Stepson losing virginity to new stepmom
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After the incident of the face painting orgy on the basketball court by her stepson and his buddies, Peggy had to take a break from the boys for a day or two. It had been a surreal, totally spontaneous, and erotic event. She loved the eroticism but felt it would be awkward to be around them so soon after it happened, so Peggy called Wanda. She just had to meet up and tell her partner in ‘Prurient Interests’ her latest tales about the boys. Wanda was a friend from college, who never married,...
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...
TabooHi, To all Iss reader this is my first story hope U all would like it a complete fiction.my self raj i live in Mumbai this story is about my aunty nandita,let me describe her she is in her 30s,lives with her husband and daughter.She is born beauty with an awesome fig of 36.28.40 ..her assets are her huge melons of 36 d and her ass that will give a hard on to any guy who looks at it So now my story starts this was like 5 years ago when I was appearing for my 12 th HSC examination at that time my...
Introduction: Oh boy what a night I am now 56 years old and I still to this day wank about this actual episode some of you younger ones who may read this may think err an old man wanking well we do, so get over it or get with it, who knows you may like it. I have lived with partner for four years she is a fine looking women with a wonderful set of tits and a very small waist she was blessed with a fine figure and has never lost it. She can be a right pain in the ass but with her body at your...
I have lived with partner for four years she is a fine looking women with a wonderful set of tits and a very small waist she was blessed with a fine figure and has never lost it. She can be a right pain in the ass but with her body at your disposal, it is a small price to pay. She works in a department store in London and to protect her and those involved in this true story I will call her C. This event took place on a Friday evening after work like so many groups of employees a drink...
I’ve been married to my husband nearly three years now, I’m 28 and he is 45, I was probably the cause of his marriage break up with being his secretary. He has a son and daughter 17 and 15 from his first marriage, which we often see, and I get along fine with.Four months back my husband suffered a stroke; he was paralysed from the waist down and needs a lot of help all the time. Jake my stepson came and stopped with us to help look after his father. Jake is used to having girls stop over at his...
BBW StepmombyFrank2002©It seems I always had this thing for bigger, full figure women. I don't know where is started but I seemed to fantasize about them all the time. My step mom was a bigger woman. My dad divorced and remarried when I was very young. He was away quite a lot with business so it was just me and Sally, that's my stepmom, at home most times. I always thought Sally was quite attractive even when I was young. As I grew older I started to notice her more. She had put on a few more...
Another hot but fictional story. I was sixteen, it was coming close to the end of the school year and one day I got sent home early from school and my dad was away on business for the week. I walked home wearing my short plaid skirt, white blouse, knee high socks and two inch heels, with no underwear. I arrived home, but before I got inside I heard some voices around back, so I decided to go check it out. As I made my way around, I noticed my stepmom, who was actually only 22, in her smallest...
Group SexAfter positive actions with my sexy stepmom, my hot sister, and Nisha, I jerked off my cock and had one of the best orgasms. I had cum in my underwear. So I went to sleep naked, leaving the dirty underwear on the floor. In excitement, I didn’t even realize I had left the door open. The next morning, I was still not fully awake when I heard the sound of the door opening. As always, my stepmom had come with a cup of coffee. I was half asleep and lying down on my back, exposing my semi-hard cock....
IncestScott's had recently turned 18, for his birthday his father and his stepmom decided to get his own laptop so he didn't have to share the family computer no longer. Scott resented his stepmom, he hated the way she made him address as her as Mom or Mommy. Scott's real Mom ran out on him when he was little boy, so now he lives with his father (40), stepmom (52) and two half sisters both younger.Scott was a total nerd, top of all his classed, member of the chess team, and the AV club. He had never...
I was right in the middle of finals week at Reed College, and I wasn’t in a good mood. The spring weather was glorious for a Portland campus; the flora was intensely green and in full bloom, and girls were dressed in light summer clothing, which meant that as I drove out of the parking lot, it was hard to miss the legs, cleavage, and everything else that gets a 19-year-old guy’s hormones flowing. I was horny but pissed that I couldn’t stay. I had to drive 30 minutes back home to walk the dog....
I was right in the middle of finals week at Reed College, and I wasn’t in a good mood. The spring weather was glorious for a Portland campus; the flora was intensely green and in full bloom, and girls were dressed in light summer clothing, which meant that as I drove out of the parking lot, it was hard to miss the legs, cleavage, and everything else that gets a 19-year-old guy’s hormones flowing. I was horny but pissed that I couldn’t stay. I had to drive 30 minutes back home to walk the dog....
I was right in the middle of finals week at Reed College, and I wasn’t in a good mood. The spring weather was glorious for a Portland campus; the flora was intensely green and in full bloom, and girls were dressed in light summer clothing, which meant that as I drove out of the parking lot, it was hard to miss the legs, cleavage, and everything else that gets a 19-year-old guy’s hormones flowing. I was horny but pissed that I couldn’t stay. I had to drive 30 minutes back home to walk the dog....
There is a shortage of cunt in Aldershot! Well at least of good quality cunt. The place has been a garrison town for hundreds of years and there are only two sorts of females in it. The first are the stuck up sort who wouldn't touch a squaddie with a barge pole and the others, who are not stuck up but poxed up, who you wouldn't want to touch with your barge pole. I'm being grossly unfair! I had been in a foul mood since the latest bust up with Miriam, and lack of nooky (sex!) was giving...
Hi Y’all,Well the week could have been better but it’s ended well. This past week we had a little bit of ice and snow Wednesday night causing for a not so fun Thursday morning of getting the k**s off to school and driving for Uber. My bad Thursday morning started off as I was driving home after dropping the k**s at school and hit an ice patch on a downhill road. The car in front of me hit their brakes as soon as they hit the ice and they started sliding, I hit my brakes too and joined in the...
Note: This story is completely fictional. Firstly, I would like to say a little about myself. My name is Paul; I am 18 and live with my dad, Joe, and my stepmom, Nicola. I am 6"2 and am fairly muscular and have a 6"3/4 circumcised penis. Right, where to start... Well, earlier I said I live with my dad and my stepmom, that isn't really the case. See, my dad works abroad a lot, last year he was at home for just three months. This meant that it was just me and my stepmom living together. She had...
IncestJacquelyn’s death was not unexpected, but that didn’t lessen the blow for her family and friends. A life was taken too soon from this world, and our only comfort was that she died peacefully in her sleep, without pain or suffering, and surrounded by those who loved her. Amanda wasn’t just the most beautiful, the most intelligent, and the most kind-hearted person I knew, and would ever know; she also possessed an inner strength that was like a rock against endlessly crashing waves. My wife...
When I arrived home, I noticed that Cassandra’s car was parked in the driveway, which was odd because she typically worked until late in the evening. It was only 2:00 in the afternoon. I sat in my car for a few minutes, unsure, before I finally made my way to the front steps of my stepmom’s house. As I peered through the living room window, I spotted my stepmother dancing by the stereo and really getting into it. The mushy, lazy sounds of Jack Johnson wafted from the speakers. She never...
Hello, my Dear Readers. I have been writing incest themed stories, focusing mainly on mom-son relationships, for some time now. I wanted to try something light-hearted, featuring a young & naive stepmom and her stepson, who is expecting nothing sexual from her. This is my humble attempt on the same. Happy Reading! Sidharth was both bothered and excited. He had just landed back in Mumbai, after completing his studies from a university in the UK. He was on his way home, and he was going to meet...
IncestForeword – This story though of a familiar genre was inspired by a letter to Dear Abby that contained the line My husbands son – Ill call him Duncan – came to visit The Sneaky Stepson By rutger5 (An original story- copyright 2012) Dont misunderstand me honey, Im not dismissing your concerns but I believe youre overreacting a little is all&hellip, Overreacting? I dont think so Paul. If it was the shoe on the other foot you wouldnt feel the same Im sure Tara Ferguson replied to her husband....
It was well past midnight when I got home from my last date with my now-ex Sarah. I had dropped her off at her house, having resisted the urge to tell her to go to hell and walk home. Getting dumped was bad, but having to drive her home was extra insult. As I pulled into the driveway I shook my head. This was the second time in a year I had been dumped, and for the same reason. I unlocked the door as quietly as I could, hoping to wake no one. I passed my stepsister Liz's door and then turned...
I was never much for working out. It had just never seemed like an important thing to do. It was probably because I maintained a decent physique despite the lack of training. I was 6’ tall and weighed about 170 lbs. Being a teenager with a decent build and an active metabolism I didn’t know why I would ever want to put myself through rigorous physical exercises. My stepmom, Ava, hated that I didn’t like to work out. She was a personal trainer and spent all her free time shaping and toning her...
Julie was still sitting on the bed with me when we heard the commotion in the hall. Then the door to my room banged open and in tumbled a giggling mass of blond. "Holy Shit! This whole family is blond!" I thought. Since I knew Nicky and Jennifer, and the other three were very similar in appearance, allowing for the slight age difference, I assumed the others were my cousins. The two youngest ones were fourteen year old twin daughters of Sarah's twin sister, Debbie. And the third was...
Hello.. I want to tell you about how i started to breastfeed my stepson and start to have new lovely bond with him till now. Before let me introduce myself. Myself riya and i am my husband’s second wife. His first wife was actually my elder sister who had meet with an accident and expired so later on my family made me marry my sister’s husband only. He has teenage child shreyas who was now also my son. Days passed on and i gave birth to a baby boy. My relationship with my step son was not good....
IncestMy step mom, Tracy and i had an odd relationship, which started when she found a bag of weed in my backpack.She looked at me and said "i have 2 options, tell your father or keep it a secret""Please dont tell dad" i begged. Instead of calling dad at work, she opened her purse and pulled out a small change purse, zipped it open and pulled out a little metal pipe!"For your punishment we are going to smoke the whole thing" she said. She would act motherly, but when dad wasnt around she didnt care...
Hi everyone, my name is Pratyush, and I am from Nepal. I have been a regular reader of ISS (especially after meeting my sexy stepmom) for more than 7-8 years now. When I first came here, I was a virgin, and now, I do not even know how many girls I have slept with. Finally, I realized why not post my stories here in ISS, the same ISS that has taught me so many things. Before starting, I would like to thank every writer here in ISS who has shared their stories and helped people relieve their...
IncestJohn, a straight forty-year-old, takes his eighteen-year-old gay stepson's virginity. To please his wife and bond with his stepson, John asks Aaron if he wants to learn some mechanics with him. As they have a nice moment together, John discovers something he had never felt before, a need hidden deep inside him. He's going to breed the young gay boy. New message from Sandra — Don’t forget what we talked about! Go talk to Aaron. Luv you. I read the text message from my wife and put...
GaySo, what sorts of powers did I get with the federal stuff that kicked in when I turned eighteen? “I don’t know who you are yet, Mr. Jones, but I have no choice but to trust you. I ask for the same in return,” the cop told me. “Deal,” I replied. “Your partner is a twitchy ass.” The guy smiled and said, “Unofficially, on that, we agree. He shit in his pants when you plucked out the barbs like they were mosquitos. Officially, I’m not about to even try to piss off someone that moves as quickly...
True story. My stepmom and my Dad came home one night both drunk after being at a party. Stepmom is 45 and a total milf, she has huge tit's and a biggish ass, she has the classic hour glass figure. Dad is 49 he has kept himself well over the year's, I was 15 at the time. stepmom was wearing a knee length skirt, she sat down opposite me, I caught a glimpse of thigh as she sat down, she sat there with her leg's slightly apart, I was enjoying the show, when Dad said to Mom "come on honey bed time"...
This is my second marraige and my husband and I always fantasized about somebody watching us fool around. I had never really thought about showing my body off in the past years but my husband prompted me to do something one night recently that really got me started and already i find myself wearing sexier clothes to work and shopping. My husband was married before and has a 22 year stepson from his first wife. Things weren't going well for him since the company he worked for closed down and...
Exhibitionism... New message from Sandra — Don’t forget what we talked about! Go talk to Aaron. Luv you....I read the text message from my wife and put back the phone in my pocket. Aaron was her son. After living with his father for a few years when he was a teenager, he came back to his mom’s at the beginning of the summer, as we were living closer to his college.I never had children with my first wife, so kids were not my specialty. Well, he was eighteen, so not really a kid anymore, but still, we barely...
Gay MaleHi Y’allMany people have commented on my last story of an amazing random cock I sucked while on vacation. The main private comments I received were wondering if my stepson tried anything with me while I was in Utah and he was joining us from 29 Palms where he is stationed. I’ve been reluctant to say anything but have to admit we did have a little fun. The first time something happened during the trip we were sitting in a cabin we had rented outside of Capitol Reef National Park. I was in the...
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...
A few days after Peggy broke the taboo ice by fucking her new stepson, she was anxious to share the event with Wanda, her college girlfriend. Wanda was the one person she could tell anything to and would not get any condemnation from. In fact, it was quite the opposite. She and Wanda had an unspoken competition between them. Each wanted to outdo the other with the dirtiest stories and nastiest desires. There was always a hazy line between what was real and what was fiction between these two....
“I’m in love with my stepmom. I don’t live with my Dad, but I stay with him and her two weeks a month. I swear, those two weeks are constant masturbation for me. She’s 18 years older than me, I’m 18. But, for some reason I always wanted to fuck her. I’ve known her all my life. She stays home and takes care of my half baby sister, while my Dad goes to work. I’m always sneaking around trying to catch her bending over or something. Taking a shower. Lying out in the sun with a bikini on....
IncestEver 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 always looking at her bras,...
I thought my stepmom was hot, but I never expected this!I was watching porn in my bedroom one day and wanking off when my stepmom came in and caught me! I tried to hide my cock, but it was too late.“What are you doing, Joey? Are you watching porn?”“Yep. You caught me. So what? I’m not hurting anyone.”My stepmom is about thirty-five, has long blonde hair, big boobs, and I’ve often thought she’d be a nice fuck. But to have her catch me with my cock in my hand was not what I’d envisioned ever...
When Jillian's period came a few weeks after her encounter with the boys she breathed a huge sigh of relief. So far her stepsons had not said anything to their father and she felt this was the last bullet she had to dodge. Despite taking a "morning after" pill she would not believe she was in the clear until she was sure she wasn't pregnant. She had never been so happy to have her period in her life. Her husband had asked during those weeks why she was so nervous, but she kept putting him...
“Can we do it again soon Sarah? I would love to have your man and you could have mine,” Lara whispered as I escorted her and her man to the car park. “Would love to soon, very soon,” I whispered back as we kissed goodbye. “And perhaps just you and one of you girlfriends one day soon?” You can read all about that encounter in my story SARAH WATCHES ANOTHER MAN HAVE HER MAN. Three weeks later while my man is away, and by coincidence hers, Lara has invited me to her condo to meet Joyce at two...
Her name was Mandy Bullock aged 43, she stood five foot two in her size seven stocking feet, her long blonde hair hanging just over shoulder length and partially hiding the aspect of her medium build and largish 36DD bust line. Mandy although married To Ted Bullock for twenty five years, still had a very extensive sex drive whilst Ted's tailored off as his age increased, however both were devoted to each other to the point where they would humour each other where sex was involved. Like Ted...
Part 7 ? Family Affair On Friday, Mrs. Monet had a surprise for her sissy stepson. "Your father called this morning and won't be home for another week, aren't you lucky and today I called you off school to do your laundry!" she said. "Oh, but I don't know how to do laundry" cried Caroline. "You will learn just like you learned to suck cock and guess what my sister Maryann and my Mother know about your little perversion!" "Oh, know you promised not to tell anyone!" cried Caroline....
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...
So I knew my stepmom would be really horny after a while. ”see you soon Jon im heading to Chicago for 3 Weeks”. Ok bye dad I hugged him and left to my room. after about half an hour my stepmom grace walked in. ”hey Jon” . I looked up and said hello. This is going to be the first time your father leaves us alone and I think this will be a good time for me and you to get to know each other. Yea I think so to. ”good well im going to order a pizza for us to eat im to lazy to cook today. Ok. All I...
When I was fifteen my mother left my dad and me. It wasn’t her fault; my dad was such a hound dog. As much as my mom and I wanted to live together, she told me that she had almost no money, seeing as how my dad made her sign a pre-nuptial agreement when they got married, leaving her with little money of her own. My mom and I are still really close and we typically see each other at least once a week.Within a year my dad found the perfect kind of wife for himself: a gold digger by the name of...
InterracialMandy?s Big Sister 1Mandy?s Big Sister? 2k6 by Arnold PuttwynNOTE: This is a work of fiction, developed entirely in my own mind.? Any similarities between any persons living or dead are strictly co-incidental, and my good luck.?? Especially if you think it?s yourself. ????????? Amanda Jenkins successfully graduated from high school, but she didn?t get along well with her mother Alice.? Their fractured relationship fell apart completely within two weeks of the commencement. So Alice...
My girlfriend, Tori, caught me cheating and immediately had me feeling like shit. As I already felt depleted physically too, I fell back into the pool. I was down under the water for about thirty seconds. During that time, I felt much better physically. As if I went from massive pain, to none at all in a matter of seconds. I came back up to them both glaring at me on their knees. Tori put her hand out. "I think we need to talk, Eric." We exchanged looks. Her eyebrows were down and her teeth...
TabooMandy's 34 and has three lovely k**s with Sam, her husband of 10 years, but something happened recently which she will never ever forget and it's going to haunt her for a very long time indeed. She'll probably never trust another man again after this nightmare. Why did she give in to temptation?Mandy's very attractive, just over 5ft tall and has worked hard to keep her slim shapely figure despite her three pregnancies. She has long dark hair in a frizzy perm.She's well used to all the men...
Mandy was a good friend of ours. She was in her mid 30’s and had a daughter – Lauren, approaching 18. Mandy was very protective of her daughter since her husband Jeff had left, and perhaps saw us as parent figures as her own parents were many miles away. Mandy was sweet and quiet, and was one of these people who had a sensational body without being aware of it. When she was younger she had been rather plain, but now into her thirties her body had developed a sensational shape which she,...
The living room was a total mess, Mandy Allwood gazed around the room with a look of disgust. She'd just got in from work, after a hard day at the hospital where she worked as a nurse. She didn't want to come home and find her house like this. There were magazines strewn across the sofa and over the coffee table, videos cases left on the floor by the television and cups and plates scattered in various places around the room. Only one person could be responsible for this Mandy thought, her...
I was thinking of getting Steve to undress Mandy while you and I sat at opposite sides of the room watching. He could take his time, taking each piece of clothing off very carefully, he could leave her stockings on and lie her down in between us. I thought maybe then he could take his time to rub that cock of his up and down her body for a while, just like he probably did on holiday. You and I would still be fully clothed, until..... until I offer you a drink from the table. we both go over to...
The thing that woke me was my phone ringing.I checked who was calling an found that it was my Mom,I did backtrack and remembered i was to go see her today.Standing there nude with my semi erect dick watching my naked step mom sleeping like a baby in the bed, who had been fucked 9 times or so in the last 18 hrs or so by me. I picked up my moms call greeting her,she was a bit mad because this was not the first call she made to me, other thing she made clear for me was it was 2 in the noon and...
Before I begin, I want to point out that the events of this story were a long time ago. I'm now firmly established in middle-age, whereas I had only just turned 18 when this happened. But as you might expect, these memories have stayed in my mind!I'll start by saying I don't hate my dad. We had a good relationship and if he was still alive I wouldn't have shared this story with anyone, even anonymously. My mom and dad had me in their early 30s, and my twin siblings in their mid 30s. However,...
Chapter 1 Bob held Mandy tight and whispered into her ear, "I need you too Mandy. I want you to stay forever. Please stay forever!" Mandy sighed, kissed Bob's ear and softly whispered into it, "Yes!" They were sitting in the warmth of the tub. Safe. Secure. His arms wrapped around her and he sighed, thinking, "It has been so long since I have been with a woman. So long." Bob had never been with anyone as young as Mandy. Never had sex with anyone so young. He had been in his mid...
Part 3 : Mandy and the Finale “woof!” Mandy wasn’t sure she heard it correctly. Through eyes half closed in sleep. She looked at the number. Trish! “Woof!” Baffled, she listened more carefully, but was only greeted by another woof. A dog ? Her mind conjured up an image of Trish as a bitch on a leash, and she couldn’t help laughing. Probably though, Trish was using one of Mgwabe’s dogs (see Part two) to pull a prank on her. Her doubts were confirmed when she heard Trish’s voice on the...
Put Your Muffin Where Your Mouth is, MandyWritten by irish4skinStarringMandy Muffin as herself Josephine James as herself T-Girl Candy Surprise as herself MILF Delilah as Linda Herrin T-Girl Carla Novaes as herself Corina Curves as Dr. Carolyn Dick T-Girl Elisangel as herself Donita Dunes as herself Sasha Grey as herself ...
"Mandy, time to get up!" "Yes Mom.." The young girl was lounging in her bed, the sun was shining in her eyes. She got up and grabbed her clothes. Mandy was 15 years old now. But she was looking younger, maybe because of the braces she still had to wear. She was a conspicuous slender girl, quite petite and dainty. She somehow seemed fragile. But she had such a cute face, so fresh and innocent with red cheeks. Mandy was very shy. Most girls in her class yet had sex or at least a...
Having had their night in a hotel room, Gaby Harrington and Steve Prentice were preparing, for now, to go their separate ways. During the conversations that they had had when not fucking, they had established that twenty-five-year-old Steve had taken a fancy to the hotel barmaid, Mandy, an attraction that seemed to be mutual. Sixty-year-old Gaby had confided that she and the slightly younger Mandy were occasional sex partners and the possibilities of a threesome were considered."I am going to...
MatureMeeting Jon & Mandy again….The sun had gone down by the time we left Jon and Mandy but the evening was still warm with not a hint of a breeze but I couldn’t help but notice Marie’s nipples still standing proud. We walked by several guys who clearly had noticed the same thing too, much to my enjoyment.I had my arm around Marie and we excitedly chatted about what we had just done and how much fun it had been. Our main intention had been to find a couple with a bi-wife who Marie could play...