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First Time

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17

Lost My Virginity with a Grudge Fuck

Lost my virginity fucking my cheating boyfriends best friend

I was sixteen years old in high school hanging out with my group of friends. The clicks in my high school went like this. There were the preppies in their kakis and dock siders, the jocks and cheerleaders all involved with sports mostly the football team, the drama department kids putting on plays and the heads who were naughty kids smoking, drinking and experimenting with drugs but many...Read On

55

Gina Loses Her Virginity While Babysitting

An overnight babysitting job

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...Read On

54

My First Time With My Best Friend Jackie

Where a two best friends realize how much they both wanted each other.

Hey this is my first story so please don't be harsh. thank you :) Also none of this story is real, it is completely fictional. Thank you once again :) To start things off, my name is Chase. I am 16, and a sophomore in High School. I've had a lot of harsh times throughout my lifetime, including constant bullying throughout middle school, but I pushed through and made it through. That's when...Read On

34

Breaking In The Virgin

Tell me how it feels. How does it feel to have a cock in you for the first time?

"Pink or white, pink or white," I muttered to my reflection, holding each dress to my body. "White seems too virginal, sooo pink it is," I declared, throwing the white dress back into the never ending, unorganized abyss of my closet, "Okay, now black sandal, nude, or white? Oh God, I'm never getting out of here," I huffed, tossing the dress away from me and plopping down cross legged to...Read On

27

My first time i'll never forget

Comments are welcome. This is my first time writing a story.

Who would have ever known that two best friends could ever be something more.. True Story I was 17 and it was the last year of my senior year in high, I have always grown up with my best friend Jacob. Jacob and I had always done everything together, we were always together. That was mainly because he was my next door neighbour for most of my life. His room faced mine so we always went out...Read On

53

First time with the school slut

Every guys dream to be with the school slut

I had just broken up with my boyfriend. My relationships don't really last long anyway. I don't like to be alone for long either. I'm pretty much a nympho so i'm always craving sex with guys from school. I have a slutty reputation, which I kinda like. I don't have many female friends because they're all jealous of me. I've been eyeing this one guy named Eric for a while. I know he's been...Read On

20

my wifes niece

She was about 19 at the time when it all started. I have known her since she was 16 she would always flirt with me. At first I never really took any of her childish flirting serious but when she got older the flirting got more intense. She would always ask my wife if she could go with us or stay at our house. My wife never really said anything about the way she would act when she was around me....Read On

64

Sleeping Over

A Sunday morning snuggle with his sister's best friend changes everything.

That gentle little knock at my bedroom door always made me smile. I watched the handle turn, and then waited for Scarlett to poke her head through. It was a pretty regular occurrence whenever she spent the night over at our place. As much as I loved my little sister, she wasn’t a morning person, and her bubbly best friend would often leave her alone in her room to sleep in for a couple of...Read On

56

Losing my virginity...to my best friend's brother!

My first time having sex...when I least expected it.

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...Read On

16

The Wife's Sister Visits

I find out how hot my sexy sister-in-law really feels

This is a true story. My lust filled sister-in-law comes to visit. What an unexpected surprise. Lorrie, wife’s sister wanted to come and visit for a week. She had finished high school and business college. She was 22 years old. When I heard she was coming, I did some arranging in the room to prepare for her arrival. I had a long mirror, which I positioned in the corner so that as I walked...Read On

64

Alone with My Brother's Friend

She's wanted this to happen for a year, now it finally has

"Hello?" I shouted as I walked through my front door, pulling the key back out. "Is anyone home?" I closed the door behind me, kicked off my shoes and took off my coat. I walked through to the living room. I was glad to have the house to myself for once, normally my brother would be sat in front of the t.v. hogging the remote, or my mum would be pestering me about some chore I hadn't done yet. ...Read On

25

My First Time

I was 18 and at the doctor's for my regular check-up. I was nearly done, just left with the gynecologist to do his regular exam. As I changed into the near transparent gown I cursed the health check-ups for this part. Just as I was sitting down to wait for my doctor to enter, Dr. Phillip entered. "Hi," he said, then looking at his chart. "Hi, Lisa!" He didn't remember me from the last...Read On

12

After school antics

staying after school can be a whole more fun than you expected

“Lexy, can you stay behind this afternoon to help out”. Mr Maidly asked, but in a way which said I know you will. You see I am a prefect which means it is my job as a lead student to drop my life after school and help them, (not really but that is how I saw it). “Yes sir”. I replied quiet nonchalantly I didn’t really mind with sir he was the youngest in our school (24) and quiet cool,...Read On

81
Recommended Read

Dance with Me

Lucy finally gets the chance to discover whether reality matches up to her fantasies.

I still remember the exact moment that I fell in love with Owen. It wasn’t a gradual realisation or a slow slide into something new. It hit me hard and stayed with me, making the time I spent in his presence a combination of torturous and comforting from then onward. I’d been waiting for my turn to give a speech at his younger sister’s eighteenth birthday party, and although we’d never...Read On

32

My 40-year-old neighbor teaches me sex

I was masturbating when I was caught by my 40-year-old neighbor: it led to a summer of learning sex.

Like all teens, my hormones were racing through my body. All I could think of was sex, sex, and more sex. So, what else is new? Of course, I had no real experiences, only looking at porn pictures and reading some of the racy stories my mother had hidden away. In the apartment building where I lived, a couple of neighbors went on the flat roof during the summer to get a tan or improve their...Read On

16

First Nude guy

my first time nude guy

The first time I saw a guy nude was at a sleepover, at my best friend Zoe’s house, six of us from the same class were staying the weekend at my mates house on a sleepover. I was 15 and although I had seen nude guys on the net I had never seen one in the flesh. It was Saturday night and we were trying to think of something to do, we had spent Friday night watching DVD’s...Read On

99

My Friends Mom (Full)

It was 1 week before my 18th birthday, A hot summer day when I receive a text from my friend saying that his mom had gotten a hotel room that was near my house for a day and if i would like to go swimming. The sound of a swim on a day like that was attractive, So i agreed, He picked me up and we arrived at the hotel, I had my towel and shorts ready. We entered room 104 and I see my...Read On

13

First time with Teen Crush

The story is true but the names have been changed. This is my first attempt at writing about my memories. Angie and I dated for almost 4 years before she went back to my ex-best friend to marry him. That didn’t last. We were both 17 at the time. Angie was my best friend’s girlfriend and off limits, or so I thought. Angie and Pat had dated for the past year and I had heard stories from...Read On

58

Losing my virginity

True story of losing my virginity, to my best friend's brother.

I lost my virginity to my best friend’s brother. He was three years older than me, and I was staying over at my friend’s house. Her brother was really hot but he never paid attention to me, until that night. We went to catholic school so outside of uniforms (normally hot, if you don’t go to catholic school), I didn’t have many clothes. So I was sleeping over at my friend’s house and all I had...Read On

19

Losing My Virginity

this is the true story of how i lost my virginity.

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...Read On

12

Lesbian First Time

A hot PE teacher seduces pupil

I’m really good friends with my PE teaching assistant. She helps our main teacher, and she’s really kind and nice to everyone. I only just met her in Year 9 when she joined the school as a teacher. I do a lot of after school sports, and she runs the running class. One day, after school, after the running class, I put all the equipment away and so I was the only one getting...Read On

18

My first time

Freshman gets lucky, finally

I lost my virginity when I was 17. She was 18. We were both in our freshman year of college and had been going out pretty steadily for 2 years. We were at her house while watching a movie (think it was a Disney movie). The parents were asleep downstairs. Two of her friends was also over and asleep in her bedroom. I wanted a massage, so she rubbed my back and shoulders. Then we switched. I...Read On

63
Editor's Pick

Father Moss

Elisabeth gives a dashing young priest the gift of her innocence

“What we did last night…” the boy ventured, compulsively thinking of sex as he watched his older temptress ease the cork out of a bottle of Merlot, “it…it wasn’t the first time for me.” Elisabeth turned and looked at him, eyebrow raised. “Is that so?” The boy nodded quickly, averting her gaze. She poured a glass for herself and one for him. “Anyone I know?” she inquired with a hint...Read On

33

First Time With My Brother's Best Friend

This is my first story, hope you like and all feedback will be greatly appreciated. Right I'll just set the scene.... Tom and I both go to the same college but he’s a couple of years older than me and is best friends with my brother. They’ve been friends for years and he’s watched me grow up. He doesn’t know but I've always had a crush on him but he’s never noticed me in that way until...Read On

32

The boytoy of my best friends older sister

Rumors about my anatomy got attention from older girl - now I'm the boytoy.

When I started the tenth grade I had to ride the bus about 10 miles. The school was out in the country. At 16 I was old enough to drive but didn’t have a car or license. My best friend went there with me and it wasn’t too long until we were bumming rides with his older sister, Beth. She was pretty well put together but a little backwards. The girls in the school were cliquish and she wasn’t...Read On

46
Audio version available

First and best time ever!

My first time with Mark and Launa, my first time ever!

It happened when I was 18 and used to babysit for a young couple Mark and Launa. I'd been their babysitter since I was 15 and lived a few doors away. My mother recommended me for the job, little did she know! Mark and Launa were both 25 and had a baby boy. They were a really cool couple. Mark was very good looking with piercing blue eyes and the sexiest smile I'd ever seen. I always got...Read On

15

first gay experience

The time I had accidental gay sex.

In college I thought I was straight. Always did, even though every once in awhile I imagined being gay. I never thought that I was. I love gay sex, bukakes, anal, blowjobs all of them I do it all the time. But, before this experience I wouldn't even let a guy see me naked. It all started when I was a sophmore in college. I loved sex and I slept with girls all the time. I could almost always...Read On

19

First Time With My Best Friend

Jacob and I had been best friends for years. I had always felt this close connection to him, but never had the courage to tell him how I really felt. Let me describe myself. My name is Abby, I have a size 4 body with B cup breasts. I have bright green eyes and long dark brown hair that reaches my waist. At 6 ft, Jacob was taller than my 5 foot 8 inch frame. He had dirty blond hair that...Read On

29

Teen Lust: Lori and Lexie's First Sexual Encounter

This is the story of Lexie and Lori's first sexual encounter.

Alexandria and Lorianna were like summer sisters. Every year Alexandria's family would ship her down to Florida to stay with her aunt on the beach, right next door to Lorianna's house. As little girls, they had forged a bond of friendship that would keep them close regardless of time or distance. As budding teens, they shared stories of boys and their hopes and dreams. The girls were close...Read On

18

My First, Her First, Our First Time

Enjoying Their First Teenage Sex Together

My First, Her First, Our First It was an August morning. I got up early. I put on a tee shirt and Levi’s and was barefoot. I went outside with my dog, Audrey, a mixed breed. Her great passion was chasing her tennis ball. We went out into the street where there was plenty of room for her to chase it. I would laugh at some of her antics as she caught it. There were times it would bounce and on...Read On