Unexpected Sexperience With Unexpected Woman
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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...
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...
ShemaleThe ocean at night is the most exquisite place I have ever had the pleasure of seeing. Every night I walked the beach barefoot so that I could feel the soft sand under my feet and between my toes. I like to just lie there on the sand and close my eyes and just listen to the waves softly crashing. This always calms me, even after a stressful day at work. I now sit here by the shore with my arms supporting me and my legs crossed out in front of me. My eyes closed, I let my body relax and I just...
The door bell rang just as Sophie was putting the finishing touches to her make-up. Damn it, she thought, who could be calling at this time? She was running late for work, so she wrapped a towel around herself even though she was wearing underwear and padded down the stairs to the front door.“Hi Soph, how are you doing?”Feeling confused, Sophie smiled and pulled the towel tighter around herself. What was her uncle doing here at this time of the day? Surely, he would be heading into work...
The day is 23rd of September, it's my birthday! just like the usual busy day during the occasion, my friends and other relatives were invited. we drink and party the night. Then, one nice lady visitor name racquel came looking for my nwife, rose, looks like shes having a problem on her husband. She hang for a while with us taking up some beer. But, maybe shes not used drinking because maybe 4 bottles then she cried out like hell and screaming the shit about her husband. I was angry then, I told...
My dad is in the hospital, my wife said. My mom is out of town and I don’t want to leave him alone so I’m staying at the hospital tonight Of course my love. No problem with that. Send your dad my best and I hope he is better. Just like that, my wife left the house, en route to care for her sick father. A group text came through that went to her entire side of the family. “Dad is in the hospital, and since mom is out of town I’ll go help out” All was smooth sailing, then I got a...
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...
Hij doet open en heeft een t shirt en een joggingbroek aan. Hij is al opgewonden zie ik. Zijn gezicht ruw van de stoppels. Bij binnenkomst kus ik hem meteen. Ik leun achterover tegen de muur naast de voordeur en hij drukt zich tegen me aan. Langzaam, zachtjes verkennen onze tongen elkaar, alsof ze weer moeten wennen aan het samenspelen. Mijn rechterhand daalt af naar zijn broek en ik kneed zijn lid. Hij wordt direct hard in mijn hand en hij fluister in mijn oor: "ik ga je suf neuken!" Geil als...
I was camping with my wife in the Florida Keys at a state park when she decided to take a day to visit a friend about an hour away. I didnt feel like going, so I figured on a relaxing day to lay on the beach a bit and read a book.After a couple hours of that I decided to go to the bath house and take a shower before making lunch. On the way I ran into a guy ( Paul)that was staying a few campsites over from ours. We had said hello a few times so we chatted a bit on the way to the bath house....
Daddy's working away again, I really miss him when he's gone. I miss his snuggly cuddles, I miss his deep sexy voice, his gruff, grizzly beard. I miss the way he can make my panties soaking wet just by looking at me... I just miss him!I have my stuffies to keep me company and all of the wonderful, naughty toys that daddy and I play with but none of them do it quite like him. I lie awake most nights trying to play with myself and make my clit feel like it does when he caresses it or trying to...
Charlotte stepped into her room quietly and closed the door. With a quick twist of the lock she sealed herself inside. Gingerly she moved over to her desk and opened the bottom draw. Hiding underneath her diary and a few other papers was the reason she came up here. Six inches long, an inch wide and ribbed for the ladies pleasure, a purple plastic vibrator. She had been desiring a ride on this baby all afternoon. She double checked that the door was properly locked, last thing she needed was...
Just for some context, Nirosha was my milf of a neighbour who I used to have sex with. She would let me do anything to her as long as I promised to fuck her. Nirosha's husband called me over one day. Our family always helped each other out or enjoyed each others company. Nirosha and I have been having sex for about a 4 months now and I was scared that he found out. I went over thinking of what I would tell him, when he confronted me. "I know that you are tech-savy. We bought new computers for...
So Tony had left and I was a fully satisfied girl, although naked under my white silk robe with the exception of my black kitten heels I felt at one. Alexander, my wife's lover was coming for supper, I had all day to prepare. I poured myself a stiff gin and pondered where I had come in the last month. My transformation from software engineer to beautiful woman was slowly coming on. My breasts were small but pert, my weight loss accentuated their size and my hips although male were sufficiently...
There was a knock at the door. Two people standing there, a man and woman. I stared at them not really taking in what they were trying to sell me, but at the fact that the female sales person had quite a nice rack on her. She carried on taking to me when I realised the man standing next to her had clocked me checking her out. He smiled so I nervously smiled back, and invited them in to carry on selling. They sat side by side on the sofa as I sat on the other sofa which sits facing it. I looked...
I was plowing through the snow towards the cabin in front of me. Unexpectedly being stuck in this snow storm with temperatures dropping fast, that place was my only hope of some protection from the cold.On my way back home from a neighboring city, I ignored the weather warning partly because I couldn’t afford to stay in a hotel And partly because I just wanted to be home. But halfway through the long forest road, disaster struck, my front wheels locked up in a corner and my car went straight...
InterracialChapter One It was Friday night around ten o’clock, Lauren guessed. She wasn’t really sure, because the only thing that had her complete attention at that moment were dark brown handsome eyes boring into hers with such intensity that she couldn’t look away. She was mesmerized. The night had started out innocently enough. She and her girlfriend had come to MacAllister’s bar to celebrate her girlfriend’s birthday. The next thing she knew, her friend on the barstool to her right was laughing with...
Straight SexUnexpected Jamboree----------A bus filled with noisy teenagers rolled into the parking area towing a white enclosed trailer with local lettering. They were all wearing matching uniforms, scarves and caps from a nearby town's scout troop. Dad and my brother walked out to greet them and directed the bus into a grassy field next to the pool with picnic tables and a large fire pit. There was a frenzy of bodies pulling gear out of the trailer and soon the field was dotted with small pup tents...
Hello 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...
Hi friends….I am Gagan aur aaj mai apko apki aur ek frd ki kahani btane jaa rha huu…. Before that if any girl or lady want any type of benefit from me then mail me on so here we goo…. Soi phle mai apne bareme bta duu mai ek healthy muscular ladka huu age 21 height 5foot aur lund kabhi measure nhi kia but jisse bhi chodda h sabne kha h ki bhoot bdda and mota h… Sooo February ki bat hai hum sub friends ek reunion party krr rhe the ek ladki megha joo ki meri bhoot achi frd h wo mujje milli...
Hi readers, this is Atul once again with a brand new encounter, which has happened early December, 2011.It was Friday 2nd December, 2011 as usual I went to office. I always love Fridays since the next two days are holidays for me and when I reached office my boss called me in his cabin. I was not even settled on my seat, but once I got his message, immediately I went to his cabin. He told me that I am going to Pune within next 4 hours. He had made arrangement to book my Volvo ticket also. I...
Ben and Craig were small-time criminals supplementing their unemployment cheques with the proceeds of their petty crimes. Their favourite ploy was to trawl neighbourhoods late at night looking for house or car doors left unlocked. This night brought them to a part of the city they had never tried before. But they were having no luck. Everyone round these parts appeared to lock their car and house doors. It was 3 am and they were on the last part of their long trawl through the tree-lined...
Ben and Craig were small-time criminals supplementingtheir unemployment cheques with the proceeds of theirpetty crimes. Their favourite ploy was to trawl neighbourhoodslate at night looking for house or car doors left unlocked.This night brought them to a part of the city they had nevertried before. But they were having no luck. Everyone roundthese parts appeared to lock their car and house doors. It was 3 am and they were on the last part of their long trawlthrough the tree-lined avenues. They...
Straight SexNOTE: NO SEXUAL ACTS ARE PERFORMED IN THE STORY BETWEEN MORE THAN ONE PERSON, PLEASE REALIZE THAT THE PEOPLE IN THE STORY DON'T REQUIRE AN AGE TO DO WHAT THEY'RE DOING! Note : This story is completely fictional! About 10 years ago, I was your average young boy that didn't do much besides play games and watch TV. I masturbated a lot, like most boys going through puberty would. But my favorite place to masturbate was my upstairs bathroom. It had a plastic shower curtain that felt magnificent on...
Incest