Sissy Stepson 10 Stepmother s Sissy
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Chapter Five: I realize I needed to understand Robert's motivation and desires betterIt happens again the next morning.I arose early, slipped out of bed without waking Robert. Silently, I went into the bathroom. I turned the water on, giving the hot water time to work its way through the pipes for my warm shower. While waiting for the water to warm up, I stared into the mirror and assessed my thirty nine year old body. Objectively speaking, I was in excellent shape. My breasts were firm and...
TabooThe vulnerability of my stepmother aroused me first, a primitive biological urge harkening back to the plains of the Great Rift Valley when our ancestors slept in trees and sowed their seed whenever and with whomever they could in the survival of the fittest or, in my case, the most voyeuristically surreptitious. Add the sibling rivalry of a brother with his stepsister and color it with the twisted desire of i****t, one of the biggest taboos of our culture, a taboo so tempting that it is...
On her fourteenth birthday, she went out with friends to a karaoke bar and had a lot of fun with friends, but when she came home her mother said that she had to talk to her. “Jenny, you know how much I’ve said that you have to date a white man when you grow up right?” “Yeah...” “I talked to your stepdad and I think it’s important for you to learn how to be with a white man.” “Okay.” “When you wake up tomorrow, I want you to talk to your stepdad about learning how to be a woman.” Jenny...
July, 1983, Chicago, Illinois On Sunday morning, the phone rang at 6:00am. Stephanie was calling to say that she was leaving home and that she and Trish would be at my place in about six hours. After I ran and ate breakfast, I called Karin, despite having just seen her a few days before. After our call, I double-checked that I had all the food I needed and checked that the guest bedroom where Trish would sleep had clean sheets on the bed and that there were clean towels in the downstairs...
On a scorching hot day in July, the courtroom resounded with the final blow of the gavel. I sat there, relief overtook me as the realization of what just happened began sinking in. My now ex-wife stormed out with her lawyer, the judge had ruled in my favor and she walked out with nothing.Elsa, my now ex-wife cheated on me with another woman, and tried to ruin my reputation along with my business by concocting an elaborate scheme. Here claims were unfounded, she accused me of being an adulterer...
TabooSissy 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 name is Lisa and I have curly red hair and blue eyes. About six years ago now I married a man named Joe. He already had a son named Tim who has brown hair and eyes. At the time Tim was 13, and I was 29, now I'm 35 and he is 19. His mom divorced Joe after he was caught cheating. Even though I heard that story and a few others, I still loved him and wanted to marry him. Although after six years of marriage, I've had better luck with his son in terms of having a good relationship. Tim never...
CheatingStephen and Stephanie Now the idea of crossdressing had appealed to Steve for a few years, he wouldn't deny it, but actually doing it for real, no he hadn't got the nerve. A surreptitious wearing of bra and panties, yes once or twice, but for nothing more than a different masturbation thrill. The full works, no he wouldn't know where to start. It wasn't even like he was gay or even bi, it was just a thing that fascinated him. He'd thought about asking one of his Mistress...
“Jenny, I want to show you why you suck off a man. Men can give you great pleasure too if you help them out first.” He said. The asian stepdaughter submissively nodded with tears in her eyes while saying nothing. “I want you to take off all of your clothes.” Her stepdad ordered. Jenny began to remove her shirt and reveal her small but round teen tits. Her baby fat perfectly framed her face and showed her more childish side. She pulled down her jeans and revealed her slight hourglass hips....
Becky creeped around the bushes of her house, trying to be stay quiet and out of sight of any nosy neighbors. Her parents were likely already asleep, but it never hurt to be careful. Her friend, Harper, had had a big party at her house, and Becky had snuck out to go to it. Not only would her parents not approve of her going to a party that started at 10:00 pm and ended at two in the morning, but she had also been grounded for getting caught smoking weed by her mother.It was a big risk, but she...
ReluctancePregnant?! that would explain the nausea, at least. How dare Stephanie do this to him! Now they were pregnant (and how was that thing to come out?) and some guys' names were tattooed on the body they shared. AND they were on the way to fuck him. Oh, yeah, and he now had breasts! Not to mention that his soon-to-be lovers had sole possession of his bank account. What to do??? He wanted to get out of this fuck-up, and quick. Suicide was the first thought, but he knew this idea...
When I met Don; my husband to be in five months I had been a widow of four years. Don had been a single father for nearly a year. I had a son age thirteen and Don had a son age f******n. So when we met I think we both were looking for a partner and welcomed the idea of marriage for the second time.Walter my son is a bright boy, not a big boy for his age but a solidly built dark haired blue eyed handsome k**. Daryl Don’s son is one year older but far wiser then Walter in the ways of the world....
Hi, I am Amit. I live in NCR. I work as a sex worker and masseuse to support myself through college. I am 6 feet 5 inch, handsome and fit guy and 26 years old. This story is about a recent service I provided to a client in Indirapuram. This client is about 40 years old and works as a teacher. She has an amazing body and features. She contacted me through a story I posted in ISS account. I got an email after my story was published on ISS from a woman named Divya Chaudhary (name changed). She...
Stephen prepared for his change. Every solstice it was the same: get ready for his six month sleep. He didn't remember when this all started, but the centuries seemed to blur after awhile. All he knew about her on the other side was kept in the journals they wrote back and forth to each other. Once a year he would go to sleep after leaving her a written message, then he would wake up six months later with no memory of half a year. She would leave him a message, too, usually...
As neighbors, Carol, Karen and I regularly met up on weekends during school term and more often during the holidays. We played many games together, and I happily joined in, despite their girly nature; I even played with dolls. Of course, the kids at school found out about this, and I was bullied mercilessly for being a sissy. I tried to explain that no boys were living nearby to play with, but in truth, I didn’t relate to macho boys while I was happy and comfortable with Carol and Karen. Our...
Crossdressing“How is it possible for one little girl to create this much mess!” I thought to myself while I spent another morning picking up clothe and trash from my daughter’s room. I loved my daughter Jessie, but she’s not a little k** anymore and needs to learn to clean up after herself. I looked around her room and was met with nothing but untidiness; her bed unmade with pillows on the floor and a bed sheet clinging on to dear life of her mattress, a desk covered from coloring books to magazine...
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...
“Eric, please stop,” I said when I was doing laundry in the house and my son, Eric, was trying to grab my 34D size boobs. “You are not afraid at all, right? Can’t you see that your dad is in the house,” I reminded him. Eric was eighteen years-old. He had short hair, fit body and nice average size cock. I saw his cock three months ago when he was masturbating in my bedroom with my dirty panties wrapped around his cock, he did it intentionally so that I could catch him and give him a helping...
IncestSophie would never forget the day it started, how her step-son had caught her coming out of the shower and how it made her feel, wanted and attractive.But we are getting ahead of ourselves. Thomas was a regular nineteen year old, he was going to college but living at home with his father Paul and step-mother Sophie to save on money. His mother had died in a car accident when he was eight and his father remarried six years later having met Sophie but because he often worked out of town on...
October, 1983, Chicago, Illinois On Sunday morning, I let Jackie know I was going out for my run. We kissed and she headed for her room so that she could shower and I headed outside. When I got back I showered and made my usual call to Karin, then went downstairs to make myself some breakfast. Our Sunday afternoon discussion was fairly tame, as nobody seemed up for any controversial talks. Jorge, Charlie, and George were there, though Jamie was absent as Jackie had predicted. We discussed...
“Hey Lisa, how are you?” Tim asked as he came in the living room and dropped his bags. “I've been better I guess. Sorry I guess your dad didn't tell you he'd be away this weekend,” I replied. “I guess not. Well, I guess I'll head back then. I know even a married woman needs some time alone every now and then too,” Tim said. Truth be told, I really did like his company, so I had to say something. “No, it's OK. I can always use some company too,” I replied. So he stayed over...
July 1981, Madison, Wisconsin Wednesday morning, after a late night Tuesday driving Joey, I woke up extra early to swim. My little sister joined me and we had our usual breakfast. At 6:30am I left to pick up Bethany, and we started on our way to Madison. I’d decided to take a slightly longer route through Champaign, Illinois, to avoid having to drive through Chicago. We followed I-275 to I-74, which took us to Indianapolis, where we stopped for gas and some coffee. We continued on I-74...
Jayson woke up on Thursday and realized that he had sixteen missed calls. They were all from his mom. He texted her and said that he had just woken up and she didn't reply. He laid there in the bed for another before the phone finally vibrated. " WHY CANT YOU ANSWER YOUR PHONE????" said the text. It was his mom. He simply replied with, " I was asleep sry". Another twenty minute rolled by and then the phone finally vibrated again. " Me and your father decided to spend the weekend in Aspen!!!!...
IncestChapter 1 Blair and Stephanie grew up in a household with a divorced mom, who was fairly conservative in her beliefs, being the sister of a minister. Blair was only 16 when his older sister caught him staring at her and her friends, and responded to this "lewdness" with an atypical sisterly gesture- she teased him by flashing him her breasts. No doubt their mother would have disapproved of this action, but she never learned of it. In any case, Blair's reaction affected Stephanie for years...
By: DamonX ([email protected]) I rested my head in my hands as I stared up at the clock. "3:48?" I muttered in disgust. I was twelve minutes away from beginning my weekend, but it seemed as though time was grinding to a halt. I had finished with my last client an hour earlier and was simply waiting out the rest of my shift. I groaned again and looked out over the gym. To further my disappointment there were not even any half decent women to look at. I dropped my head...
Shaking a little, Stephanie waited on the doorstep of David's home, a detached four bedroomed house in quite a good neighbourhood. Barbara gave her a lift so she didn't have to get a taxi or trundle her case along the road. "Good luck Steph," she called back when they parted, "Go with the flow. He's not a bad man really. You've seen him at his worst for the last few days." Compared to her own one bedroomed flat, this was a palace but in fact in was just a good middleclass dwelling....
Hello dosto, Ye meri pehli chudai story hai, main ISS ka regular reader hoon par maine kabhi socha nahi tha ki main khudki kahani likhunga, par itne stories padhne ke baad mujhe laga ki mujhe apni story bhi share karni chaiye.Iss kahani mein maine saare real name use kiye hai kyunki sirf naam pata reh ke sonam ko ya mujhe koi haani nahi hogi. Iss kahani mein main aur mere office ki colleague sonam dono shamil hai. Pehle main aapko apne baarein mein bata du, main 26 saal ka punjabi ladka hoon...
Hi, am Zizi, am 35, am not what you'd call a natural woman, am quite fake, by that I mean am a very fake bimbo, blonde, blue eyes, high cheekbones, incredibly busty "fake 38DDD" and I always wear ultra padded bra, unless am fucking someone.I always wear shiny or glittery short dresses and super shiny pantyhose, I never wear heels less than 6"...and nothing of this is painful as I take steroids and had this lifestyle since I can remember along with my friends; we used to compete who can get the...
This was not the first time that I would be writing to you my friends but it would be good to hear back from fans of the female variety :-)It was a late summer evening and I had been busy trying to wrap up work at office. The eagerness was more with the anticipation of catching a glance of our new neighbor Soniya. They had moved recently to the same building and shared the same floor so but natural that my wife and I would extend a warm welcome to them and offer any help or support they need to...
This is my first story, so i hope you like it… If you dont please give me advice! thanks!! My name is Kelly and this is the story about me and my cousins best friend Jayson. I was headed over to my cousins house one Friday which was common for me. I was best friends with the girl, Stacy (16) and her older brother was just like a brother to me, Dakota (18). Dakota constantly had hot friends coming over which made their house a common hang-out place for me. But my by far favorite of his...
Personalia: their origins and development [The following paper, ( amended from a talk given to the Rehome Historical Society, which later appeared in the "Journal of the Rehome Historical Society", issue no. 73), is a brief historical review by Robert Kempe, junior, of The Personalia from their ancient origin to their present interactions with the human race.] Author: Robert Kempe, eldest son of Governor Bob Kempe and his first wife Diane Enloe. Background of the author: My father has...
Be advised this story is intentionally rife with POV shifts, misdirected adjectives, and other wanton misuse of literary convention. Please turn back now if such fripperiness gets on your nerves. Thanks. : ) L8. * The Adventures of Lionel & Sondra chapter one — watching TV ‘Television? But you never watch television. And you know I don’t either.’ Lionel was confused by Sondra’s request. Besides, she didn’t look like she wanted to spend an evening watching TV. What she looked like, was a)...
Three years back a friend of mine invited me & all our close friends for a get together at her house. She had arranged for a party on her terrace for her friends. I reached at the decided time. I met those whom I knew, because there were few whom I didn’t knew. After sometime the friend who had arranged the party introduced each & everyone to others so that all will comfortable. There i got introduced to a girl call soni (changed as she requested me to do so). She was pretty, long hair till her...
IncestStepson losing virginity to step mum. Pt1 I had just finished dinner with my step mom gale, as my father was still away on a work trip. Dad had just met her a year ago and they quickly got married. Gale was 40, 5-11 brunette with brown eyes and a voluptuous figure. Her ass was round and plump with a slim waist and flat belly, she worked out a lot. Then the tits omg her tits made me so hard, two huge double d's. Ohh how she must of caught me looking every time we talk. She has these beautiful...
One day while I was home doing some cleaning, I realized thatwhat I needed was underneath the bathroom sink. Since I was in clean mode Idid not hear the shower running so when I opened the door, I saw my step-sonRichie who is 18 years old standing their completely naked. He also wasplaying with his big dick, stroking it. He did not even notice right awaythat I walked in cause he had his eyes closed. I just stopped and wassurprisingly interested. Richie was tall, lean and was shaved everywhere,...
At present Soni is married & has a beautiful daughter like her. We had sex after her marriage also, but the frequency has reduced. Anyway this time I will tell you my sex experience which took place because of Soni. She dint help me by purpose. But her act ended in helping me eventually. Soni still now have no idea about this. Because I feel that such relations are better when they are kept a secret.This is about having sex with a friend Neetu who had introduced me & Soni at her party....
The Real Stepford Wives: Lizzie's Story By Emma F Author's Note: This story is a prequel to my prior story, "The Real Stepford Wives: Sophia's Story". Both stories are based on Sarah Barndt's original story "The Real Stepford Wives: Only Women Have Babies" and "The Real Stepford Wives: Sugar Plum Fairy" written by VI several years later. Sophia, along with some of the characters in the other two stories make cameo appearances here. *************************************** I...
The Real Stepford Wives - Vicky's Story By Emma F Author's Note: This is my third entry in the Stepford Series. This story is a prequel to my prior story, "The Real Stepford Wives: Lizzie's Story". Both stories are based on Sarah Barndt's original story "The Real Stepford Wives: Only Women Have Babies" and "The Real Stepford Wives: Sugar Plum Fairy" written by VI several years later. Lizzie, along with some of the characters in the original two stories make cameo appearances...
Randy was an atypical young man had no friends or out sources . Before his mothers death she had remarried a businessman who was always in and out for months at end. Though he was very successful he was very strict with his moral code , locking down all portals or computers, so there was no way to view anything perverse. He also had a slightly older, and very attractive daughter Sara , whom despised Randy and his mother. He was 18 and she was 21; she just staring out as a temp for an office...
The Real Stepford Wives: Sophia's Story By Emma F Author's Note: This story is based on Sarah Barndt's original story "The Real Stepford Wives: Only Women Have Babies" and "The Real Stepford Wives: Sugar Plum Fairy" written by VI several years later. Some of the characters in those stories make cameo appearances here. ********************** I was four years into my career as a Big Four accountant. Two years ago, I had been promoted to senior associate and was hopeful about...
Dear Friends this is Bobby Bob here again. I am 37/m from Delhi. I am tall 6’1” and people say I am handsome. I am thankful to the ISS and the readers of ISS who have reverted back with a positive note. It was around 15 days back I met a very old friend Sonal nearly after 13 years. She was the receptionist there and I was into sales. We were very close friends and share our problems and happiness. She was a tall girl with nice features. We also got many opportunities to fondle with each other...
He was late coming home — later than usual. Sondra fell asleep on the couch, waiting up for him. She didn’t hear the engine, or even the door opening. Lionel awakened her with a soft kiss. ‘You waited up for me.’ ‘Oh, baby,’ she yawned and stretched, then sat up and hugged him tightly. ‘Welcome home. Are you hungry? You want me to fix you something?’ ‘I’ll get it. Why don’t you go on to bed? I’ll be in in a little bit.’ ‘Okay,’ she sleepily agreed and swayed off down the hall. Lionel was...
A few minutes later I am impressed and turned on as I flick through her pics. Most attractive size 12 brunette, average height, with a sexy smile. She has an all over sun tan, standing topless legs apart, hands on hips, wearing killer heels and dressed in crotchless black leather slacks. Modest, though attractive tits and I do like the way her pubic hair has been waxed. The third pic shows a rear view of her in the same leather slacks without any covering over her magnificent ass. “Did you...
A few minutes later I am impressed and turned on as I flick through her pics. Most attractive size 12 brunette, average height, with a sexy smile. She has an all over sun tan, standing topless, legs apart, hands on hips, wearing killer heels and dressed in crotch-less black leather slacks. Modest, though attractive tits and I do like the way her pubic hair has been waxed. The third pic shows a rear view of her in the same leather slacks without any covering over her magnificent ass. “Did you...
So back to my past, it’s 1985 and I have started collage. The occupation I was pursuing isn’t relevant, so I will not elaborate on it. My intention here is to share my sexual adventures with likeminded adults, like yourself, so I will not bore you with the irrelevant. I had broken things off with “Spankie, my first submissive girlfriend” (See story for details.) and was making a fresh start on life. What life I had anyway. You see, for those of you who...
Hi friends this is Deepthi again… this is my second story in ISS… Thanks to all of you for a Very good Response from u all… To the new one’s my 1st Story was First Lesbian Experience With Hostel Warden… No continuations for both are different stories…Coming to the story….. Life is going normal in the hostel and suddenly comes the Sonali Mam she was the only strict faculty in whole college she joined in the hostel suddenly and for my surprise she was my roommate too… My normal life was totally...
LesbianIntroduction As many readers know, Stepdaddy's blog consists primarily of the "Dear Stepdaddy" advice column, a sort of hebephilic Ann Landers, if you will. Of course, these are all just the fantasies of my correspondents, and my fictionalized responses. This collection takes its place as the second Annual of these letters, the second of what I hope will be many more in the years to come. However, that depends upon you. Please send me your "fictionalized" letters, to fuel the flame in...
‘Pomp & Circumstance’ began playing over the loudspeakers. The graduating class of Eleanor Roosevelt High School marched inside. The boys wore green robes while all of the girls were wearing white ones. In the stands, sat the family of Claro Booker. The s*******n year old’s mother, Belinda, was present with both of her sisters. His stepdad rounded out the crew that came to cheer him on. He had been a star pupil. And finished in the top ten percent of his class.When his family saw him enter,...
Introduction Many readers may be unaware that Stepdaddy's blog consists primarily of my "Dear Stepdaddy" advice column, a sort of hebephilic Ann Landers, if you will. Of course, these are all just fantasies, mine and my correspondents'. Here at year end, 2011, I am compiling this year's collection into the first of what I hope will be many "annuals". These have been edited lightly, and in particular some numbers have been corrected. At the end of this work, please join me again to...
There was a knock at the door. I wasn’t expecting anyone but opened it just the same. There stood my step-son’s fiancé: Alyson. They were to be married in three days. She was cute and we hit it off the first day we met. She stood about 5’5”, weighed about 120, and had a full “C” cup. It was those blue eyes and full lips that always had my attention.She came bounding into the foyer and told me that she had something that she wanted to talk with me about. I had been like a father to her from the...
TabooThere was a knock at the door. I wasn’t expecting anyone but opened it just the same. There stood my step-son’s fiancé: Alyson. They were to be married in three days. She was cute and we hit it off the first day we met. She stood about 5’5”, weighed about 120, and had a full “C” cup. It was those blue eyes and full lips that always had my attention.She came bounding into the foyer and told me that she had something that she wanted to talk with me about. I had been like a father to her from the...
TabooHi this is Sonali my friend Paul wanted to post this story to other site but in between that I saw that he is sending story in which heroin is I but he still doesn’t know that I sent this story to ISS Michael picked Viplove and Sonali up in his car at ten o’clock that morning. “You understand,” he said as he drove them to the Supermarket, “that if you wish to become members of the club you have to do exactly what I tell you to do during the next twenty eight days?” Viplove and Sonali sat in...
The Real Stepford Wives: Sugar Plum Fairy By VI This story is based on my favourite piece of TG fiction, which was written by the author Sarah Barndt. If you have never read 'The Real Stepford Wives: Only Women Have Babies' then please do so, as it is an imaginative and well told story. Thanks very much Sarah. ************************ I had been performing ballet since I was eight, and for the last six years had been with one of the American ballet companies. I think the fame...
Helio this Adam Matthews from Mumbai.This story is about my best friends mom Sonam. I was feeling quite hot after driving to sam’s house. Since his family had moved to another village, we didn’t see each other as often. I was looking forward to hanging out with him. We had a similar taste in music and sport, so there was always plenty to talk about. I parked my bike around the side of the house before ringing the front doorbell. Mrs Sonam, sam’s mom, opened the door. I hadn’t seen her for a...
MY MIGHTY MIRROR´S MEMORY HAS A SECRET -- A SWITCHABLE SEE-THROUGH SPECIALITY MY MIRROR is a new series with probably several sub-series of horny heroines of sexy scenarios it sawMY MIRROR starts with its first sub-series of my yummy younger sister: sweet sexy ´sexteen´ StephanieMY MIRROR IS WRITTEN ´WOMEN´S WOMB´S SEXY SECRETS STRICTLY FOR FEMALES ONLYMY MIRROR IS WRITTEN WITH ALL MY MIGHT WHICH I WILL WATCH OVER TO SPOT...
Hi, this is Kumar. After being a long time reader of sex stories on various sites, I got an urge to share my story with you all. I am a teacher by profession, working in a private institute in Pondicherry as a principal with a nice salary.Pondicherry is a beautiful place for living and drinking. It was a summer vacation when this incident took place. My coworker name’s Sonam. She is a perfect babe with a perfect figure and having a physical status of 34- 28- 34 which I came to know later. She...
Hi Friends, mera naam Amit hai. I m 22 year old handsome guy studying engineering in last year at pune.Till 21 i never experienced sex because i didnt have girlfriend. I was bit shy guy, Aur mere maximum dost jinke pass girlfriend thi mujhe hamesha unke sex life ke baare me bata the, aur unki baate sunkar mein hamesha excite ho jaata tha. Aur mujhe bhi chodne ka bada mann karta tha lekin uske liye ladki ko patana bahot zaroori tha. Hamari class ki bahot saari ladkiya mujhe line deti thi lekin...
... pin drop silence. Ilona sat next to me and pulled my head over onto her lap and began to unlock and unlace my hood. "Excuse me, I need to use the washroom," said the candidate, whose identity I was about to learn. With excitement and a bit of anxiety I breathed in a comforting aroma of linen suit mixed with the dark mystery of Ilona's vagina mere inches and likely no more than two layers of cloth from my nose. To pull the hood off she had to push my face down onto that...