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First Time

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15

First love

The day I lost my virginity.

I met Denise during my first year of college at the Homecoming dance. She is a junior who is on the swim team and editor of the school paper. She wore a gray plaid skirt, white long sleeve shirt with a burgundy bow. At five feet four inches tall with shoulder length blond hair, she looked stunning. I walked over, introduced myself and asked her if she would like to dance. Taking my hand,...Read On

36

Lessons at Poolside

How I became a sex-ed teacher to a nineteen-year old boy.

Chapter 1 I was out on a chaise poolside one warm afternoon, thinking about how much my life had changed in the last year. The changes had started with my coming home and finding Harry fucking his partner's wife in our bed. Well, you can imagine. It all hit the fan and I kicked his sorry ass out. The divorce was handled by lawyers; I had a real shark. Sorry, guys, but the bastard...Read On

9

Ashley part one; First time with Miguel

Ashley and Miguel lose their virginity in this hot, loving story

Ashley walked through the huge ivory doors, again. High School was endless and summer was just around the corner, (plus a few million miles,) though as much as she tried to think of it as a prison, she couldn’t. With Miguel, her handsome, sporty boyfriend, and Jennifer, her wild, yet sweet best friend, school had turned into a retreat from her bad home life.     ...Read On

38

Sexual Awakenings (Chapter Fifteen)

A 21 year old female house sitter awakens a virgin 16 year old boy's sexual pleasure!

Chapter Fifteen: The First Time .... As that day progressed, from awakening in the bed after a night's sleep with two beautiful girls laying next to me, to the shower and licking Julia's pussy out, as Amanda sucked my cock and licked up every drop of cum I could give her. The rest of that day seemed slow moving, as the two girls informed me they were going into town for a while to do a bit...Read On

21

The Geek Gets It....

Craig's curiosity pays off in the end.

I really should be going. I’m already twenty minutes late back from my lunch break, but the boss is away. I can handle anything his gormless assistant, Doug might throw at me. I’m in the sandwich shop adjacent to our office block, I rarely ever used this place before Cherry took it over. I now find myself coming here every lunchtime, and it’s certainly not for the quality of the food. I’ve...Read On

13

The first time

I had no plans for the day. My mum was at work and my brother had gone out so I thought I would just have a lazy day in front of the TV in my pyjamas (well, t-shirt and knickers). I had just gotten comfy on the sofa when to doorbell rang. Oh, it will probably just be someone trying to sell me something, I thought, so I ignored it. It then rang again, so I reluctantly opened the door to find...Read On

45

The apres ski virgin

My good samaritan act is well rewarded

Shortly after my 16 th birthday my father took me on a ski holiday to Austria. To keep me company my 20 year-old cousin, Victoria, came along. We stayed in a chalet along with around twenty other people. Amongst them was a family with a son just a little younger than me (but over 16 years of age). Although of similar age to me, Giles was slightly built and seemed a little shy. One day...Read On

7

First time making love

First love teaches me about lovemaking versus sex

My first real time with a woman I met Madeline when I was in college at the end of a painfully shy part of my life. She was the tallest woman I had gone out with at 5’9”, long brown hair and brown eyes with a twinkle. She had this smoldering look that melted me and a slender body with champagne glass breasts and eraser head nipples. When we first went out I was so nervous I was almost...Read On

8

First Time Threesome

A week later, one of my roommates' boyfriends wanted some fun with a little added bonus.

I was sitting on my bed, knees bent up and book leaning on them. I was highlighting some important information for a class when I heard a soft knock on my door. A small sigh escaped my lips as I put the lid on the highlighter and placed in the book before closing the book and setting it on my nightstand. The knob turned on my door and opened to let James (one of my roommates’ boyfriends)....Read On

27

First time with the love of my life.

my first time with a man I have since let go...If only you could change the past.

I lay in Ryan's bed, 16 years old and nervous, knowing that tonight was the night I would lose my virginity. I smoothed down the silk chemise I was wearing and anxiously checked my lipstick in my compact, looking a lot sexier than I actually felt! I could hear Ryan in the bathroom as I waited for him to join me in the bedroom. Nervous thoughts swept through my brain: "Would I be any good?"...Read On

14

My Daughter's Best Friend - Part 6

Amy has her first time with her best friend's father in a sweet and sensual moment of making love.

Hours passed before I awoke again. That sinking feeling hit me as I looked around, Amy was gone. Was everything that had happened nothing but a beautiful wet dream. A noise from downstairs proved the answer to my question. I heard the creek of the steps, then the soft pitter patter of feet approach the door. Amy appeared in view, returning with a tray that contained glasses of Orange Juice...Read On

87

The Professor's Daughter--Part IV

Stephanie celebrates her birthday.....

The Professor’s Daughter—Part IV We left Part III with Stephanie progressing in learning the fine points of oral sex. We slumbered in bed for a while and she told me how much she had enjoyed giving me a blowjob and how she wanted to learn how to “be really, really good at it.” It was like Stephanie had discovered a new toy and she wanted to learn all about sex and try...Read On

3

What Katie Did Next

After her short fantasy about Brad is interrupted, he calls unexpectantly, what did she do next?

She stood in front of the bathroom mirror and flicked the brush through her hair. Katie had always been proud of her hair. It had been cut short when she was a teenager and she had cried for weeks, swearing to never again cut it so short. It now fell to the middle of her back although she had had it thinned out a month ago. She stared at the white, satin blouse....Read On

32

Not Your Average Movie Night

A seemingly virginal girlfriend surprises her unsuspecting boyfriend with an unusual movie night.

Mark and I had been together for a few months now; he was always good about listening to me when I told him to stop if we were going too far, and he would always just smile and kiss me on the forehead whenever I told him I just wasn't ready yet. I don't know why I wasn't ready - I think it was because all my friends had told me their stories about their experiences where it had been painful...Read On

21

My first time: With a Porn Star to Be - Chapter 1

I am 17 years old right now and I am a junior in high school. I have a larger than normal sized dick. It's around 7-3/4" and for the last couple of months I have been hooking up with Candace, whose business name is Candy. She is two years older than I am and is in the porn business. Living out in California is the best for me. She first fucked me when she was drunk and I had just arrived at...Read On

24

My Belated One Night Stand

Normally I'm pretty shy and would never ever do what I did this morning..This is not me

I woke up randomly in the middle of the night and couldn't get back to sleep. Tossing and turning for 30-40 minutes. "This is useless," I think, "I’ll just mess on my phone until I fall asleep." I picked up my phone, it's flashing green which means I have a Facebook message. It's from Josh. Josh is somebody I added about 6 months ago, he is pretty sexy to be honest, gorgeous bright...Read On

12

The First Time Never Comes Twice

Natalie had no intention of leaving high school as a virgin, but first came a few detours.

This is my story as I remember it!  A few details have been left out, but this is basically what happened Ever since I had my first period, I began thinking about sex in new and different ways. To make it simple, I was curious and wondered what it was like to have sex with a guy. By the time I was seventeen, I had blossomed physically and my new hormones took me in unexpected directions...Read On

15

College Loving

I never knew college would end up like this!

I never knew college would end up like this! This is my first erotic story and I hope it is good. I really enjoyed making it and hope to make more. Please leave loads of comments and tips for my next story. Thanks for reading.  So I was 17 when I left home for college, I lived far away from home and although I had loads of new friends at the college, there was one girl that made my life...Read On

17

His First Time with a Guy

A good friend's first time exploring his gay side....

  I First met him in a bar, young good looking guy. We chatted for a bit and went our separate ways. Two years later I run into him at a recovery group. We once again chat and I remind him of meeting him two years prior. We got to know each other better over time. He would come by my place once every two weeks for a coffee and chat, but that all changed one night. He stopped by and we...Read On

25

Ms. Woolson, Nikki and I

Robert took a chance with his substitute teacher that changed his life forever.

Robert was an 18 year old Asian senior in his high school. He had always been a slacker in school and his intelligent girlfriend Chelsea had just recently dumped him because of his failing grades. Unless Robert got an A average Chelsea wouldn’t take him back. He took this very seriously and started to pay more attention in school but he still fell behind due to his years of sleeping in class....Read On

76

Fantasies do cum true

This is the story about helping a young man lose his virginity.

I have written before about one of my fantasies of helping a young man lose his virginity. My neighbor Timmy has only fueled this fantasy by spying on me while I tan. When I would see him watching me I would put on a little show for him by flashing him and seductively rubbing my pussy. My husband Sam was always the beneficiary my little fantasy as it would make me very horny and very wet. I...Read On

33

Carrie's Cherry Gets Popped

Stepsister gets her cherry taken...

Let me introduce myself; my name is Jackson. Blame my mum for that. She had a one night stand with a guy named Jack when she was 17 and thought it’d be funny to call me Jack’s son when I came along nine months later. She loves me, for sure, but the woman’s a flake. Always has been. She also jokes that I’m pretty normal, considering the amount of drugs she did during her first trimester....Read On

21

Wonderful first time

My first time

My first time I can remember perfectly. I was 16 years of age, excited and very horny. I was talking with this man from outline, messaging each other in the middle of the night. Always waiting till everyone was in bed. I was inexperienced and craved male attention. One night I found out he lived in the same town as I. Our plan began. I told him how to come into my room, parking across...Read On

It's Always The Quiet Ones!

a late bloomer finds the guy who can bring out her full bouquet!

Emily Hancock wasn't someone you could readily pick out of a crowd. She didn't stand out and she didn't go out of her way to make her presence known. Oh, she was attractive enough, about five foot seven inches tall with shoulder-length chestnut brown hair, soft brown eyes and a nice friendly smile. Her figure wasn't that bad either, she was slim and walked a lot to stay that way. But the...Read On

27

Betty - The Curious Teenage Daughter of My Neighbor

Betty was naturally curious, so I decided I'd answer that curiosity. . .

I had a business appointment in Oklahoma City, about a three hour drive north of Dallas, where I live. I casually mentioned to my neighbor how I hated the drive, because it was so flat and boring. To my surprise, she said she was also going to Oklahoma, but for pleasure. Her wink was all the tease I needed to needle her, since she was a single mom and always on the look out for that special guy....Read On

17

The House Sitter Chapter 1

Sometimes a want ad gets you more than you advertised for

Karen and Dave looked over the ad, "House/Dog Sitter wanted, must be mature, experienced, reliable house/pet sitter living in the greater Portland area. Must be flexible, excellent references. Pay commensurate with experience.” “I think we need more details, hun,” Dave said sipping his coffee. “We can add more if we don’t get any responses, dear.” “Okay, so when do you want to start it?” ...Read On

12

My first encounter

My first sexual experience

Through a friend, I met a boy a few years older than I was. She knew him and gave me his number, we exchanged messages and arranged to meet up. We choose a large park to meet in, it was a weekday afternoon and fairly quiet. So we sat on a bench and made small talk, before he eventually moved in and kissed me. He ran his hands over my leg and slipped it up my top groping my boobs as we kissed....Read On

13

Tale Of The Virgin Pussy

She never thought it could be like this...

I stood in front of the mirror for what seemed like the hundredth time that day. Everything had to be perfect, that night was too important for anything to go wrong. That night was the night that I was going to finally lose my virginity. I had been dating my boyfriend for about five years and I had decided that I was finally ready to give myself to him. I turned my attention back to the...Read On

18

Helping a friend

My efforts to help Lori withy her problem

I was 28 and Lori 18. We had lived next door to each other since we very young and I had watched her grow from a gangly little girl into an absolutely gorgeous teenager. I worked in a local grocery, only a few doors away from the Cafe Lori worked in so we saw quite a lot of each other. One thing did strike me as odd and that was the fact that Lori didn't seem interested in boys. We were...Read On

48
Recommended Read

Covet Thy Neighbor's Son - Part 3

Janice has created a monster, but is she complaining?

Co-written by Jaymal and Black Velvet Brandon’s cock pressed like a rising drawbridge to the crack of Janice’s plump ass, as he carried her down the hallway. He was robust of build and could carry his voluptuous burden with ease. She was wrapped around him tight, clinging to his shoulders, panting out wariness and arousal. He had shocked her, the effect lingering in her eyes. ...Read On