Britney loses her Sissy virginity
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Anna Smith was introverted. She had no friends and often was by herself. She was very awkward around people. Anna had just turned eighteen and was in her last year of high school.She never was invited to parties and didn’t really have anybody she could say was her friend. She was a virgin and had no experience with boys. She had crushes on many boys in her class and a man crush on her male teachers. She was too shy to make conversation with anyone.She spent a lot of time at home and did a...
IncestHi. I am ‘that guy’. I am 26 and average body with a 5.5-6-inch penis. Since I received positive feedback about my previous stories, I am writing about my experience from college. This story is in 3 parts. The first and second parts are about how I got to have sex with two roommates and the third part is a surprise package. Make sure to read them all. The story began when I was in the final year of my college. I had a classmate named Aarti who was also my good friend. We used to study...
Despite needing sleep after the long week of torturing herself, Sarah woke up around 4:00am the next morning and laughed when she saw the clock. Her panties were wet as she recounted the great sex from earlier in her head. Knowing she wouldn’t be able to sleep so worked up, she got out her vibrator and got off again, followed by grabbing her phone and sending a text to Mr. Michaels, “Your devoted cum whore is now addicted. I just came for you again Master. Please get out of my head and let...
My name is Lori. I have been carrying the shame of what I did, and what happened to me, at my bachelorette party with me for 5 years. The guilt and shame are almost unbearable at times. I have thought about telling one of my close friends or my sister, but have never worked up the courage to do actually do it. I am thinking about going to a counselor just to talk about it with another person, while maintaining confidentiality. The only people that know this story are me and the guy that was...
Carlo had awoken after hearing moans coming from his sister Kelly’s room. It was around two o’clock AM, and her moans became quite loud. Carlo was already nude and moved his hand up and down his semi-erect cock. He knew his sister must have been pleasuring herself again with her hairbrush. He was going to knock on her door and tell her he could make her feel amazing. She could either say yes or no or slap him across his horny face.Kelly was getting louder by the minute, and then there was...
IncestI stand 5’10” tall, very fair with straight, dark long hair. I have a naturally athletic physique as I’ve been a soccer player since I was small. I belong to a conservative Muslim family and we live in one of the big cities in central India. We used to live in a huge gated, private building complex with my dad and his 7 brothers staying with their families comfortably together. We have a huge but close-knit family. Dee is around 5’6” tall, dusky complexion and had medium-length, wavy hair....
Anna Smith was introverted. She had no friends and often was by herself. She was very awkward around people. Anna had just turned eighteen and was in her last year of high school. She never was invited to parties and didn’t really have anybody she could say was her friend. She was a virgin and had no experience with boys. She had crushes on many boys in her class and a man crush on her male teachers. She was too shy to make conversation with anyone. She spent a lot of time at home and did a...
My name is Sarah, I have what I guess you would call a petite body – though it is still developing. I have short dark hair and green eyes. I have barely any pubic hair (and none when all this happened) my breasts are small but firm, and my nipples are unlike the rest of me, quite large. I’m just twelve but this all happened a year ago. The story of how I lost my virginity. I managed to get into an adult only chat room and would try to join in – for some reason no one would talk to me as I...
This story is an adult fantasy, not real. My name is Tracy and I am 37 years old. I would like to tell you a story about what happened to me in my younger years that changed the course of my life substantially. You may not believe it, but that’s up to you. When I was 19, my family and I lived just outside Richmond, Virginia, on a small, 40 acre farm. My dad was an engineer for a local construction firm and my mom was a secretary for a plumbing supply company. They usually were away during...
(A Biography of a poor girl) (I am Farah, 28 married; this is a story of a girl told me directly by her) After receiving of wonderful response from my 1st, 2nd & 3rd sexual story I got the courage to write this new episode of a girl’s real sexual experience which is erotic enough that I felt to write it. (There may be mixing of Past & Present so please ignore grammatical mistakes. It is just for sharing and fun) (Now the whole sex story is in his words as I listened and compiled for all of...
This tale takes place about 13 years ago when I was in school. At this age I was fairly awkward and unaware of how attractive I was. Years of a passion for rock climbing and puberty had recently changed my body from that of dorky awkward boy to that of a fairly attractive teen. Spending 3-4 days a week at the local indoor rock climbing gym along with normal PE activities and running and lifting had given me a very Lynn strong body. I had a toned 6-pack, VERY large and toned forearms...
Amber May was a good girl. Good because she was a virgin. She had slutty thoughts though. She was twenty years old and yet to have sex. She dreamed of all the ways she’d have it but never tried it out.She was far too introverted to meet people. She wanted a boyfriend but never had the opportunity to meet somebody yet. She masturbated frequently and fantasized a lot.She lived alone in her apartment. She had no family and no siblings. She ached to be touched. She did speak to several...
First TimeMy wife, Charlotte, thought it was very nice and thoughtful for Jaimie, the 23 year old preachers daughter now moving with us, and unknown to my Mrs, Jaimie was carrying my baby, "Jaimie, thank you for all you did around the house today, but you know, you are not our slave, are our guest!" If my wife only knew, that Jaimie was "my slave" and number #1 cum slut.Charlotte was always wild in bed when alone or away in a hotel or when our k_ds were not home, date night always got me plenty of hot...
My parents were going to my cousin’s wedding and told me I’d be staying with my step granny. My mom didn’t want to leave me alone. She always thinks I’ll just be playing inappropriate things on my computer. She’s terrified to leave me alone. I love to be alone, but it won’t be happening under her watch. My birthday is at the end of the year. I’ll finally be turning seventeen. All my friends will be turning eighteen. I went to elementary school, when I was four and half. I’m the youngest kid in...
TabooIf I could turn back the clock and rewind this event then it would not exist anymore. But I can change neither the past nor this event. After the , I felt so guilty that I sometimes thought of killing myself for having done something which felt wrong. But it didn’t feel wrong at that time. I still ask myself these questions – Was it just out of lust and body wants? How could I ever let my body decide over my emotions? Did I love him more than just the body? I could not even reason to myself or...
Hi everyone, this is my first story on ISS. It is about how I took the virginity of my best friend turned current girlfriend during my engineering days at MIT. The girl in the story is named Priya, she is a very shy girl from a reserved family. We met each other on the second day of college and became friends immediately. I myself coming from a reserved family understood she felt insecure and found it difficult to trust people initially. So after being patient for 2.5 years, I finally managed...
As we pulled into the driveway I could feel the butterflies in my stomach and a lump swell up in my throat. I always felt this way when I knew I would get to see her. I never knew what to expect from her. She always seemed to surprise me. My cock seemed to always be semi-erect when she was around...and no wonder...she teased me endlessly with those low cut shirts and that little bikini with her breasts spilling out the top and sides. I longed to pull the string around her neck and let them...
As we pulled into the driveway I could feel the butterflies in my stomach and a lump swell up in my throat. I always felt this way when I knew I would get to see her. I never knew what to expect from her. She always seemed to surprise me. My cock seemed to always be semi-erect when she was around...and no wonder...she teased me endlessly with those low cut shirts and that little bikini with her breasts spilling out the top and sides. I longed to pull the string around her neck and let them...
Hi you would have read a few stories of mine by now ,let me narrate a story of one of my horniest girl friends named Shabana.She is 5 ft 7inches tall with boobs of size 36 flat tummy and a 36 inches ass.She likes taking dick in her ass too and has over last few years turned into a real slut ,let me narrate her story: Hi I am Shabana ,28 years old ,married and my husband has 4inches dick which is never enough to satisfy my hunger for sex.I was virgin till I was 18 ,but used to keep masturbating...
Continued form chapter four Well I'm here now and I want some of his hot sausage meat inside me too. She takes her glasses off & cheerleader outfit placing the on my night stand. She leaves her pigtails in place then joins us in my bed I'm ready now . She begins sucking sues breasts . I can't wait till they start giving milk . Do you think I could try some when it's ready?, why of course you can thank you . The only real pure breast milk I ever had was moms when I was a...
Joy put two pillows beneath my stomach so that my ass protruded up for his unhindered vision. I squirmed a bit as I felt a generous amount of almond oil drop in my asshole. It was followed by a gentle push of finger which started massaging my anal passage expertly. I could not believe that within a few minutes my son’s oiled finger was moving in and out of the passage effortlessly. Then he inserted the second finger and I felt a pressure in the rectal muscles. However, due to another dollop of...
IncestI was eighteen and almost nineteen years old, and my eldest brother was getting married. My parents gave birth to me many years later. In addition to my eldest brother, I have three older brothers. People say that my birth was purely accidental. I was eighteen and almost nineteen years old, and my eldest brother was getting married. My parents gave birth to me many years later. In addition to my eldest brother, I have three older brothers. People say that my birth was purely accidental. My...
AffairThe rest of the gang was near the steps of the school just talking, like Andre Harris, beck Oliver, and cat valentine. Tori just had the second to hear what there was talking about. "Hey, tori!" Greeted Andre. "Hey...uhm, what are you guys talking about!?" She asked, sitting beside Andre, i guess who she was the closest too in the group, they usually love to make beautiful music together. "Oh, tori, you wouldn't believe this!" Said jade. "I lost my virginity last night" she said. Tori,...
(True Story!)After seeing Sheryl and having sex we had taken a shower got dressed talked about our lives and family. I had taken Sheryl out to dinner. We had opened up about sexual likes and dislike. Had been honest told her sex between me and the wife had changed due to medical problem for the wife. We would have sex maybe if I was lucky 3-4 times a year. I told her that I was Bi but preferred women. She said she was also Bi but preferred men. That couple years back she worked as a Dominatrix...
Her name was Maureen and she was the most beautiful woman that I’d ever known. She was my stepmother. We were a blended family. My step-mom had three children and my father had five children. I was the oldest of all the siblings. My father was an alcoholic and worked late hours with his job. He'd always stop off at a bar, when he finished his shift for the evening, and then pass out in the spare bedroom. So my stepmother was always alone when she slept. My father was also very abusive to her. ...
TabooSherrie had known David for 16 years and he had always been the one to treat her back whenever she hurt it. He was a very sexy Physiotherapist, tall, tanned and very athletic looking. Without fail every time Sherrie went to see him he knew where she was hurting, and would instantly ask her to remove her top and undo her Jeans so he could get to her back. David would always like to check to see if she had her “G” string on and he could see she had a matching bra on. He would make the subtle...
Hi readers thanks for the good response on my previous one and for the new readers let me introduce myself I am Vishwash(25) 5’6 height, software engineer from Hyderabad. Without wasting any time I will come to the story, this story is about how it started and ended with a great satisfaction for both of us, and the heroine of this story is Priya her age is 24 and skin tone is white with curvy structure prefect measurement (34-27-36) and most I like her lips, juicy and pinkish color and crazy...
I was getting comfortable with my relationship with petite, red-haired, Tory Allen. We had gotten together for ‘private lessons’ twice more since our first meeting. I must admit, I was enjoying life for the first time since my divorce two years earlier. In spite of our age difference, she seemed to enjoy my company, not just my body. And I was certainly enjoying her as well. I assumed that our trysts would remain discreet. Boy, was I wrong!One day, after class, another student, Sara Enders,...
Group SexIf you have followed the stories, I first black mailed and fucked the preachers 23 year old hot daughter, Jaimie, she is now carrying my baby. See preachers daughter chapter 13 and preacher sucks for lead in to this story:Over two months ago I sucked my first cock and fucked my first man pussy, unbelievable, it was our preachers, so wrong but made me so fucking hard!He sucked and cum hard and recovered quick, he said he would be my sex slave cum slut #3. Well, I had been letting him wait as I...
I’m a 64 year old closet flasher. I like to think about doing it and read stories here and elsewhere but that’s about it. My wife and I go to a nude resort periodically but they are very straight and things like erections in public will get you thrown out. But my wife likes to flash also does show a bit more opening her legs for an open pussy shot when a guy is staring.But this year things may have changed a bit for me.We have a 69 year old widow living next door. A very nice conservative lady...
Well the plan as outlined and stage was set as mentioned in previous story, "Preachers Daughter Chapter 18, Preacher and Preacher.The following occurred yesterday as follows for Jaimie's birthday on her 24th birthday:I arrived and Jaimie looked hot and ready. I kissed her and told her we would play and get very naughty for the next 3 or 4 hours. I had her dressed in stockings, garter belt, heels, makeup perfect, her six month old pregnant little belly showing, I tied her, blind folded her...
I first met Amy when I began working out at a gym. I’m a 38 year-old guy who has played a lot of different sports all my life, and was used to being in shape, but a knee injury had stopped me participating and I’d got out of condition; too much beer and no exercise to burn it off with. I wasn’t fat as such, but I started feeling sluggish, so when the knee healed up after a minor operation I decided to get fit again. It was a fairly small gym situated upstairs in a community...
After they had the huts finished, the water supply taken care of and even finding they had plenty of food with the coconuts and the bananas, the fishing was good and Mr. Candleford even managed to trap a wild pig in a pit trap that worked perfectly. The only hard part was to get the carcass out and get it prepared for eating and then to smoke and keep the remaining meat safe for future use. In a sense, it was good that they were there on the island because the things would have started to...
Karen giggled lightly and smiled at Carrie. "Mmm yes he did, and it felt incredible," she moaned. Carrie slowly shook her head. "Bu... but what if you get pregnant?" She asked nervously. Karen laughed again. "So you do know something about sex. Well I am on birth control, so I won't get pregnant," she said. Carrie half smiled. "Yeah I just know enough to know that if a guy's cum get inside of your vagina, you can get pregnant," she stammered out. "Yes, but I take pills...
I've been babysitting for the longest time. Every weekend, I have a job and have made enough money to buy a car. I've been babysitting for the Jackson's for about two years now. They hired me overnight and will be paying me three hundred dollars. I'm so excited to go over there tonight. The best part of babysitting over there, is their gorgeous son named Jack. I wasn't sure if he'd be home, but I was hoping he might be. I've had a crush on him for the longest time. He's so incredibly...
We had chatted online and I agreed to meet him at his place, I was ready to take the step to live action and he was very hot and hung. I arrived and he led me to the bathroom to get dressed and made up, "See you in a few,Sweety" he said, I was already feeling gurly just by the sweety remark. I put on my cutest pnk plaid school gurl skirt, white stockings and pink satin panties, made up my face with some very hot red cocksucker lipstick, eyeliner and blush. I was so nervous, yet so horny. I took...
It was Christmas Eve and Mona looked smoking hot. To appease her parents, she went to church with them around 6:00 pm-- but she was sure to dress to the nines in an outfit that made the entire congregation pray for her soul. To top it all off, her long dark hair was styled in soft curls and her lips were covered in dark red lipstickWhen the service was over and dinner consumed, she headed out to a pub to meet up with her friends. When she got there, she noticed that she was the last to arrive,...
First TimeI was readying myself to jump out of the shower, when Celine wandered into my bathroom. “Ah, just in time. Pass me a towel, will you? I forgot to grab one before getting in," I asked her. “Good thing I’m here as usual or you’d be parading around butt naked, dripping water all over the place,” she retorted, whilst nonetheless wiggling her firm little cheeks over to the cupboard where I keep my towels. “Here, wipe your church doors with this!” then, “Shame, I wouldn’t have minded drying them...
LesbianHerman to Hermione -------------------- My name is Herman and this is my story. I am a 28 year old living in Dubai with my wife. Its been 4 years since we have been married and Julia and we both have a very good sex life. I met her one night while I was bar-hopping with a couple of mates and the same night we were all over each other like a couple of jack-rabbits. As I said sex has never been dull for the both of us and Julia likes to think up of new ways to keep the magic alive....
So this is a true story about the 1st man that I ever met. I was about 13/14 years old and had been talking to a much older man over the internet. He was about 50 if I remember correctly. I had been dressing in my mother’s underwear and dresses for a few years and found it so sexy, I had not considered myself gay or bi, I just knew I belonged in female attire, it made me happy and felt natural. The thought of pleasing this man made me excited, terrified and scared, but very excited. I could...
When Karen left James's room, she took the magazine that she was looking at with her. She still could not believe what had transpired this afternoon. Part of her was telling her it was wrong, but another part of her was reminding her of how much fun it was, and it would be ok as long as James didn't cum in her or Carrie's pussy. She laid in bed, her asshole still feeling a little weird, but she couldn't believe how it had intensified her orgasm with her brother's finger in there. She was...
Part2"Is this naughty enough for you?" I ask. His cum all over my face. He's nodding, and as he's doing so I get my index finger and sc**** up the cum on my chin and suck it off my finger. I do the same with the cum on my cheek."Now come over here and give me yours!" I demand. Jeremy walks over, his hard cock bouncing as he walks. I reach up and grab it firmly, giving it a good squeeze as I pull it into my mouth. I'm working his cock good for about a minute when I feel Jeron's hands on my...
Nearly twenty-seven years ago, a baby girl was born with a full head of flaming red hair. Her parents took one look at the color of that hair and decided the baby's name would be Cherrie. Originally her parents planned on calling her Amy since up to then, they had no idea she would be a redhead. Her mother was blonde and her father had dark hair. But her maternal grandmother was a redhead as was Cherrie's aunt. I met Cherrie about ten years ago and right from the very start, I found she had a...
TabooLENA LOOKS AT HER LOVELIEST AT EIGHTEEN AND STILL A VIRGIN -- FINALLY FULLY FREELena looks at her loveliest. Feels finally free from parental prison: over eighteen, gymnasium graduated.Lena is still a very virgin innocent teen. As far as I know, she even has not discovered masturbation yet.Lena takes the train with me, after our hot holiday. That day she is exactly eighteen and six months old. Lena is born on February 27. As a 'Fish' by star-sign she loves bathing or our swims in a Bavarian...
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...
Hello guys. In this story, I am going to narrate an incident which took place during my school days. I was in college back then. I was an average student who topped only in maths. Everyone was shocked about my extraordinary skills in mathematics. I scores 60 in other subjects but was always the first marks scorer in maths. May be I was naturally good in mathematics. My friends used to clear their doubts from me. They would come to my house and we would discuss the sums in my room....
An early finish from lectures was an unexpected and welcomed bonus. Don't get me wrong; I enjoy my course and the lecturer, Liz, as she insists we call her, is a dream. But an early off is always nice, especially on a cool autumn day.I walked briskly home through the park, letting my feet drag through the golden leaves, hearing them crunch under my boots.My eyes were never far from my boots, still glossy and black, form-fitting to the knees with a nice four-inch heel. They were my joy. Black...
IncestSummer had started, and Martin's folks had left for an anniversary cruise. Aunt Jackie was going to keep an eye on things while they were gone. Martin, Kelly, and Carlo would be home. Aunt Jackie was what you would call a cool Aunt. She let the kids have parties and even let them drink. Martin and Kelly were twins, and Carlo was the youngest.Martin and Kelly shared friends and were quite popular. Since their folks were out of town, their house was the place to be. Aunt Jackie let them...
IncestThese are TRUE STORIES about a girlfriend. At time she was 18 and and about 5 months away from turning 19 and I was in my late 20's. She had never really been in a serious relationship nor had she ever fooled around with a guy more than a handjob. We dating about a month and she had mentioned that she was ready to have sex for the first time. I was going away for business and she was invited to come along. After arriving to our destination and checking into our hotel we got into our bathing...
Hi all this is Panish. In a village, there lived a family of three. Their names were Siddu (55) – father, Padma (48) – mother, and Ramya (21) – daughter. Siddu was owning a grocery merchant shop in the village and he was the main supplier of groceries to the neighboring villages. The business went well so far. The elder daughter Ramya dropped her studies after 12th and stayed back at home. Ramya had the talent of making hand-woven wears and she kept herself busy with that hobby. Siddu and his...
IncestThis is a short telling of what happenedMy friends and I needed to get home quickly and we only had a 4 seat car and 6 people.We managed 3 in the back but my friend amy who had just turned 18 had to sit in-between me and the driver. We were going along nice until I had noticed she had mo panties on under her short white skirt which I began touching.Our driver had noticed this and slammed on the breaks before going through a red light. Which caused Amy to fall backwards. The drive stick went all...
Cherri was a sixteen year-old school girl. The loveliest and hottest looking young girl in school. Since she reached puberty folks have been saying that she was a very beautiful girl. Recently they have described her as being exceptionally gorgeous and voluptuously sexy. She had a baby face with sparkling eyes and rosy cheeks and luscious lips. Her blond hair cascaded in lovely curls down to her shoulders. Her face alone, together with its captivating smile, could arouse even an impotent man,...
Going back a while ago I really wanted to know what it be like to be fucked. So.. I logged onto a gay social site and arranged a meet. I ended up going to this guys flat. He was around 40ish. He showed me in and we went straight to the bedroom. I was slightly nervous at the idea. But, hell I was here now. We had an awkward conversation then went to it. He began to kiss me. I responded and soon it was tongues. Feeling around each others mouths. I went and grabbed his cock. It was already...
The summer was moving along. Carlo's parents were still on their month-long cruise. Carlo had taboo sex with his Aunt Jackie and oral sex with his sister. He wanted to have sex with his aunt again. His brother Martin and his sister Kelly were at the beach with friends. Carlo saw his aunt sunbathing in the nude outside by the pool.Carlo put on his bathing suit and went out to where Aunt Jackie was. He had a semi-erection and wanted to get busy with his sexy and horny Aunt."Hey, sexy Auntie....
IncestI never put much thought into sex. The idea was of course, always there, and I considered it frequently. But I simply dismissed those naughty fantasies as my teen-aged hormones run wild. That all changed though. It wasn't just my hormones who wanted it now. The room was dim and warm; the atmosphere tense and anxious. Faint afternoon light seeped softly through the shut blinds hanging from the window, casting odd shadows around the room which would have been creepy, were it not seemingly...
I am a single father raising two daughters and a son. My oldest daughter, Becki is still living at home as she commutes to collage. She is very beautiful, 5'4", long dark red-brown hair, about 100 lbs. and she has big tits. I know I shouldn't notice that about my own daughter but it is hard not to notice. I try to be a cool dad, open minded as well as I try to give her as much privacy as possible. I wouldn't say she is slutty but she does seem to go through a good number of guys; but with her...
I'm Eva, I'm 20 but back when this story happened, I was just 16. I had long, dark almost black hair down to my waist, and matching brown eyes. At this age, I'm still a virgin. I arrived at my friend Melissa's house at 8pm as we'd arranged, but she was late getting home from her boyfriend's house. Her brother, David let me in though. I'd always got on well with David and as I walked up the stairs in front of him, I could feel him checking me out. I glanced backwards to confirm this, and sure...
First TimeNow for the normal disclaimers, no kids (under 18), animals, blood, scat, or other extreme things are in this story. If I haven’t scared you off yet, read on and vote. Chapter 1 Suzanne was finishing another day at school. She was a first-grade teacher, and it had been a very long day. Most days she loved teaching, but today was particularly difficult. For some reason today, her kids, who were normally...