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...
TabooGrayson loved the Canadian wilderness. He lived in a small cabin on the south end of Princess Royal Island. Summers were cool and clear. Winters could be a little rough but living right on the sound, the water pretty much kept the air warmer. Salmon were plentiful and easy to catch from his kayak. When he needed meat, the forest abounded with venison, partridge and elk. His cabin was very difficult to find unless you were looking for it and nobody was because nobody knew he was there. He hadn’t...
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...
Stephen 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...
"I can't believe she still hasn't introduced me to her dad and step mom," I whispered, coming up to the front door.I pulled out my key and unlocked the door."I mean we've been together for six months now, so what is taking so long?" I wondered as I quietly tip toed in there, shut the door and locked it.I put my key away. 'Well, whatever, I just want to get right in between her legs and feast on her pussy. Even as we have to be quiet, I'll pleasure her and make her cum,' I thought, silently...
TabooWhen my dad arrived my mom and him said the usual hellos and caught up on a few things then I put my stuff in the back of his truck and off we went for another three and a half hour trip. We finally pulled into his driveway, I got my things out and took them inside giving my step mom and hug and a kiss on the cheek on the way in. while I was hugging her I couldn’t help notice that she was rubbing me a lot and squeezing me a little weird, I just shrugged it off as if it were just she had...
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...
With Lora thinking that she is more then likely pregnant I woke up to a wonderful blow job and once she knew I was fully awake she climbed on top and began sliding with tight little pussy down my shaft. I said " Lora what about the condom?" In response she pushed down harder taking all of me inside her honey hole. I reached up taking both of her firm tits in my hands using my fingers to squeeze nipples. In a short time I knew she was getting very close to her orgasm so I slid my right hand down...
I saw Kevin walking towards me. "So, not to take the focus off you cooking dinner for us on this steaming stove here in this hot kitchen, but I love Christina," he said, coming towards me."What, do you have a crush, Kevin?" I giggled, flipping the burgers."No, smart-ass," he said, pushing me a tad. "I just mean after dating ladies like Miranda, Jodi, and that bitch Cassidy, Ryan's finally dating a sweet and loving woman that I love, and so do you, right?""Yes, I guess, but what's with you? Are...
TabooAs 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...
CrossdressingPOV: Kirk I got off the elevator. "I certainly hope Danica can give me some good ideas. Tara is just unbelievably sexy, and I have to find a way to get into her panties," I mumbled, walking down the hallway. "Who cares if she is my step-sister? It's taboo, but maybe we can make it work. I got to see her boobs a few weeks ago, and they were remarkable. She's the one that assumed that I was asleep when she came into my room in just her underwear. So, what if I had your iPod, Tara, you...
TabooPart 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...
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...
I was 18 when my mother died and my family was shattered, my father went into depression and lost interest in life, many people consoled us and at one point my father treated in the hospital for nerve breakdown, there were lot of relatives who proposed a second marriage for my father, but I was not very convinced with the idea, but seeing my dad's mental state, I gave in. By the way, I am a guy of 18 now, studying in college, my dad is 42 years, employed in marketing division of a cosmetic...
IncestGrowing up started puberty early compared to most boys. At age 10 I started to grow noticible hair on my balls and around the base of my cock. My own mom seen this and took note.. But my step mom did not see me naked until I was 13. At age 11 I also learned about masturbation and would often do it daily, if not several times a day... At age 11, I already had alot of hair growing thick around my balls and a happy trail of it growing from above. I had my own room and it overlooked the pool where...
john had been having sex with his step mom for years. When he went thru puberty he saw how sexy she was and always wanted her. He then found a way to trap her. One day she did not know he was home and he found her naked cooking in the kitchen. When he walked in she was so embarrassed and tried to hide her self but he grabbed her hands and looked her over. "Well mommy dear, you get to be my fuck toy or I will tell dad I found you naked in the kitchen and make him think you wanted to seduce me."...
If anyone has read ‘The Little Prince’ by Antoine de Saint-Exupéry then they might understand this story better. I wondered what happened after/if the little prince went back to his planet and this is just my little experiment that I went with. I wrote it all in one breath, and I hope it makes sense. I’m posting it on here to see what people think of it, and if you guys like it, I’ll continue it. Any and all comments are very much welcome. I hope you like it! ———————————————– She was born...
Chapter 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...
this is really a very rough draft. I just had to save it here.I have always thought my step mom was hot! She has a fantastic body. Also did topless dancing with her very big tits. I'm sure she was great at it. And when she told me that she needed some pussy one time, she wasnt asking for mine, we were at a bar and she was looking for a hookup. I was already planning for one day maybe her and I could get frisky. At that time I didn't act on anything..I wasn't sure what her response would be, I...
As the morning sun rose high and the darkness gave way to light, i slowly opened my eyes . Tired with a heavy body pain and backache, my body refused to move. With a naked body I slowly turned my head to the left of me and …. !!!!!!!! Hi, guys I am Rakesh from Bangalore. I have always read the stories in ISS and fantasized myself having sex ,but alas! I’m still a virgin :-( . This is one of those stories that came to my mind and I would like to share it with all . Being my first story, i hope u...
IncestShaking 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....
Isolated, Hurt, and Full of DespairStephanie finally found a moment alone. It was the fifteen minute break between second and third period at Boswell High School, an old dinosaur of a building that stood in the middle of town. The students were cluttering the hallways and everyone was laughing, playing, and having fun. It was that lazy time of year at the beginning of fall, when everyone was more focused on the football season than school work. Boys were chasing each other and goofing around...
I've lusted after Becky ever since the first day dad brought her home. Now, after a year of fantasizing about getting her large firm succulent hooters into my hands, I finally 'concockted' a scheme to make her mine.My real mom left us for the west coast about a year ago and I rarely see her anymore. My dad immediately hooked up with Becky and I've certainly been glad just to see her around the house. Becky was quite a bit younger than my dad, only in her early 30's and, though she always...
Lora laid back down in my arms enjoying the warm bubble bath. I laughed and said " So was Tommy going to come and kick my ass? I hope he knows I would never harm so much as a hair on your sexy little head." Lora didn't say anything but started running one of her finger nails around my nipple as in thought. Lora when got up without a word, wrapping a towel around her as she headed out the door, leaving me to wonder what had just happened. I got drying off before going to see where she had gone....
I guess my first title was to long so I made it shorter. After making love for the first time in my life, Lora and slept in each others arms that night waking up only to make love again, but with me pulling out instead of adding to my cum already inside of her. I remember the first time I pulled out and shot my cum on her very fit yummy, she used her fingers to scoop it up licking it off her fingers. She said that it was the best tasting she had ever tasted. It made me wonder how many others...
After a great blow job from Lora I was feeling like having a large breakfast. I was shocked to see Tommy looking at both of us with our hair wet wearing next to nothing and Lora screaming " IT'S NOT WHAT IT LOOKS LIKE." She turned to me saying " Oh god what have we done, Tommy will never understand this I know. I have to go to him and explain. What do I tell him, that I'm in love with his friend? Oh please tell me what to say cause I just have no idea, and what if I'm pregnant, then what?" She...
So,My name is Rohan.I’m 6’2 and I have a athletic body.I’m 21.I’m from Punjab and this story is a true story so don’t expect any out of the box things.This story is totally true and nothing of it is fiction.Hope you like it. This is about how I helped my friend to fuck his step-WILD-mom. This story consists of me,My friend, and her mom.My friend’s real mom passed away due to some sickness and his dad re-married soon after that.He was 4 at that time. So fast forward,his step was hot as fuck..a...
Stepson 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...
Hi this is Ram from Chennai, I would like to share an experience with you guys and if you like this story please do drop in your feedback to was November 2006 and I was your normal 18 year old. I was always full of energy and ready to do anything fun and exciting. At nearly six feet tall, one of my favorite things to do was hiking and camping in the mountains, near our home. Ever since I was young, my step-mom, dad and I have taken trips up into the mountains to hunt & fish. We’d spend days...
IncestThe 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...
I was 24 years old when i started having an intimate relationshipWith my step mom. We are a middle class bengali family. My step momWas married at the age of 21 to my dad 46. She had given birth to aBoy just a few months before it started. It was the baby thatStarted our affair. My beautiful mom, who was 22 years old at thatTime, used to breast-feed the baby. As a young boy of 18, i wasAttracted by her breasts, which were extremely big and shapely. AtHome, i realized that she used to cover her...
Hi everybody iam harshini and iam 30 yrs old now. Iam married and have no kids. My hubby is now in gulf for the past 3 yrs. Tks for all your comment on my previous two story. I really love enjoying reading this mail in my mail box I was 24 years old when i started having an intimate relationship With my step mom. We are a middle class bengali family. My step mom Was married at the age of 21 to my dad 46. She had given birth to a Boy just a few months before it started. It was the baby...
IncestI let myself in to the house and there was my step mom, relaxed on the sofa wearing a large oversize strappy vest top and nothing else from what I could tell. Her hair was wet from a shower or bath wrapped up in a towel and you could easily see the shape of her large saggy tits as she moved to get up.“I didn’t think you would be calling tonight” Lisa said with a smile and held out her arms for a cuddle.“I was working close by” I said as we cuddled and I could smell the fresh shampoo on her wet...
Introduction 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...
Don was fifteen when his dad remarried. The woman was so sexy you would think she just walked out of a centerfold. Don could not take his eyes off her. She was so pretty and had great big tits and a sexy round ass with cheeks you want to grab and squeeze. He loved breakfast because she always cooked in a short silk robe and he could tell she was naked underneath. He always imagined what she would look like with the robe off. After breakfast she would lay by the pool and sun bathe in a tiny...
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...
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 friends I’m Guru 6.1 feet in height guy from Chennai.I had came forward of publishing my experience in sex,this is the real incident that occurred in my life and I must really thank . I thought guilty of having sex with my step mother once but after reading the stories of nana414, now I’m really free of that guilty.Ok let’s we move in to the story when I was at teenager actually growing up into adolescent, when my mom divorced my father and she married a another man, my sister goes with my...
By: Sexystar123 Hi friends I’m Guru (name changed) 6.1 feet in height guy from Chennai after reading stories in ISS. I had came forward of publishing my experience in sex, this is the real incident that occurred in my life and I must really thank ISS. I thought guilty of having sex with my step mother once but after reading the stories on ISS, now I’m really free of that guilty. Ok let’s we move in to the story when I was at teenager actually growing up into adolescent, when my mom divorced my...
IncestBefore i move on with my story, let me tell you briefly about my life. I’m the only child in my family. I have never seen my mom. She passed away when i was born. My parents were so in love when my mom was alive (i overheard this from my dad in one of his drunken state). My dad who is a businessman, often find reasons to travel abroad in order to forget my mother’s demise. Even when he’s home, he’s almost always in a drunken state that i have never gotten any sort of love from him. I grew up...
IncestI HOPE YOU ENJOY THIS STORY Ever since I learned what masturbation was, my stepmom Pammy became my #1 jerk off subject. After every weekend I spent with my dad and stepmom I would come home and my dick would be so sore from jerking it off all weekend. I was in high school when I really started to notice Pammy; she was 37 at the time. I don't know if she would qualify as hot to most k**s in my school, but she drove me wild. Pammy is average height with a slender body. Tits were 34B, I knew from...
... 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...
Once upon a time.... All my life I had always feared God. Growing up I thought he personally stared down at from Heaven watching my every move, listening to my every thought. It was this fear that has always kept me on the straight and narrow and given me my morale courage. My only sorrow is that I was unable to pass this fear down to my children and from this, there will be no retribution. I am surely damned as if I had spent a lifetime of murder and greed. With this knowledge I don't...
Note : This story is completely fictional!My parents split up when I was eighteen, I was a little distressed by it but we had never been as close as some. Still, I didn't really see what had driven them apart so quickly and so thoroughly that they never even spoke any more. I guessed maybe one of them must have had an affair and that was really all that I thought about it. I went off to college and life went on. That following summer, when I was nineteen, I moved in to live with my dad for the...
Introduction: Jessaica and her father take a road trip to the small california town Stepford to try a special kind of exotic meat, Bassed on a fictional town (Stepford) in the game SecondLife. Stepford Meat Swap Story: #47 Copyright 2010 Written: October 02 2010 A story By: KaosAngel Proofed by: KaosAngel Please send any comments about this story to ([email protected]) ********************************************************* ~~!! NOTE !!~~ This story is bassed on a fictional town within the...
My dad had remarried a sey lady and I lived with them Now dad and I had been having sex for almost eight years. That was when he and my mom split. He came to my bed one night and got in naked. He pulled my nightie off and began to feel up my body. I really liked his hands over me and let him do any thing he wanted. I loved him licking my pussy and my ass. But when he began to fuck me, i was hooked. I wanted it all the time. Not only did we fuck every night but also during the day. Dad worked at...