Unexpected Sexperience With Unexpected Woman
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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...
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 SexWell, I know a lot you guys don?t find Janeway hot and sexy but I happen to do ?Well, I know a lot you guys don?t find Janeway hot and sexy but I happen to do. Well when I was a younger man and she was younger. But I still find her kind of sexy for a mature woman. So sue me for using my talent to have a little fun with what I consider a hot older babe. I enjoyed writing it. How you enjoy reading it.???????????????????????????????? ??? ??????????????? CAPTAIN JANEWAY CAPTAIN?S...
Hello to all my friends who all wish to enjoy sex just as me. My name is Kabeer and I am from Mumbai. My age is 22 years. Currently I am working in MNC. This is my first story on ISS. Please give your valuable suggestions after reading this story as I said I am 22 year guy from Mumbai having average body shape. All people want a real experience other than masturbations just like me right from 18 years of age. I want to fuck any girls in real life but aap log jaante hai us waqt hum garibon ka...
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, 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...
Introduction: Lughnasadh This time was to be different, we had planned this. Well planned it as much as my unexpected shyness would let me. I was going to stay over night at his place and we woul go a walk the next day into local woods to celebrate lughnasadh and explore where things would take us. The day went by as it usually does when I visit, standing around chatting with my friend and his wife. If felt a little odd that I didnt feel like the worst person in the world as I stood speaking...
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...
Hi all ISS fans, this is Janaki again from Melbourne. I and Ram have been overwhelmed by the response from our previous stories and would like to thank each of u for liking our story. Any single girls and couples want to experience new things in Melbourne please keep writing to us at My sex life with Ram continued and we have been having a great time together. I and Rahul were looking to buy a house after a few weeks of discussions and analyzing we ended up buying a house 1 block away from...
Hi guys, about me…this is Vishwa from Coimbatore, Tamil Nadu working for a reputed MNC(software). I did my UG also in Coimbatore tat also from a very reputed college. There was a girl in our college, of another department, Ishwarya. She was literally a sex bomb right from our college days. About her figure, she was so lean tat u can hold her hips wit one hand but wit voluptuous boobs and ass. It was 32-26-32. She was lean, not so fair wit a wheatish color and straightened hair. She enjoyed all...
From 'The Autobiography of Miss Louisa Harper' ~ "The summer of 1890 was to be the start of my new life. At fifteen years of age, I was to be presented to society and I had expected that I would then be considered an adult. That, at long last, I would have a say in my own life, my own destiny. That was not to be, though. I was still just a doll to be dressed and used as decoration in the home of my powerful parents. I was made up and dressed and used to impress the visitors who came...
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...
It was the year 2001. 15-year-old Newt looked at himself in the mirror. He could see some of his mother Laverne’s African American features looking back, but also blue eyes and a lighter skin tone that must have come from his unknown father. He growled, angry. Why didn’t his mom ever tell him who his father was? Her insistence that she didn’t know didn’t make any sense! She said that Newt didn’t look like who she thought his father was, and she hadn’t been with any blue-eyed white boys. His...
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...
From 'The Autobiography of Miss Louisa Harper' ~ "Langdon Beech-Thorndyke III was 'a catch.' Mother and Father thought that he would be a perfect match for me. He was twenty three and I was fifteen. My parents hoped that we would become betrothed that summer and then a grandiose wedding would follow in three years after I turned eighteen. This was my sister's summer, though. Miranda would be married in August to a Vanderbilt cousin who she barely knew. The opulent affair...
"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...
Hello 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 Mommy - Part 6 By Trish5160 It was early when Cynthia appeared at the bottom of the stairs and knew that Alix was already up and about. He wasn't on the couch sleeping in as she expected. As she turned toward the kitchen, she called out to him. "Alix honey, where are you?" Like they were playing a game of hide and seek. She found a vision of loveliness standing there smiling at her. Cynthia lost her complete train of thought after discovering Alix. He...
This is Akhil I(name changed ), from guwathi.I’m working as a civil engineer in a leading mnc.This is my first story in Indian sex stories. The story I. Am penning is my own story happened when I went on-site. Professional people know more about this. This was my first unexpected surprise to me in the between earth and sky The heroine of the story is siri (name changed ), I came early into the flight and after some time I saw a girl mid 18-19 years girl coming towards me after confirmation of...
Hey lovely people … Thanks for all your love in past and present… I am back with one of my experience .. Hope you like it and you can drop in your comments and love at I am Sweetie(Swarna) aged 24 figure 36-28-36 fair in color and have huge hairs. I keep myself shaved and waxed always. This experience of mine is with my office colleague name raj. We work together since last 6 months. He has a little attitude and we do not speak much. Just work related and smile are exchanged between us. We had...
From 'The Autobiography of Miss Louisa Harper' ~ "Beauty comes from pain, Louisa. A proper young woman does not present herself unless she is properly coiffed, properly made-up, properly attired and wearing the proper accoutrements. That, Louisa, is what 'proper' means." Of course, I tried to argue. That is, after all, what an adolescent is supposed to do, but my mother would just purse her lips, shake her head in disgust and repeat that one sentence that she spoke most frequently...
From 'The Autobiography of Miss Louisa Harper of New York and Newport' ~ "The day of Miranda's wedding was cloudy and overcast, so perhaps Aunt Ada had been correct. Perhaps God would not waste a beautiful day on a wedding that would lead to a loveless marriage. Instead of using the vast tents that had been erected on the lawns at Golden Bluffs, everything was moved into our grand ballroom, which was large, but could not accommodate everyone who'd been invited. So, tables were also...
From 'The Autobiography of Miss Louisa Harper' ~ "The week prior to Miranda's wedding was a hectic and crowded one at Golden Bluffs. All of our relations came to Newport for the event and many of them stayed with us. Unfortunately, we also had many friends and business associates staying as well, which did lead to some difficult choices. Father was a self-made man who had family he wanted in attendance, but they were from a lower rung of society. So, since the rooms were assigned to...
This is another real experience during train travel from Chennai to Coimbatore, it was my first trip to Coimbatore and was going alone for my friend’s marriage. Marriage is on Thursday so I started from Chennai on Tuesday night.My friend booked 1st class AC train, since it was on weekday train is very less crowded. I boarded on the train at around 10 pm. In my opposite seat a guy named Mahesh was sitting we introduced ourselves and talking generally. While we were talking another person joined...
Gay Male"Unexpected Outing" Part 2. Fiction by Johnny Cumlately John returns home dressed as a woman and tries to explain to his wife, Mary. "Well, I suppose that's your story. I'm not sure I really believe it but I'm not really surprised. I've known about your dressing up for years. You thought you had been very careful to put my things back as you found them, but once I had my suspicions, I could tell every time. I even found your small cache of lingerie. And I know you have been...
Hi friends, cute girls & sweet aunties. I am your sex king again. () I hope my previous story may satisfied u . Thanks for the people & friends giving feedback to me. This is my first experience which unfortunate incident in my life. 2 year back, 1 day am gone outing to ECR with my friends. It’s a rainy day & am fully drunken and enjoyed a lot with my friends. We are getting return by night. Till the night kick was not drained. I scared to go home in that situation because my dad can easily...
I truly felt like a fish out of water when it came to travelling. Maybe it wasn't so much to being in a different place, it was just the moving around, not being able to do anything which I would consider constructive. I hadn't really wanted to go on this stupid training course but my boss had nagged at me to go on this thing. I'm convinced he felt that sending me on one of these things was to do me good and not just for the good of the business. The rooms we were given were really...
Before I could reply she kissed me again, this time more passionately. Her tongue reached in to touch mine, but it was her lips that did most of the work. Just as quickly as she kissed me, she pushed her body off me and rolled onto the side of the bed. It took me a couple of heartbeats to realise she was removing her final piece of clothing. 'I'd really love some feedback on both new and old stories. Please leave comments to help guide my future writing. I know some of them are long but I'm...
StraightOn Location A Weekend Trip "So when am I going to find out the where the surprise destination is?" Darleneasked. She and Joe Riordan, the owner of the movie prop house, were the onlytwo left in the building on a late Friday afternoon. She was sitting at herdesk in the rear of the building, in the accounting department behind the warehouse.Joe sat on the edge of her desk. "Not just yet. I do have some coming attractions though. Want to hear thetrailer?" Joe had taken over the family business...
Unexpected Pleasure Part 2 By: Ms. Jenny Ann I wrote this story it may be downloaded or shared at free sites only. Comments may be sent to [email protected]. Chapter 3 The Best of Both The movie had stopped, and they could not stay in the room, unless more quarters would be inserted, Todd said, "I see no reason to pay for this room and I do not want to lose you, so come with me to my clinic and you can start taking female hormones, I really can and want to help you. ...
Hi guys I am Mr Khan (cannot mention name for security reasons) I am a Mumbai based Asst Director & I own an event company. I am 26 yrs old & 5.10 average looking guy with a average Indian size dick that can satisfy any girl or lady… Being into glamour business I often get chance to bed hot chicks for their careers as everyone is aware casting couch is very normal for us, thus story is nowhere around sure encounter. The lead of this story is not a model or star but a normal Indian girl she was...
Chapter 1 It was after ten o'clock on a gloomy January night. There was a cold rain falling, and it was being driven by a stiff wind. It was a good night to stay in. I was sitting in front of my computer about to finish my data entry assignments for the night. I thought I would read a porn story or two after that. The only light I had on in the house was the one on my desk. Suddenly, I was startled by a knock on my door. Being naturally suspicious of such unexpected visitors at...
We entered the outmost orbit of the Dover System ten hours before the deadline. Har-Hi who stood next to me sighed. “I wished it would have taken longer. This is what I am born for, to be aboard a ship and roam the stars’”. I felt the same way and agreed with him, saying. “Me too.” The doors opened and Wetmouth stepped through, taking her seat behind the small science station at the rear of the bridge. I observed Har Hi who acted as the OPS officer of our little crew dedicating sensors...
Hello this is Rohit from Bangalore I am an architect by profession and 42 years old weatesh on the darker side and handsome with looks of 32 married with two children me and my wife have a healthy sex life which we enjoy on week ends let me come to the unexpected episode of my life it was the summer of may 2011 my wife and children had gone to there parents place in Chennai leaving me alone for 15 days After work as there was no other I would go to the malls and pass time in the flood courts...
IncestReport to the King of Sparta. B.C 481 "We must conclude that there was more then one Persian ship in our waters. When one met with disaster in the storm, the other picked up survivors and as much wreckage as it could. The shield is the only piece of wreckage that signifies Persian identity. There can be no doubt that it was a spying mission or an attempt to land agents of Persia on our soil or the soil of a neighbouring state. We cannot ignore the possibility that a neighbour may actually...
"Unexpected Outing" Part 3. John gets professional help. Fiction by Johnny Cumlately When John returned home dressed as a woman after an accident on the moors, he was surprised that his wife, Mary, had locked him in a chastity device but had decided to help him cross dress convincingly. He began to realise just how much there really was to buy, to learn and practice, and that Mary had been right to call it hard work. In the next few days John tried to catch up with his work...
"Unexpected Outing" Part 4. John goes solo. Fiction by Johnny Cumlately When John returned home dressed as a woman after an accident on the moors, he was surprised that his wife, Mary, had locked him in a chastity device but had decided to help him cross dress convincingly. He is about to leave for his first solo weekend. Finally, one Saturday morning he got up early, had a light breakfast and retired to the spare room. It...
Unexpected Pleasure Part 1 By Ms. Jenny Ann I wrote the following story, it may be downloaded or shared at free site only. It starts as a retelling of events, however, then it is more how I wished it would have been. You may send comments to me [email protected] Chapter 1 Did not know Jimmy should have known that his asshole could be a source of pleasure, however, it was how he became aware of the delightful pleasure that gave him quite a shock. It was Jane his...
We all had a good night’s sleep and used one of our own Cargo skimmers that was part of the Destroyers equipment to fly back instead of walking and were told to join all the other cadets in a large assembly hall with flags of the Union hanging from the ceiling where I estimated perhaps 600 senior Cadets had gathered. There were no chairs, everyone was standing. At one end of the assembly hall was a raised platform and a lectern with the Newport Academy logo. I saw an Admiral coming in. I...
The next day has dawned; sleep was hard to get but I do feel better for no apparent reason. It is Friday Afternoon and I am currently near the end of my delivery route. There has always been something pleasant about going around to all these different places in what is to me a new body, even if it has been over three years. To be fair I don't meet as many people as you might imagine what with all the travel. Mostly it is just arrive, ring the doorbell, get no answer, put the delivery...
Le vol dura des heures, et pourtant Maxime n'en pouvait plus d'excitation. Une heure environ avant d'arriver, il se rendit aux toilettes, et se changea pour prendre sa tenue habituelle - jean, baskets blanches, queue de cheval -. Il se sentait ? l'aise ainsi. C'?tait ainsi qu'il comptait vivre aux USA. Galvin lui avait dit que tout ?tait pr?t pour lui, et qu'il n'avait plus qu'? arriver. Son logement, son contrat de travail. Un v?hicule l'attendait ? l'a?roport et devait le conduire ? l'embarcad?re puis jusq...
Hello everybody, This is Sumith, 33 narrating for you once again. After a couple of weeks since I met Rohith and Shwetha, I got a call from Rohith saying that he had explained our experience with one of his friends who is recently married and has cuckold fantasies and asked if I can get in touch with him. He said he shall be sharing my contact with him to which I agreed. Later that day in the evening, I got a WhatsApp from Saahil. He was from Kasargod in Kerala who got married only five months...
Hey guys, I am new to ISS. I am not gay. But I had this erotic experience in a bus. I am 21 years old. This happened 3 years back and I was 18. I was traveling to my mom’s birthplace. It was almost 6 pm when I boarded the bus. It was a long journey (maybe 100 to 120 km). The bus was congested. I stood at the back of the bus. I was wearing a full sleeve shirt with sleeves rolled to my elbows and a jeans pant. After 10-15 minutes, I felt a hand on my dick rubbing from outside my pants. At first,...
Gay MaleWarning this series is fundamentally a bisexual (MMF) threesome story. If bisexuality makes you feel uncomfortable, you should probably stop reading now. Also, I have illustrated versions of these stories in PDF format for anyone who would like a visual to go along with the words. I hope you enjoy. M___________________________________The Unexpected (Part 1 of 4)I stood in the doorway trying to wrap my mind around what I was seeing. There was my wife of 25 years bent over the counter, moaning...
Wife LoversHello readers. Handshake to boys and boobs shake to girls. The story is a half-fiction and half-real, written for kinky and hardcore sex lovers. Relax and hands inside underwear now! I’m a 25 year old Software professional leading a healthy (I mean boring) life. I never had a girlfriend and led a lonely life nearly entire life. Although family life was nice, that desire to have a girlfriend was always there. Many might disagree but I feel a guy needs a girlfriend or at least a close friend who...
It was a cold winter morning and I was heading to my local gym. I pulled up to the empty parking spot and looked at my analog clock, five forty-three. I always worked out in the gym before my first classes. I walked up the big staircase and inside where a sweet woman greeted me. ‘You need a locker?’ she asked. ‘Yes, please.’ I went down the staircase and into the men’s locker room. There was only one lady on a stationery bike. I opened my locker and changed my clothes quick. I glanced at the...
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 ListWarning this series is fundamentally a bisexual (MMF) threesome story. If bisexuality makes you feel uncomfortable, you should probably stop reading now. Also, I have illustrated versions of these stories in PDF format for anyone who would like a visual to go along with the words. I hope you enjoy. M _____________________________________ The Unexpected (Part 1 of 4) I stood in the doorway trying to wrap my mind around what I was seeing. There was my wife of 25 years bent over the counter,...
This is the continuation part of the story “Unexpected encounters “. After the first encounter with pawan. I have avoided going to prajwal’s house. He asked me many times to come home but I have avoided him for one or other reason. In one sunday I and prajwal went for morning show movie. After the movie, we thought to take lunch and go to our places as prajwal had an appointment with a dentist at 2. When we came out of the theater I heard sound calling prajwal’s name. I and prajwal turned back...
Gay MaleFor the rest of the trip I avoided Abhay. I made sure that we weren’t close by. I couldn’t face him as I was filled with guilt. But just the memory of that night makes me wet. Finally we got back to our place and dispersed to our respective houses. Things were pretty normal for few days. After my office I use to assist Simran and our business also slowly but steadily gained momentum. Whenever I felt the need for sex I used to imagine my encounter with Abhay and masturbate but after masturbation...
Hi guys sorry for keeping you so waited.. Story continues from where I left. Guys who dont know me let me tell you about myself. I am aryan, average looking guy 5’9′ feet, Asian look, and an average middle class boy, with an athletic body. Guys check the previous story of mine ” unexpected sex with priya teacher in Goa” After a hard session we went to sleep. Next day in morning priya teacher had left for her place along with her daughter leaving me sleeping. Afternoon I received a call from...
To 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 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...
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...
ShemaleIt was a time of horrible raids by terrible marrauding hordes, which caused untold misery, fear and poverty in all of Pelopones. It was a time when Xena and Gabrielle were needed by all the towns, before it is too late, but she was nowhere to be found. The century before had been a good time for all, under the Cooperation Accord of Olympia, there was piece between all the polises, and Xena could concentrate on petty crime and feuding Gods. But now Xena had been on a mission in Asia for years,...
Hi, guys , I am charan, my age is 18.I would like to share an experience of mine which happened before 2 years.I am a straight guy and I don’t even know about gay sex in my childhood.My first encounter happened when I’m studying 8th class. I used to be friendly with all boys of my class.One day, our teacher didn’t attend our class as she was on leave.So we got a leisure class.All students were doing their works and some were roaming outside.My friend (Kumar) called me to the last bench where he...
Gay Male