' or people who wanted a bit of quiet/privacy. We had married several months...
MatureSISSY SCHOOL - PART 6 By Missy Crystal The sissies flounced out of the kitchen in a train of swirling petticoats and went into the living room, which was also the classroom. I was the caboose, following Sissy Heather. As soon as we were all in the room, Mistress Mary appeared. Either she had ESP or she really was constantly monitoring us. Either way, I was glad I decided not to try anything for the time being. "Today we will have a deportment class," she announced. "Yeth, Mithtwith...
Sissy Farm - Chapter 16 By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's...
SISSY SCHOOL - PART 4 By Missy Crystal Mistress Mary came over and stood next to us. To my surprise, her voice was calm. "The purpose of discipline is correction, not cruelty. There is nothing to be gained by punishing a sissy for behavior that cannot be improved and no profit in breaking her spirit by making her fearful of mistakes over which she has no control. I do not require perfection. Only that each sissy tries her best to be perfect. You have always done so, Sissy Heather."...
Sissy Farm - Chapter Eleven By: Beverly Taff List Of Characters. Me: Michelle - A Natural transvestite sissy. Janice: My Younger sister Aunty Bev: Janice and My mother's Sister. Mistress Janet: Headmistress of the young lady's academy Dr Shirley: My endocrinologist. Miranda: A very effeminate Sissy sales assistant. Miss Stern: Miranda's mistress who owns the shop. Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's brother.) James: AKA. Auntie...
Sissy Emma is turnedI had been a crossdresser all my life but completely in the closet and hidden from all my friends and family. To ease my tensions, I often chatted with people on line, at first with females and other crossdressers but as I got braver with men as well. I loved to chat with them and their strong demeanour made me feel even more feminine.I had been chatting with John for a couple of weeks, about my fantasies. And let me get this straight, that's all they were fantasies. I mean...
Sissy Farm - Chapter 18 - By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's...
Sissy Hypnosis Bet I have always been something of a night owl, which means that I take a while to get up and going in the morning. My alarm generally goes off at 7am, I hit snooze two or three times, then I finally get up and hop in the shower while my coffee pot starts to percolate. I grab my coffee and try to head out the door by 7:45, which is just barely enough time to get me into the office by my 8am start time. Needless to say, I frequently arrive with my hair still wet and...
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...
Sissy Training at Last The email came at 3pm on the Saturday before my birthday. All things considered, I have to admit that His timing was perfect. I'd just returned home, and as I had the rest of the weekend free, I'd decided to have a little fun. For me, "a little fun" meant that I'd indulge in some sissy fantasy play. You see, I've been a closet sissy for years, and even though it's my main sexual kink, I hadn't really found anybody who wanted to make my weekend fantasy into my...
20 Sissy farm 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 Jamie Peregrine's...
Sissy Farm - Chapter Fourteen By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty...
I walk into the living room of my master. I am completely sissified and wear a very frilly sissy maid outfit. My 6" white leather peep too high heels have thick leather straps around my ankles and are closed with medium sized padlocks. I wish I knew where my master holds the keys. On my lightly sun tanned and smoothly shaved legs I wear white sheer seamed stockings and with a nice lace band at the top. At the back the pink seams end with large pink girly satin bows. Just above my...
(Found this on the internet... #65 seems especially made for me) 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...
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...
Here we go again. Some boys simply are sissies. This is the story of one of them. It is not a story of discovery, although there is much of that, but rather a tale of a lovely boy's trip to self-realization, albeit a tad 'forced.' If lots of frilly sissy boy and girl outfits, super swishy behavior and a little sex, not to mention dominant women, are your thing, please read on. If not, thanks for looking anyway. It is also a purely fanciful, fictional fantasy work. No references...
Chapter 3 - Leroy's Turn But Leroy had been left out for too long. Eager for his turn, I had no sooner finished pleasuring my Mistress when I felt his hands reach up under my skirt and start pawing my panty covered ass. Standing behind me, Leroy bent down and lightly held the back of my thighs in the palms of his large hands. He slowly slid his caress upward, off my stockings, across my garter straps, up to where he cupped my round bottom in his palms. He then placed his fingers...
Chapter 1 Jim arrived at the North Carolina motel Saturday afternoon as he wanted to make sure everything was in order for Mistress Cleo's arrival on Sunday, as per her instructions. He had gotten the suite to insure there was enough room and comfortable for his new found Mistress. A Mistress he had never met, but already under her control. He began to lay out the items he was instructed to bring, maids outfit, bras, panties, stockings, and every female garment he thought might...
Part 5 of the story about Sissy and her sexual awakening ****************Brad did not hesitate when invited to go over to Lisa’s. Sissy was not surprised. What young male would not want to hangout with a girl who flaunted her nude body in front of him only hours before. They decided to take the pontoon boat over as it is ten minutes by boat and almost 40 minutes by car. Evening cruses was a family specialty and Brad was good at handling the boat. As they pulled up to Lisa’s family dock Sissy...