Unexpected Sexperience With Unexpected Woman
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Reddit Unexpected Titty, aka r/UnexpectedTitty! Sometimes, we are lucky enough to be present during something unexpectedly hot, and that is basically what r/unexpectedtitty/ is all about. I think the name of the subreddit pretty much says it all, and you can expect a lot of unexpected titties or so to speak. With just a bit browsing, I am sure that you will get the gist of what r/unexpectedtitty/ is all about.Now, keep in mind that Reddit.com is a free website, and there are loads of NSFW...
Reddit NSFW ListTo understand how totally unexpected the event of several months ago was, knowing my history, well my sexual history, is helpful. I am a twenty-four year old lesbian. Well, at least I was a lesbian, but now I'm probably bi. The change in sexual orientation is what this story is about. I learned I was attracted to girls when I first turned sixteen and began exploring the secret world of sex in high school. Earlier, I didn't think much about the subject, and it wasn't a topic at home. Some of...
LesbianHey this is Dhruv. This is my first sex experience which I want to share with u guys. This experience and situation was completely unexpected. Its with my best friend Tina. Tina and me are best friends from childhood.. but one unexpected night got us together physically too.. Coming to info about me I am a boy age 21, and I am studying.. and good looking. My best friend Tina is my childhood friend. Both of us played together, shared everything..but never had such feelings of getting physical....
Hi this is Arjun again for ISS. This is my second story for ISS. To get to know a little about myself and to know what happened before this story PLS check out the previous story “Unexpected Restroom lust”. The previous story had a few spelling mistakes and I think this will too :P. Pls bear with me. This story is a continuation of my first sexperience with my college mate JananiPriya, that too in our college restroom. Weird place to have sex isn’t it. So, with no time to waste; ill start the...
Hi friends… Gary from Calcutta. Thanks to ISS for publishing all my previous stories and the wonderful responses from the readers. I have been blessed amazingly in matters of love and sex, especially in last 3 years after coming to Calcutta. For those who are reading my escapade for the first time, I am a 34 year old guy with lots of sex drive. I love to keep myself fit by regularly gymming, and various sports. And being a part of a high end residential society, get many chances to interact...
Hi this is Rohi, I am gonna share with you a story of me and my School friend I use to live in a rented house in Mumbai alone. My daily chores include of morning office evening making dinner and sleep.one day I was bored of going office so decided to skip by giving reason of not well. It was raining heavily outside suddenly I called my school friend Priyanka who was working in nearby area and told her to visit at my place as I was alone and bored . She came within an hour fully drenched in...
Hi, this is my first story at ISS. I have been a regular reader of sex stories over here and at last thought to pen down my real experiences. This is my first experience which I am writing here. I am not a descriptive writer so Please forgive me for my mistakes. Fair comments will encourage me to further share my other experiences in a better way. You can send your feedback on my mail address at I m raj at present 32 years of age, highly educated,well mannered, suave and articulate . I stand...
Unexpected Mommy - Part 1 By Trish5160 My name is Alex. I'm 14 and out of three boys born in my family, I was the youngest and like the runt in a litter of kitties. I am either blessed or cursed with gynecomastia, depending on your perspective. Gynecomastia is unexplained breast development in guys. No one really knows why this condition exists or what triggers it. There are a lot of theories, one being an imbalance of hormones at birth. A boy like me who's body has produced...
I have always loved reading. I read all sorts of books, both fact and fiction. I like travel books, history books, biographies, mysteries, murders, in fact all sorts of reading material. My very favourite are short stories with a twist in the tale: Those clever stories that have an unexpected ending. A favourite author is Jack Finney whose tales are often about shifts in time. The titles of his various books on Amazon give the clue to his obsession with time - “Time and Time Again,” “About...
I was going home after a long day’s work and didn’t feel like driving in the crappy weather. It was raining cats and dogs, anything was hardly visible and roads were flooded. In that weather, I found a girl looking for lift. I had to stop and I watched her as she slowly walked towards my car. She stood at the window hesitating. I assured her I am not some kind of psycho. She smiled and slowly got in. I turned on the blower, she was dripping wet. I started the car and slowly drove around. I...
ShemaleChapter Five: Latina MILF's Futa Delight By mypenname3000 Copyright 2020 Note: Thanks to Alex for beta reading this! At the same time, Kayleen Harland was finishing up with the next batch of her miracle substance, her daughter, Jolene, was hurriedly dressing in Mrs. Morales's living room. Jolene pulled her baggy skirt over her big futa-dick, still wet with MILF juices. She left Mrs. Morales swimming in jizz. As she rushed to the front door, she pulled on her top. Kayleen hummed away as...
Story Three: Sexy Little Delight By mypenname3000 Copyright 2019 The figure entered the outlet store. It was one step above a thrift store, not the sort of place that panties in the style that the figure made were sold. No naughty delights to titillate a young woman's wanton desires. No trendy clothes were sold here, which was exactly why the figure knew these pair panties was needed here. The figure wasn't noticed by any the shoppers. Nondescript, ordinary. On a shelf that sold packets...
Unexpected Consequences A cross-dressing husband is caught, understood and surprised! My gorgeous wife had taken the weekend away to look after a sick friend of ours and would be away from Friday night to late Sunday. I had mixed feelings, being sad at her absence over the weekend but.............well my hidden 'special' needs were screaming out for fulfilment and here was a rare but opportune time to indulge them! Saturday mid-morning saw the sudden re-appearance of Claire. I heard...
I stood naked in front of my full length mirror. I absently stroked my shaven pussy as I thought about my evening with Gerald. It had been two weeks since we had our unexpected encounter. I constantly thought about seeing him again. He hadn’t come back the following day and I was beginning to think he was regretting what he had done. I didn’t completely blame him, I mean he did have a wife and kids. I’d better get dressed, I thought. I was meeting the girls downtown at our favorite bar. I...
Two totally true stories from when I was much younger. Two different strangers (both of them hot by the way) try to hit on me. And they both succeed...Story 1: I was 22. Me and a friend walk into a jazz bar for one last drink to cap off a long night of bar hopping. A live jazz band was playing and they were very very good. The place wasn't crowded but it wasn't empty either. It had a great vibe going that night.I notice a very pretty woman with a hot body sitting on some much older guy's lap a...
Unexpected MorningWhen looked upon her eyes shined as if to radiate the passion for life which lay within. Eva stood in the cool morning air, her flesh tingling after the cold water of the lake. Every morning she took delight in the peace this sheltered lake gave her before the day really began. It made her feel centered and had the effect of purifying her of any worries she might have of what the day held in store. But as she stood there naked letting the suns spring rays dance on her body she...
It was a warm spring evening and the smell of the rains from that afternoon was still in the air. With the windows of my truck rolled down as I drove, I could smell the sweet smell of the spring plants mixed in with the wet stone smell coming up from the streets. I enjoyed the refreshing air. I had been home alone, bored, and decided to seek some excitement. I had no idea what awesome experiences were in store for me this night. In my head I had been going back and forth about where to go. A...
I had been house sitting for the last week while friends were away. A beautiful home that had a gorgeous pool and hot tub that I had been dying to use. Unfortunately terrible weather had prevented it until today. Today was perfect for a lazy day lounging by the pool and I intended to make the most of it. I slipped into my bikini, grabbed all the essentials for the day and made my way to a banana lounge where I could read, doze and work on my tan for as long as I wished. By mid-morning I'd...
Straight Sex“Just a minute,” I yelled. Rolling out of bed I picked up some random clothes that where laying around, not bothering to check exactly what I was putting on and not caring at this time in the morning. Whoever was knocking had better have a good reason for waking me up early on the weekend. There's no way I'd be able to fall back asleep either. My German Shepherd was barking, it's tail wagging, no doubt happy I was starting the day early. I walked to my front door, running my hand through my...
Unexpected MorningWhen looked upon her eyes shined as if to radiate the passion for life which lay within. Eva stood in the cool morning air, her flesh tingling after the cold water of the lake. Every morning she took delight in the peace this sheltered lake gave her before the day really began. It made her feel centered and had the effect of purifying her of any worries she might have of what the day held in store. But as she stood there naked letting the suns spring rays dance on her body...
Hi guys, I’m Varun(name changed) from Bangalore. I’m a bisexual strongly attracted to men who are older than me. Possibilities do exist. So if you wanna know more about me and my experiences, get in touch with me. So this story is about an unexpected encounter that happened to me last year. I was 19 years old then. I was always fascinated to see new dicks and gave a fetish for underwears. Also, I like exploring sex in public places. This story outsets when I wanted to inquisitively experience...
Gay MaleUnexpected MorningWhen looked upon her eyes shined as if to radiate the passion for life which lay within. Eva stood in the cool morning air, her flesh tingling after the cold water of the lake. Every morning she took delight in the peace this sheltered lake gave her before the day really began. It made her feel centered and had the effect of purifying her of any worries she might have of what the day held in store. But as she stood there naked letting the suns spring rays dance on her body...
When Jake first realised he was attracted to his mother, he had no idea that his lust would take such an unexpected turn, leading him down roads he never would have imagined in his wildest dreams. Jake was eighteen, and had just finished high school when he started planning to seduce his beautiful, 42 year old mother. Just the thought of sucking on Lucy's big, delicious breasts was enough to make Jake's uncut 7-inch cock stand up straight and start oozing with pre-cum. Following the advice of...
This story is the continuation of the previous story. As I told before having sex with one girl led to a snowball effect. It’s really surprising to see that there have been so many women around me; whom I thought didn’t even care about boys or made people feel that they were confined to themselves; were not like that. It was the case of Janani Priya that taught me a lesson. We are all deluded about people. We just can’t find who is what. Ok enough philosophy for today. Ill introduce myself...
Hey all this is Raj, 23 from Bangalore. This is story of mine having sex with an unexpected person and how it turned out to be one of the best ever had. The story begins when I completed my boards exam and waiting for the results. During that time my family decided to go on a vacation to Andaman and Nicobar islands but I stayed back with a lot of stubbornness as was not interested to roam around so being the only son my parents weren’t so confident on letting me stay home alone so they asked my...
IncestHi guys this is a story when I was I had a huge crush on a girl called Neha. We were good friends but she always used me in her studies to get her work done. I helped her thinking that she respected me and we were good friends but that was not to be… After knowing each other for two years we were supposed to go for a college trip to Manali for a couple of weeks. My friends always told me that she was a bad girl and stay away from her but I never listened. I wanted to propose her but I never...
This happened a four months ago. We have one manufacturing at Nagpur. As I am the head for India and as part of employee engagement we used to have our family day function at each location. I had requested my assistant Asha to go to Nagpur and help the team a week before so that we have 100% participation from employees and their family. While discussing this I got a call from Nagpur factory that employee involvement is not at all there and that he is confused. Local HR is busy with day to day...
Hi! All friends, I am back with another interesting episode of my unexpected. but exciting and real encounter. Your valuable comments are welcome. After that exciting evening in his house, we became very intimate and one day, he planned for a long night-session of sexecitement, as his mother would return only after one more week, but I discarded it as impracticable and left it at that. The following Sunday, Sanjay anna(uncle) lunched with us and with my parents’ permission, both of us went to...
Gay MaleHello friends, hope you liked my earlier story with my master. Here is another one for you to read and offer your valuable comments and encouragement With the summer camp and the feverish activities associated with it coming to a close, and sir’s absence for nearly three weeks( on domestic reasons), I felt miserable, like a fish out of water. The fantastic taste of that unbelievable and unexpected sweet forbidden pleasure with sir (My master love-locked me -3) was haunting and making me...
Gay MaleUnexpected Outcome At the ripe young age of 25, I had everything going for me. I could get all the dates I wanted and with almost any of the town's hottest- looking ladies, too. I had college degree and a good, well-paying job, a nice car and a decent apartment. Then, one day, my world came crashing down around me and everyone else too, for that matter. No one knew it at the time for the only news available at this point was that the Earth was going to have a near-miss experience...
"Unexpected Outing" Part 1. John returns home in female clothes following an accident. Fiction by Johnny Cumlately. John's earliest recollection of cross dressing when he was about 12. He would surreptitiously "borrow" his mother's underwear. She was even then years behind the times and wore pink satin knickers with elastic at waist and thighs. She also wore corsets with miles of lacing. John, now 35, had been happily married to Mary for about ten years. They lived in a pleasant...
Unexpected Mommy - Part 4 by Trish5160 Mrs. Stone could not believe the erotic display on her couch this evening.? She instinctively knew Alix was participating in sexual intercourse even though it was just a dream for him.? She knew by his movements.? Voluntarily he had parted his own legs wide, his moans, the thrashing of his head from side to side, the heavy breathing.? All signs of a female in heat.? All signs of a female being taken. There was...
Unexpected outcome. At the ripe young age of 25, I had everything going for me. I could get all the dates I wanted and with almost any of the town's hottest- looking ladies, too. I had college degree and a good, well-paying job, a nice car and a decent apartment. Then, one day, my world came crashing down around me and everyone else too, for that matter. No one knew it at the time for the only news available at this point was that the Earth was going to have a near- miss...
Unexpected Meeting - Coming home by strangefun WARNING: This story contains graphic depiction of depraved sexual acts, sisification, sexual abuse, humiliation and torture. Read at your own discretion! From the author: This is a continuation of the "unexpected meeting" story, and for all the sissies, I recommend reading it wearing your favorite sissy outfit and, of course, a chastity device, so you can feel the same confinement and sexual frustration I felt when writing...
An Unexpected Sissy Transformation My unexpected transformation actually began at the company Christmas party, when Jennifer, our HR Manager of all people, sauntered over to me with an odd smile on her face. "Merry Christmas, Sean," she said, never taking her eyes off my face. "Do you mind if I ask you something personal?" Here we go again. I am an out gay male living in Texas. I can't tell you how many women have quizzed me about my "fabulous" gay lifestyle. The truth of the...
I stood naked in front of my full length mirror. I absently stroked my shaven pussy as I thought about my evening with Gerald. It had been two weeks since we had our unexpected encounter. I constantly thought about seeing him again. He hadn’t come back the following day and I was beginning to think he was regretting what he had done. I didn’t completely blame him, I mean he did have a wife and kids. I’d better get dressed, I thought. I was meeting the girls downtown at our favorite bar. I...
MatureUnexpected circumstances.I don’t really know why I did it. I still don’t. Boredom I guess. I hadn’t used the Hotmail account I’d set up years earlier for as long as I could remember. Fully expecting it to have been closed, I navigated to the website and typed in my username and what I thought was the password I’d selected at the time of creating the account. To my surprise, the account hadn’t been closed, just suspended due to inactivity. As I watched the list of e-mails populate on the screen,...
"So what did you end up buying for dinner tonight, Mr Chef?" Alice said excitedly "I got us a couple of steaks and thought maybe a nice steak dinner with all of the trimmings, chunky steak cut chips, mushroom, tomato, onion rings and peppercorn sauce" He replied "Oohh very nice, getting the real VIP treatment here" she said with glee "Well only the best for my guests" he said "I wanted to make you something nice and if I can be rather blunt, something that I won't have to slave...
"You sure you don't need me, Sir? I don't mind sticking around." "No, Don. Go on, enjoy a few days off before we get swamped." "All right, then. Thanks." Don left his boss, who was in remarkably good spirits considering how close Christmas was and how busy they would get in a week. However, he decided, if the boss said take some time, Don wasn't one to argue. He knew he'd be working his ass off soon enough, so he'd get while the getting was good. After speaking to the boss, he...
(An Incestuous Harem Story) Chapter Fifteen: Daughter's Incestuous Delight By mypenname3000 Copyright 2017 Note: Thanks to wrc264 for beta reading this! Mrs. Umayyah The next day, my ass still hurt from my discipline. I couldn't help but squirm as I sat in the back seat of my husband and Master's car. My rump ached and throbbed. The longer the car ride went, the more my discomfort grew. The ache grew with every moment and I embraced it. I deserved this pain. I had become a...
The figure entered the outlet store. It was one step above a thrift store, not the sort of place that panties in the style that the figure made were sold. No naughty delights to titillate a teenage girl’s budding desires. No trendy clothes were sold here, which was exactly why the figure knew these pair panties was needed here. The figure wasn’t noticed by any the shoppers. Nondescript, ordinary. On a shelf that sold packets of plain, boring panties, so similar to the type worn by the last...
Chapter Nine: Purity Club's Anal Delight By mypenname3000 Commissioned by n1one Copyright 2020 Clara had made a list of who she wanted to spread rumors about at her school. In her stuffy bedroom, locked from the world, she felt like a god. Everything she typed out was believed. The terrible human beings at her school would make fake photos, the very best deep fakes technology could create, to make it look like Mrs. Daniels gangbanged her students, that the home ec club was all pregnant by...
(An Incestuous Harem Story) Chapter Five: Mother and Daughter's Teasing Delight By mypenname3000 Copyright 2019 Note: Thanks to wrc264 for beta reading this! My brother's plan was naughty. Mom drove me. She was part of the plan. She was a busty delight, wearing a low-cut blouse today that showed off her tits that were just as big as mine. I took after her. She hummed as she drove us into downtown Sacramento for our hotel tryst with Mrs. Armstrong. I clutched my new purse on my lap as...
Chapter Six: Futa's Wild Virgin Delight By mypenname3000 Copyright 2019 Note: Thanks to FallenAngelX00 for beta reading this! I left the college's main office in a daze. I just had sex with my dean. The Black woman had revealed that she was a secret lesbian who enjoyed seducing her female students into having sex with her, finding the ones she thought were secretly gay or bi. When my mom let the college know I had come down with Futanari Syndrome, the college's dean, Ms. Washington,...
Note: Thanks to Alex for beta reading this! At the same time, Kayleen Harland was finishing up with the next batch of her miracle substance, her daughter, Jolene, was hurriedly dressing in Mrs. Morales’s living room. Jolene pulled her baggy skirt over her big futa-dick, still wet with MILF juices. She left Mrs. Morales swimming in jizz. As she rushed to the front door, she pulled on her top. Kayleen hummed away as she watched the solution fade from a blue to a hot pink. It was ready. She...
Story Twelve: Virgin Cherry Delight By mypenname3000 Copyright 2019 Note: Thanks to Alex for beta reading this! The music pulsing through the house stirred the figure's ancient soul. Though the music was modern, made with electronics and possessing alien sounds, the beat it created was primal. Something passed down and down and down through the generations of men from dim antiquity. The figure wanted to dance. To revel in the music and to indulge in the hormones permeating the room. The...
Chapter Two: Futa's First English Delight By mypenname3000 Copyright 2018 April 17th, 2047 Adelia played the clip. It appeared on a large screen on the side of her studio. The audience grew hushed as the Sky News logo appeared with a reporter, a brown-skinned man with a close-shaved beard and, I supposed, a chiseled chin. “Prime Minister Lockwood had a few bold words to say about the ingratiation of President Becky Woodward today,” he said in that posh, British accent. It gave him more...
Chapter Eight: Futa's Mother & Daughter Delight By mypenname3000 Copyright 2019 Note: Thanks to FallenAngelX00 for beta reading this! “She's my friend!” Pita howled as she faced the sight she'd found in the upstairs bathroom of her house. My friend had her hands on her hips, a look of anger on her face. “I wanted to fuck her while you kept interrupting!” “Well, you can share with your mother,” Mrs. Asis said, squirming on my lap. She was impaled on my futa-dick while I sat on the...
Story Four: Nubile Exhibitionist Delight By mypenname3000 Copyright 2019 Note: Thanks to shadowmansc for beta reading this! The figure rode the escalator to the third floor of the mall were small, but trendy, clothing store lay. The sort of place that nubile, coed girls preferred to frequent. Just the sort of place the figure wanted to leave its special panties. No one noticed as the figure passed through the security detectors that flanked the store's entrance. Nor did anyone pay...
Chapter One: Futa's First Presidential Delight By mypenname3000 Copyright 2018 April 17th, 2047 “Final segment,” Adelia said, squirming. “Then I am taking you and your beautiful wife to dinner and then back to my place.” She grinned. “How does that sound?” “Like a lovely evening,” I said, glancing at Sharron hovering just off-stage, her hands grasping her pregnant belly. I arched an eyebrow in question. Her blue eyes sparkled as she nodded her head. “Well, the wife agrees,” I said. “It...
Chapter One: Mother/Daughter Pregnant Delight By mypenname3000 Copyright 2017 Note: Thanks to B0b for beta reading this. Fiona – Shesh, Lesh-Ke Mountains, Kingdom of Haz I took a deep breath, trying to ignore my twin sister's terrible antics in the bar. “Ten guys before a quarter of an hourglass runs out,” she boasted. “I'll make you all explode.” “Las's cum, but you're a wild one,” laughed a rough-faced man with the dusky skin of a Hazian, contrasting against my sister's...
Chapter Three: Denice's Wild Futa Delight By mypenname3000 Copyright 2018 Denice Jenning's Week, Friday My week had been crazy at Rogers College. I was chosen for the Program because was I was in the running to be my school's homecoming queen. The naughty futa-president, Ms. McTaggart, thought it would cute to have my rival, that slut Umeko Himura, and me go naked for the entire week. That was the point of the Program, to encourage young people to embrace their bodies and sexuality. To...
Chapter Twenty-Three: Mind-Controlled Daughter Delight By mypenname3000 Copyright 2020 Note: Thanks to WRC264 for beta reading this! John Preston I couldn't believe I just ordered a mind-control device from the very man I was investigating: Dean Michaels. $10,000... I just spent $10,000 on what had to be a hoax, but my fellow U.S. attorney, Gina Brand, was right. How else to explain what was going on around this man. FBI agents didn't march into a police precinct and come out...
Chapter Eighteen: Dreamgirl Delight By mypenname3000 Copyright 2019 Note: Thanks to WRC264 for beta reading this. Sam Davies Classes were out, and I was curious about this “business” my brother was running. Dreamgirl Delights was the buzz of our college. I was hearing it all over, from girls muttering about the horny boys thinking they could screw video game characters or anime girls, to the boys all talking about how it couldn't be possible, but they had to find out. I knew my...
Chapter One: Alyessa's Hot MILF Delight By mypenname3000 Copyright 2018 November 12nd, 2045 – Alyessa Howards “We're joined today with Alyessa Howards promoting her new book, Accepting Being Futa in a Post Becky World,” Adelia Tash said as I sat beside on the love seat. I had a huge pit in my stomach as I put on what I hoped was a beaming smile. The stage lights were so hot. I was so aware of the cameras focusing on us that were streaming us across the world live. Anyone with internet...
Chapter Three: Virgin Delight By mypenname3000 Copyright 2016 Journeyman Mage Faoril – Esh-Esh, The Magery of Thosi The market place before the docks on Lake Esh bustled with travelers, locals, and merchants, a vast, busy tide that ebbed and flowed. I walked with Thrak, he crowds paring before my orcish lover like the waves before the knifing prow of a ship. Everyone gave the huge, hulking, ferocious, barbaric Thrak a wide birth, the already pale, Thosian faces growing even whiter as...
Chapter One: Futa's First Innocent Delight By mypenname3000 Copyright 2018 April 17th, 2047 My futa-cock erupted. My girl-jizz fired into Adelia's hungry mouth. My hand dug into her black hair, mussing her perfectly coiffed do as she swallowed my spunk. Every blast sent jolts of rapture zapping into my mind while winds of ecstasy howled out of my pussy. Her fingers plunged into my convulsing cunt, teasing me as my pleasure surged through me. “BECKY!” cheered the studio audience....
Note: Thanks to WRC 264 for beta reading this! Zanyia I felt the dildo thrusting from me. It now longer was held there but ... but was a part of me. It merged into my clitoris. I groaned as Carsina’s hand stroked up the pussy-slicked shaft while Ava’s palm rubbed at the tip. My cunt clenched, drinking in the delight. “Mistress gave me a cock!” I moaned, my lusts surging through me. “This is awesome!” “I did,” Ava said, her hand letting go of my cock. I stared at her, her skirt still...