Losing My Virginity
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Losing your virginity is a moment in life that no one forgets. At sixteen, I had been going through puberty later than most, certainly later than a lot of my peers.I attended an all-boys school in south-east London, and in the first three or four years, I’d been self-conscious about getting changed for PE lessons because of my lack of pubic hair and small genitals, but by the age of sixteen, I had developed into a proper teenager who was growing a great body; however, I had no confidence where...
First TimeLet me tell all ISS readers that this story is told by my girl friend Rosie. I thought I should write how I lost my virginity. Loosing virginity is a big thing, no doubt. At the same time, I think, in our society too much stress is put on a girl being virgin till she gets married and the same is not expected of men. Okay, my story starts like this: After my sex lessons at my uncle and aunt, I started playing with my pussy during nights and put fingers inside and smell it. I was dying to have a...
true story about losing my virginity - for the second time.I was pleasantly surprised when I met Brian. It was rare to blindly meet and find that they didn't lie about themselves over the phone. He was a tall, dirty blond with a lean frame and nice toned arms coming from his fitted white t-shirt. He had been totally upfront about who he was - and total party boy. I'm always attracted to confident guys and he had this in abundance. He was very sure of himself – a total turn on for me. There's...
Losing Her VirginityIt was a beautiful Summer day. Sun shone brightly. Birds twittered joyfully. I was a young girl and beyond bored.We had just moved to the area so I hadn’t had a chance to make any friends yet. On top of that my parents were extremely religious and practically kept me under lock and key. Especially when they weren’t home, I was forbidden to go anywhere.So on this unbearably boring day stuck at home all alone I found myself exploring our new back yard… a small half acre in the...
Introduction: This is my memory of losing my virginity. She was 2 years older than me, and it was truly an unforgettable experience. This memory is a purely sexual one, I have left out the setting casuistry and simply wrote this to express the sensations. I was 16 when this happened. This was two years ago. She kneeled in between my legs and she looked down at my erect cock eagerly. I grinned sheepishly at her, not knowing what to do next. She looked back down at my cock and drew her face...
According to my friends I was very late in losing my virginity. just after my 16th birthday. I had many girls in the kissing and fingering sense and even sucked a couple boys cocks but never had I felt my cock inside anyone else before. So how does the story begin. The story begins several years before with my best friends mum anna. Andrew, lived across the road and I wanked over his mum in my bed everynight. She was a Polish lady but she was so sexy in every sense. I had the worst type of...
So, the story starts with my girlfriend(Ruhi) and me(Tushar) were in relationship for the past 2 years. As high school students we did nothing but kissing and we were eager to have new experiences. After our 12th grade exam we went to a trip to Lavasa accompanied by another couple (mutual friends).We had an hour long ride and reached our destination at 2pm. We checked in to the hotel and got ready to do some adventure and water sports, after having a lot of fun we came back to the hotel.It is...
This happened many years ago as a boy in my last year at high school, when a tall blond girl moved into the my math’s class, which was for the brainier pupils.She ended up sitting next to me as we lived only a few streets away from each other, but had never really talked much, that was about to change as after only a few lessons she asked me to help her with her math’s homework, as I found math’s easy to do I said yes so that afternoon after school we when to her house.She told me that her mum...
I was 15 years old when I lost my virginity. I'd already been sucking dick long before that, but hadn't gone all the way yet.The guy I lost my virginity to was 21 and had the biggest cock (at the time) I'd ever seen. It was long and thick, pulsating with desire, yearning to be inside of my juicy, hot cunt.I sucked his cock first, making sure he was absolutely hard. While I sucked his dick, I fingered my pussy. I was so wet, my fingers and hand were soaked by the time I was ready for his dick...
Hello, sex story readers, after the great responses on my previous stories, here I am writing the saga of when I entered the magical world of sex. This happened after I turned 18, I was dying to have sex, I had been making out (kissing and touching being fully clad) with a lot of girls simultaneously, but none was ready for the real thing, and it was really frustrating, and my hand was my only true support during those hard times, I use to masturbate two-three times a day, but nothing was...
I confess that I lost my virginity when I was 13 to my sister’s best friend. Her name was Claire, taller than me but she was 16/17 at the time, quite thin and with hot ginger hair. I’d always kind of had a crush on her partly because she always wore skirts. One night, was at home alone. My parents were out at some party and my sister was on a school trip. About 9PM there was a knock on the door, go downstairs and answer the door, its Claire, looking kind of drunk standing there in the rain; she...
This is a true story of how I lost my anal virginity to a random stranger from Craigslist. Posted anonymously elsewhere.—————————————I cheated on an ex gf with some guy I found on Craigslist. I had always considered myself straight (despite the cross dressing and panty obsession), yet had been growing more curious as I got older.A few years ago (in my early 20s), I was flat sitting for friends while they were away, and I was on the Craigslist casual encounters section (more out of interest than...
I grew up with this boy that lived next door to us (his name was mike) I was 16 & he was 15. He went to my high school, he played football & baseball. I have had a huge crush on him for the longest time! I could remember kissing him on the cheek when we were like nine or ten. As the years went on he started to hang out with other girls, yeah, I did get a little jealous! I started to go to his games, then he started to hang out with me more & more. My mind was racing with thoughts of...
Hey friends, I am Shani Singh and I am 6 feet tall and I have a fair skin with well built muscles. So today I am going to tell you how I lost my virginity and how was it a beautiful experience in my life. Let’s start, I was working in a call center, Mohali. Basically I am from Chandigarh and I have had 3 girlfriends total in my life.I have never had sex from the first two, oral only and my third girlfriend’s name was Ankita.She used to work on that call center and she was noticing me ,so I...
Hi readers ! Being inspired by the submissions here I decided to narrate my first experience of intimacy. The story dates back to when I was in standard 10th and after the examinations I had been on vacation where my parents used to work. Then I was barely 15 and was having no experience of sex or idea about the woman’s body. Weeks in to the vacation I happened to meet a lady by name Manju. She was 25 years of age and was working in a government office. Though she was only 25 she always wore...
I’m a 21 year old attractive crossdresser from Mumbai, India. I am sharing a true story of how my roommate turned into a permanent fuck buddy!I’ve been crossdressing for 10 yrs now and have my own collection of all kinds of stuff you can think of. I moved into the city 2 years back and rented an apartment with a guy called Vishal who I didn’t know at the time. The first few days went in unpacking and setting up my room and trying to build a decent rapport with Vishal, have some drinks once a...
I have always maintained a diary and am using it for my posts. That is why there is so much detail after many years.After graduating high school in 1971, I attended a Junior College for my freshman year. In the fall of 1972, I transferred to a University about 2 hours from home. It was the first time I was on my own. The University was small. Enrollment was about 6,000 students. About midway through the fall semester, I met a guy who was a junior (about 2 years older than me). Really nice...
It started during summer before my junior year of high school. I was (not) only 16, innocent. Internet social media started to get really big, blogging and anonymous questioning. So there's this site, Tumblr where you can blog and people can ask you questions. I didn't have many followers, mostly friends and random people I knew of at school. One night a hot black guy that had just graduated asked me something. ME. I was so young and he seemed to be so mature that something lured me towards...
I was always a horny bugger. All I did from a young age was think about sex. Women were constantly on my mind. It's no wonder that the summer before college I had accepted a job working in the meat and frozen food department at our local grocery store. My mother thought that I did it for the extra money the department paid, when really, it was more to get a good close look at all the area soccer moms when theywalked in from the hotsummer air.Every one knows the effect that cold air has on a...
First TimeI had been dressing since I was a p*****n, sneaking into my older sister’s room to “borrow” anything feminine I could find, a pair of panties, a bra, some cute sneakers or even her cheerleader uniform. It was a ritual I would submit to anytime I was home alone for a long enough period of time to transform into my gurlie persona. I changed names often back then, from Tabitha to Kaitie (short for Kaitlyn) to Ashley before settling on Tiffany by the time I was in my late teens. No matter the name,...
Me Joe from Mangalore 26 years working in software field .this is the incident happened to me with my best friend n her name is Tina, she also is 26 with nice figures of 36c 30 36, her lips are so inviting , the incident happens after we finished our studies in Mangalore. we both came here to collect the certificates and it was after a long time we are meeting after college days. fortunately or unfortunately that day one some communal riots started there place was under curfew, so its not able...
There was one other guy there watching and we got to talking about the game as we watched. He was also visiting, from France, and we were both very interested. He spoke English well but not Spanish and we were doing our own commentary. He was another businessman, called Etienne, about 45, well dressed and very friendly and I was enjoying his company. After a while a few other guests came in and asked for the baseball to be turned on. The bartender switched the channel. I complained but to no...
Chuck came into my mother’s life a year after she and my real father divorced. They married a few months after they met and Chuck became my step-father. I was seventeen at the time. Chuck was a nice man, always good and helpful to me. He was also a very handsome man, over six feet tall, with thick black hair, and was physically attractive. I mean to say he had a nice build. Although I tried not to look at him in that way, it was hard not to ignore his muscles, especially when he spent a lot of...
First TimeNorfolk 1933It had been two months since that evening,Stella had thought about it a lot since then,Her and Dawn had discussed it a few times. Dawn had told her that Sir Michael would never let another sole know.After all Dawn New of all his extra marital activities.As he new about hers.Stella had been a little shocked by this.You mean he knows about what we get up to as well?Look Stella, Dawn had said.Mike and I have an open relationship, he has my permission to have sex with any woman.As long...
I dedicate the below to one of by best friends – Aparna without whom I may have never been able to experience such bliss. My name is Dwyane (not really though) :-). Like most other boys I too took a liking to sex and used to watch porn and fantasize quite a bit since I was a high schooler. I never had the opportunity to actually have the pleasure to have sex with a girl. Perhaps I was because I was shy and quiet and wasn’t too upfront or forward in asking someone to do it with me. So too make...
They met in the break room on a Friday while Jasmine was preparing her boss' cup of coffee and he was there looking for something to eat. They started talking and the attraction was obvious from the very beginning. He offered to take her out to dinner that same evening and she accepted. By the end of the evening they were back at her place with her ass in the air as Peter pounded her pussy hard from behind. Jasmine was a single mom to her daughter Stephanie, a beautiful girl starting off...
I wanted him so badly. It was amazing to think how much I wanted him despite the fact he was taken. I was seventeen but I had wanted him for so long. I felt he was attracted to me as well- he would joke with me and look at me in a way that left no doubt in my mind that there was something between us. When I heard he had broken up with his girlfriend I knew that that this was my chance and I had to use it. He was older than me by a few years and much more experienced- what with me being a...
The taxi pulled up outside the imposing old house and I struggled out, which was no mean feat with one stiff leg courtesy of an Afghan hand grenade.I'd spent three months in a military hospital while the facial wounds healed, leaving me with a wicked looking scar from above my right eye down to my lower lip. It gave me a rather sardonic looking grin, whether I was amused or not. Apparently, it was a big improvement on when I'd been shovelled into the armoured car with half my face hanging...
IncestIt was after 9:00 and the blind date hadn't gone that well. His friendshad set him up for a date with Rose, not the most attractive and waytoo pushy for his liking. All that showering and shaving for nothing hethought. He ended the date at about 8:30 and drove Rose home, thenwondered what to do. He had been thinking he'd get lucky, but it was not tobe."Me and Rosy tonight", he thought wryly to himself.He considered returning to the beach where he'd been forced to suck astranger's cock the night...
If you are under 18 years of age or are not interested in these explicit topics please do not read this story. This story is true- even toned down some what. My first story, hope you enjoy it. I apologize if it is too long. As I said, it is my first writing endeavor of this type. I hope to put some more up-many will be fact some will be fiction.Several years ago I joined a site to finally find an attractive female who was dominant. Someone to help me explore these fantasies, deep desires. I...
BDSMWe are traveling south bound on West Coast Highway, the planned destination being the unit of these two chicks. What could be better than being driven to the home of two older nurses for a night of wild sex?Yeah, on face value it sounds too good to be true, well it is mostly true, but definitely not all good. My position in this Corolla is causing me some concern. I am sitting on the lap of the chick in the front passenger seat, without a seat belt. This is not only very uncomfortable...
First TimeThis is Sue’s story of her loss of virginity. Twins are involved. This a story can be read in conjunction with a” Bisexual” story titled - Jan And Sue’s Affair Begins At The Beach. I was seventeen and was studying in a boarding school and did not have much experience with guys beyond a bit of touching and kissing. I had a few experiences with girls who had encouraged me to join them in bed after lights out and we masturbated a few times. I quite enjoyed it even though it had been with other...
First TimeThis is Sue’s story of her loss of virginity. Twins are involved. This a story can be read in conjunction with a” Bisexual” story titled - Jan And Sue’s Affair Begins At The Beach. I was seventeen and was studying in a boarding school and did not have much experience with guys beyond a bit of touching and kissing. I had a few experiences with girls who had encouraged me to join them in bed after lights out and we masturbated a few times. I quite enjoyed it even though it had been with other...
First TimeHello all, I am Ritika, 39 years old. I am married with a kid. I work in an IT company. I am going to share my real incident with you all. I am not a sexy girl. My weight is 95 kgs, and my waist size is 38, and my bra size is 42. I don’t have any obesity, but still, I am a fat girl. I completed my engineering and was placed in a good reputation company. My colleagues and roommates were having multiple affairs, but I didn’t find any boyfriend in the office. On weekends, my roommates’...
Introduction: Older brother seduces and takes cute nerd sisters virginity. Taking My Sisters Virginity Summary: Older brother seduces and takes cute nerd sisters virginity. Note: This is a Winter 2014 contest submission. Note 2: Thanks to MAB7991, Robert and goamz86 for editing this story. Note 3: All participants are at least eighteen years old. Taking My Sisters Virginity I wasnt necessarily eavesdropping, as they were drunk and not really talking quietly…I could hear them clearly from...
John is a teacher of history, science and math at the local all-girls high school. He is 32 years old, single, and at 6 feet 2 inches weighing in at 200 pounds the students consider him a hot one. He cannot understand how he ever got a job at the school, given it is all females, but he has never complained as the views are always great. Larraine is a senior with a good record. She is sort of quiet but anything but a prude and she has been around some. She has had a couple of...
I was 19 and so was she. Here is the true story of how i lost my male virginity! It was Sheila’s 19th birthday and i had missed her birthday party. The party was over by the time i reached her flat and sheila was a bit cross with me. I gave her the watch that i had brought as a present for her. She liked it, smiled and gave me a ‘thank you – forgive you’ peck on the cheeks. Sheila had an extremely beautiful face, dazzling eyes, and an amazing figure. She was dressed in a fantastic long dress...
VOLUME-2 Chapter II Undressing. • Silk stockings and garters. • A tough virginity. • Triumphant. • Sanguinary proofs. • The second entry. • My foreskin. • Twenty-four hours fucking. • Gamahuching. • Six days pleasure. • Camille returns. “The bonnet will be home”, said I, “let us go.” “Allons, allons”, so off we went. It was dusk when we got in the cab. “I am to put on the stockings if I give you a pair, and to feel”, I said. “No man has, c’est trop fort, you ask too much; you may put on...
Chapter 3: Lisa’s First Love – Don wants to take my virginity….I think I want that too. I awoke the next morning, thinking that the word eventful does no justice to the past twenty-four hours. Yesterday, I kissed Don for the first time, he felt my breasts, fingered me, driving me to a wonderful orgasm. He introduced me to his penis, and ejaculated all over my stomach as we humped together in my bedroom. I could not resist masturbating last night as I lay in bed, recalling the wonderful day...
First TimeLovely and warm greetings to all of you. So, what’s going on with all of you? I hope all of your hopes are fulfilled. This is a continuation of my story. Please read the previous parts to enjoy the story. Here I continue about my wife’s anal virginity. With that incident, our whole life took a U-turn. Now I used to kiss her, hold her and do everything that a loving husband must do to their wife without fear of getting caught. Her daughter always smiled, watching me flirt with her mom or kiss...
Tommy and I both played sports growing up, he excelled in baseball and I Hockey. He was a left handed pitcher. I was a hockey goalie. I played baseball up until we got to high school. Then I was not good enough to make the team. When we were in our junior year Tommy was recruited by a lot of schools, as well as pro scouts. Whenever he had practice or games. I stayed and played pinball and other games that he had in his basement. We one day found a box of magazines that a neighbor had thrown...
Paul and I had known each other for a couple of years, we met when Paul was at uni. I was married and searching for a guy withwhom I could have regular sex. Paul lived in a unit near the uni so it was convenient and private. Somewhere we could enjoy ourselves without being outed.Our relationship had progressed from wanking and sucking each other to more intimate and caring sex. For instance, we would kiss and talk to each other about our feelings for one another. We would spend afternoons naked...
Gay MaleWe are traveling south bound on West Coast Highway, the planned destination being the unit of these two chicks. What could be better than being driven to the home of two older nurses for a night of wild sex? Yeah, on face value it sounds too good to be true, well it is mostly true, but definitely not all good. My position in this Corolla is causing me some concern. I am sitting on the lap of the chick in the front passenger seat, without a seat belt. This is not only very uncomfortable...
I was always a horny bugger. All I did from a young age was think about sex. Women were constantly on my mind. It’s no wonder that the summer before college I had accepted a job working in the meat and frozen food department at our local grocery store. My mother thought that I did it for the extra money the department paid, when really, it was more to get a good close look at all the area soccer moms when theywalked in from the hotsummer air. Every one knows the effect that cold air has on a...
If you are under 18 years of age or are not interested in these explicit topics please do not read this story. This story is true- even toned down some what. My first story, hope you enjoy it. I apologize if it is too long. As I said, it is my first writing endeavor of this type. I hope to put some more up-many will be fact some will be fiction. Several years ago I joined a site to finally find an attractive female who was dominant. Someone to help me explore these fantasies, deep desires. I...
My name is Lexy and I had just moved from a more rural area to the center of a very unpleasant Florida town. On top of not being fond of the town I lived in, I didn’t know anyone in the area. A few months earlier while I was still at my old house I went to a gathering in the area of town where there are three or four bars on one block, it was called ‘Friday Night Live’. While I was there I met a 6’2′ goth boy named Chris. From what I could tell he was toned and had straight black hair that was...
I have always had an interest in sex. Even before I really knew how it all worked, I used to hear my parents in their bedroom at night and wondered what they were doing. It seemed like they were REALLY enjoying it. I found some porn magazines in our basement when I was an impressionable youth…and that changed my life!!! NOW I knew exactly what they were doing and why they enjoyed it so much. I began to masturbate and dream about being with guys. I loved the thought of sex and wondered how it...
I feel that I must share my first experience with you all, I was just 16 at the time and like most 16 year old guys I was constantly horny, I had always had a very flirty relationship with my stepmom who was very sexy and in fact it was her who gave me the talk about the birds and the bees, She was a brunette with the sexiest feet you could imagine they were so well kept and silky, We were talking about relationships one night when I plucked up the courage to tell her about my foot fetish she...
This is a true story. I am writing it more for introspection that for you to get off...At the time I was a 17 yr old young man... I was so shy I was afraid to even talk to a girl my age... I didn't date, had few friends outside of school sports. I was a competitive Diver and Gymnast. Looking back I know I missed out on a ton of experience and kick myself in the ass for not being more assertive then. I was 17, 6 feet tall with the muscles of a k** who did rings and highbar and the frame of...
When I think back on it is really the only way this could have happened. I never thought about having sex with another man so it wasn't something I was seeking. My second cousin invited me out to this fetish club for a band that he knows. He said it was a goth industrial type thing, and he was into that whole scene but I wasn't. So he told me he'd give me an outfit. The outfit was a bit over the top. This ratty looking dingy black shirt with these leather pants that were obviously for someone...
This is the true story of my first time with a man while fully crossdressed.I answered an ad in the local paper for a guy looking to meet a crossdresser and exchanged some text messages before agreeing to meet.I took the bus to where we had arranged to meet, it was a flat in a not great area of town. Nervously I rang the buzzer and entered the block, getting the lift to the fourth floor I went to the door and rang the bell.The door was answered by a man in his early fifties of middle eastern...
My parents were away for the weekend, so I decided to have my best friend Rick over to watch a game. I knew he didn’t really like football much, but he did like to watch the players run around the field in their tight pants. See, Rick is gay. I’d known that for a long time and was always cool with it. Partly because I’d always had a few gay fantasies myself, but mainly because he’d never made me feel uncomfortable in any way about it. He was just a really good friend, who I knew I could talk to...
Let me describe myself tall handsome and good looking too that’s what my girl told me. I’m a software engineer and I started working at a company. you couldn’t get into any men’s hostel the next thing to select was a PG. Yes at least I got it. It’s fairly a 2 km away from the company. Their place which I went was so amazing. First of all that family was a nuclear one. Wife husband and 2 and half year old kid. Husband use to work in shipping industry and he used to stay at home for 6 months and...
This particular night though turned into somewhat of a gay fest. Perhaps Rick couldn’t control himself for whatever reason, but he ended up making comments about the players throughout the game. We were drinking our Gin & tonics as was customary when we hung out, so maybe he was a little too tipsy to control himself. Or maybe he was just horny that night, who knows. But he talked about their butts non-stop and loved how he could see their biceps and how strong they looked. “I’d let him just...
The taxi pulled up outside the imposing old house and I struggled out which was no mean feat with one stiff leg courtesy of an Afghan hand grenade. I'd spent three months in a military hospital while the facial wounds healed leaving me with a wicked looking scar from above my right eye down to my lower lip, it gave me a rather sardonic looking grin whether I was amused or not, but apparently it was a big improvement on when I'd been shovelled into the armoured car with half my face hanging...
The Games are a yearly event where five randomly selected eighteen-year-olds are required to compete for survival. The theme varies from year to year, but the conclusion of the Games forever constant. One player remains alive, the others having failed to prove themselves worthy. The fate of this final contestant rests in the hands of the masses. If they acted with noble intent and provided worthy entertainment, they are crowned victor. If not, they are banished to the outerland, a fate far...
I’d met Sorcha and Megan seven months before the events of this story took place. They were introduced to me as two Irish runaways, by a client that I was seeing on the south coast. I met them on what was a scorching day for England, with temperatures hitting thirty centigrade. With our meeting and business completed, the girls took me to a local naturist beach and, inevitably, we ended having sex. Seven months later, as I stood on the platform, waiting for their train to arrive, the weather...
Office SexFrankly speaking, this is my fourth sexstory and I write only real stories.This is the story where I will tell you how helped my iss fan to loose her virginity. Feedbacks should be submitted on ””. Hi friends …. It’s me, Kannan. As promised I’m back with my new story, titled “Helped my iss fan to lose her virginity”. Firstly I would thank all my readers for their overwhelming love, response and precious comments which encouraged me to write my new story. And I would apologize for the delay....
Incest