Unexpected Night With My Best Friend
- 3 years ago
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Hello, everyone, I’m Varun and a fan of ISS for a very long time. After reading so my stories now I like to share my own experience. I’m a gay bottom living in Chennai. I always wanted to have a dirty sex and wanted a real adventure in it. I’ve had many experiences like seducing my friend, masturbating in the classroom, sucking in a lonely theatre, and my most favourite picked up in public restrooms etc.. To tell about myself I’m really a good looking smart guy, with a small belly and nice...
Gay MaleUnexpected Meeting - Visiting a Friend by strangefun WARNING: This story contains graphic depiction of depraved sexual acts, sisification, sexual abuse, humiliation and torture. Read at your own discretion! Once again, I am in my car, driving into the scary and exciting unknown... Once again my lace-covered fingers grip the steering wheel, as I moan, biting down on a large white ball gag, strapped tightly around my head. Once again, I am not sure what to expect when I get...
This event will forever be etched in my memory as it was a complete surprise. Let me set the scene of how this all unfurled. we were at a family dinner and towards the end my mother… This event will forever be etched in my memory as it was a complete surprise. Let me set the scene of how this all unfurled. We were at a family dinner and towards the end my mother in law took ill, some kind of food allergy, and the whole group took off for A & E leaving my 17 year old sister in law with me...
Fantasy* All characters in this story are 16+ and all actions are consensual * It was probably an understatement to say that I was very pleased with myself following the deep ass-plowing that I had subjected Lilly to a few days earlier. In fact I couldn't help but feel proud that Lilly's first ass fuck had clearly impacted her, after seeing her walk down the street yesterday in a way that suggested her tiny hole was a little raw from the experience.So with the very fresh memory of having my full 8...
AnalHi 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...
Hello dear readers… Hope you are ready to be aroused by my new unexpected yet wonderful experience. Not delaying any more… here I start my experience :) I am a male bdw ;) and I am staying with my friends in a house. As many guys have that anxiety about woman and their hidden treasures, I was also curious about them and always wanted to have some fun with woman but never got a chance. So… why am I writing this post? It’s because every one is given a fair chance, I also got mine and that too in...
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...
I am Jenny, and my husband Craig have been married for 18 years, and we have not explored too much outside of just us, but recently we had a really hot experience, quite unexpected actually. We had a party at our house some friends and neighbours came by, it was great. It went really late and we all had quite a bit to drink. As the night came to an end, everyone left, all except for one of our recently divorced friends who Craig works with Katie. I am about 5’1” 129lbs 34b sexy rounded ass,...
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...
LesbianHi 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 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...
Hi, my name is Mikel (fake) and I am from Kathmandu, Nepal. Today I am going to tell you about how I had a threesome with my sister and her friend Riya. Please read my previous story, “” for continuation. I hope you all enjoy this story. My sister’s friend Riya left after her mother called her. I offered to drop her but she said she could manage on her own. I was a bit worried about what happened between us as she was my sister’s friend and it could be a little complicated. But the thought of...
IncestThis 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...
Hello friends. This is Rakesh again. Its been dry these days. To be honest I don’t remember when I had sex last. Well apart from that, this is not my story but of a friend. So I will be writing her words. I do have due permission from her to write it. I know this might be lengthy but its a damn interesting experience. Hello. This is Anita. I have always been a failure in love and relationships. After my mom died I was kind of depressed. Being an introvert, I have few friends. I was cut off from...
My wife’s best friend has recently split from her partner. He was a complete prick, so no great loss. We have been supporting her, taking her shopping, having her k**s round for tea etc. She has 3, by 2 different men. She’s a fairly average looking woman, but there’s one,well two,things you notice about her, and that’s her 36 JJ tits. As she’s only about 5ft6, they just look so out of place on her. She may also not be the skinniest person alive, but that’s what l like anyway. A big muffin top...
Here I come with another story but this is with my girl friend’s best friend. Talking about me I am a god looking guy with good physic 5ft 6in and with a 7in tool and 3-4inch width which can satisfy any of you hot and sexy babes young or the experienced ones. For me satisfaction and security of my partner is more important. All the names here are changed. Any hungry girl or those experienced can contact me on Would love your comments and invitations to try something new as well. Story: Me and...
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 will tell this story in telugu Na peru sai 21years studying btech final year in vijayawada height 5:11 slim avg in color 6 inch dick This is a true story happened twoyears back Please mail your comments to Naku oka friend unnadu vadi peru rajesh. 5:09 height with some fat dark color 4 inch dick vadiki oka lover undi Nenu and rajesh tanani kalavataniki vellamu oka roju evening Rajesh lover peru swati 5:05 height white color 36 30 36 nice structure long gair Swati tana friend meghana(5:08...
Hi friends, this is Ssweety, I live in Pune and work with a software company. I am slim, 5’1’’ fair small town gal with 32-26-34 stats. This is my first post here and it’s about my first ever sexual experience, how I lost my virginity to my best friend. I hope you guys will like it. I have a couple of good friends Suraj and Sameer here. We always keep roaming together and enjoy each others’ company. I and Sameer happen to be very close to each other. We share our happiness and sorrow, more of...
Hi friends, my name is Aditya Shah. Anyone want a casual friendship or sex, can email me at Let me describe myself first. I’m 20 years old and I live in Mumbai. I’m a good looking guy but on the plump side, however I’m cute and wheatish. My penis is 6″ long. The second character of my story is Ayesha, my best friend. I have known Ayesha for 5 years now and she is my best friend. We have known each other very well and share a very special bond. But who knew we would share something even more...
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...
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...
The heroine of the story is Sunny (name changed), my friend from office whose measurements might be 38D-36-40. Obviously, she is fat but good. This happened when I was alone in my house. My father has gone to my home town to spend his vacations. This happened after the sex with my crush which you can read in . In that story after some days, my crush went back to her home and then this happened. I was alone in my home wandering naked since I am alone. A friend of mine called me and asked if she...
Lazily, I rise from the comfort of my bed to get into the shower. I turn the water on as hot as I can stand it and gingerly step in. Leaning my head back, I let the water caress my scalp and run down my face. I reach down for the shampoo and methodically massage the liquid into my hair. Rinsing the shampoo out of my hair, I reach for the conditioner. It’s amazing how incredibly sensuous washing your hair can be. My senses tingling, I rinse the conditioner out. Dispensing body wash onto...
Straight SexHi.Iss reader my name Aslam this is a story I’m going to tell you is my second story about another friend name Reshma. If you find any mistake sorry for that. She is of my class and we are good friends from our school. We use to fight for simple things and in between i touch her hand and leg and sometime her hip. It was as usual for us and whenever i tough her hip she use to make some noise. I use to go to her house as we are close friends and her parents also never mind when ever i use to go...
Please accept my apologies for poor choice of words as this is my first story. I am a bisexual guy, young definitely, good looking that I don’t know but always decent complements. This happened a few weeks back when I made a new friend in office and I realized that he is as alcoholic as I am. So to check his drinking capacity I took him to a nearby pub and we started drinking. I realized this guys is a fun to be with and he turns out to be really interesting one after a couple of pegs. But as...
Gay MaleThis story has been written for my own pleasure. It is purely fantasy. If you do not like any of the themes or dislike the story once you start, please stop reading. Constructive comments only please. Enjoy Jess had been my daughters friend since primary school and as such I had watched her grow up. She had been a regular visit to our house and was practically one of the family. She had been on holiday with us many times. Myself and my wife knew her Mum and Dad through the 10 year...
Chapter 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 SexHi everyone, this is Dr. Harsha, from Bangalore; this story happened 3 yrs back when I was doing post graduation at Belgaum. Coming to myself, am normal looking guy with 5’9 height 67 kg, broad chest and accessible length of tool which can hit g spot of any lady, this is my first encounter with new friend, I had romance with many gals in theaters, traveling in bus, but never had romance like this with this new friend. Coming to story, when I was in first yr post graduation, I am hard working pg...
So here I am....my bestfriend Justin's cock lying on my bottom lip. His hand slowly stroking it as I await for his sperm. His moans fill the room and turn me on even more. My mouth opens as a bead starts to form on his slit on his head of his 7 inch cock. It's creamy white in color. I could hardly wait for Justin to cum in my mouth...I watched a lot of gay porn and saw videos of guys cumming in other guys mouths and it was hot! I came a lot just watching them and now I was about to get a hot...