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First Time

First time sex stories relate to virgins losing their cherry. They are typically stories of teenagers making love for the first time, and the excitement and buzz that comes from that initial experimentation. Another favorite theme in this section are young men or women, losing their virginity to an older woman (the 'milf' syndrome) or older man - the more experienced partner educating their younger partner in the art of sex.

3

Summer of 72

Our first time having sex.

It was the early summer of nineteen hundred and seventy-two and I had just finished my first year of college. Being a typical late teen, my hormones were always raging and I seemed to be in a constant state of arousal. It did take much mind control and effort to keep my little friend flaccid. Being erect felt great but certainly I was more concerned about being embarrassed while in public....Read On

20

Summer School

Heather is seduced by one of her students

It was 9.30 am on a Monday morning and the canteen was buzzing with excited chatter as the 24th annual Edinburgh Art College Summer School was about to get under way. I glanced around the room at my colleagues as we lined up against the wall, waiting for the Director to give her usual welcome address before we led our groups off to the individual studios to begin our week of classes. I...Read On

12

Lover's Rock

A young punk-rock girl meets an older punk-rock woman and loses herself.

Julia The heavens decide to open when I am fifty yards from the door. With a curse, I try to move faster, but it was difficult in the heels I had somehow decided were a good idea to wear that morning. By the time I enter the cafe, I’m soaked. The place is pretty quiet. The lunchtime rush is over and only three tables are occupied: an old man at one, a mother and toddler at another, and...Read On

1

Fantastic Breasts and Where to Find Them

Dobbin offers lift to an actress returning from a night time audition.

Till the nineteenth year of my life, my conscious history with female breasts had no chapters to tell. If life were a sum total of fantasy and reality, this would consist entirely of the former, entirely of vicarious pleasures associated with fantasies, with women real and fictitious, in stories realistic and dramatic. If memory served me right, I don’t remember sighting a pair of breasts...Read On

Our First Time Together

It’s really cool to have a boyfriend or girlfriend when you’re in high school.  Anybody who is anyone usually dates.  Some of the girls have bad reputations and are sometimes called “sluts.”  The slutty girls are usually popular.  Popular with the boys.  Popular with giving head to anybody with two legs.  Slutty girls put out and are mad when the boys tell their friends they’re sluts. ...Read On

10

An Exciting Time

Meeting my blonde landlord for the first time

This was an exciting time for me: it was the first time I'm moving away from home and my parents. I just finished my third year in university and I was finally qualified for an intern job in the field I’m studying. I jumped on the first chance to move away from home. My heart pounded every time I thought of the freedom I will have living by myself. A wide grin spread across my face when...Read On

Good Boy Don't Do That

Justin's a good boy until he meets the beautiful woman hitchhiking on the side of the road

Justin Calhoun is a good boy. His mother raised him to be kind, sweet, honest and pure. Not that their family was religious, but Mrs. Calhoun made sure her little boy wasn’t going to be the type of man his father had been; lecherous, womanizing and misogynistic. Since he was their only child, Mrs. Calhoun doted on him throughout his life, being stern when needing to be to ensure her little...Read On

34
Recommended Read

Out Of Habit

A truly blessed way to lose one's virginity...

They had to hurry. He would return soon. They always did. “Sister, where… “ Her glare severed the young man’s voice. She turned to the quietly obedient young woman who had also stayed behind with the visiting nun. Sister Lucinda knew the nubile would not be quiet much longer. Their last class of their summer youth Catechism camp had ended. The sister would soon travel to another parish...Read On

28

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

Escaping Reality

Opposites attract in this story of a chance encounter on a country road

Connor McLander pranced five steps to his right, paused a half measure, looked left, right, left, and then dropped to one knee with a fist resting playfully under his chin. Just like he’d rehearsed. In his periphery, he saw his bandmates had dropped precisely in sync, just as the roaring crescendo of the band ceased and the lights swung out to the crowd. The brief silence was overtaken by...Read On

6

Coming Home pt. 4

Faith is finally ready to go all the way

  Faith clicked ‘accept’ on the friend request and then she had to get up from the computer, and step away, to calm down. The memories were becoming too much, and she was turning herself on just remembering. She walked into the kitchen, turned on the radio, poured herself a glass of wine, and then started to prepare dinner. It was some throwback music block from the 2000’s, and she...Read On

8

Dull Video Games Can Be Dangerous

Two dweebs find a unique way to pass the afternoon.

Matt and Bert were two slackers. Their main purpose in life was seeing who could beat the other at video gaming. They both were in their late teens, and both would have had nice bodies if they’d get off their asses and do something active. As it was, Fritos, Doritos and Dr. Pepper had taken their toll. Nice looking guys, they could have had girlfriends who put out, but it would have taken...Read On

25

My First Time

Andy finally sees the girl next door as more than just his best friend.

I can remember it like it was yesterday, even though it’s been close to eight years ago. The summer between my junior and senior years of high school. A time when a boy my age has one thing on his mind. Sex! I had been close friends with the girl next door since we were in diapers. Her name was Emily. She and I were in many ways best friends. Our part of the neighborhood was mostly older...Read On

36

The Tutor Gets Tutored

A tutor gets tutored on sex.

This is a story about a boy I helped with his virginity. I’m writing it from the boy’s perspective with some help from my hubby. My name is Craig, and this is the story of how I lost my virginity. I’m 17 and in my junior year of high school. Most would consider me a nerd, yes I’m on the chess team, and yes I get excellent grades. To no one’s surprise I have not had is a girlfriend or a...Read On

13

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

4

The Adventures of Anastasia Sapere Part 2

Anastasia goes back to see Sophie and apologise to Levi, only not how she imagined.

Since my mum passed away it's left my dad, my older twin brothers Shaun and Lewis who are 23 and both work full time, myself and my little sister Gracie who is ten. Shaun is an accountant who goes to the gym every evening from work so he gets in around now. Lewis is a baker so he is normally just rousing from his nap after being up so early. Dad is a driving instructor and he tries not to...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

11

Teacher teacher

When Paul needed a little personal instruction, his teacher lends a hand

Going back to school for my junior year was a much anticipated event. I lived in a very rural community and my home was out in the boonies even for that place. The result was I didn't get to see my buddies all summer, and you can hang up the idea of seeing any of the girls. I didn't have a drivers license, a car, or money for gas. You could say I was out of luck. Before the bell rang to...Read On

7

Deflowering

A Prince deflowers a young virgin before an assembly

"I understand." She simply lay down, still looking him in the eye and opened her legs wide, crossing her ankles as she lay. Lord looked at her in surprise but she failed to look embarassed, only patient. So, he moved her ankles apart and lay one leg on each side. Her cheeks looked pinker and her breath came a little faster. He could see clearly now her crotch which was dotted with a single...Read On

34

My First Time With My Best Friend's Mother

My best friend's Mother seduces me and takes my virginity.

Jake and myself; both now seventeen, grew up just a street apart and attended the same high school. I'd been over to Jake's house numerous times, but in the past several months I found myself taking more notice of his mother, Mia. I'd find myself catching a glance every opportunity I had, making sure Jake never saw me or he'd give me a beating I'd never forget, or worse, take the piss out of...Read On

35

Mary's Big Day

Mary was having a bad day, and I decided to help make it a special one.

Mary was going for a new PR on her back squat. In the six months she’d been doing Crossfit, she’d been overly cautious when it came to how much she lifted. There were several reasons for that. Firstly, she didn’t want to get hurt. Secondly, Jennifer, her mom, who was always there when she worked out, made sure she didn’t put too much weight on her thirty-five-pound bar. Thirdly, she didn’t...Read On

11

Taboo Carla's Story - Part Two

Carla experiences Dillon's cock

Carla didn’t know what to make of Bianca’s proposition. Her mind was fuddled with booze and her orgasm seemed to have wiped her mind completely. Dillon, for his part, lay there, his face full of expectancy. Carla glanced at the bedside clock. Half past seven. They usually went out at eight and, in the midst of her uncertainty and embarrassment, she suddenly saw this as a get-out clause. ...Read On

The Writer and The Wretch

On Christmas Eve, Dobbin finds himself stuck in the library, with the assistant librarian.

When Dobbin awoke from the unfortunate and dizzying nap that had assailed him on Christmas Eve, he found himself extremely pleased. It took him two minutes to figure out the reason behind this unexpected pleasure, and another five minutes to let the reason solidify and find a temporary shelter in his head. Minutes later, he was scurrying down the narrow foot bridge connecting his hostel...Read On

Winter in Siberia

my best friend is my lover

Winter in Siberia gets rather boring. But, come Christmas time the townsfolk that are under twenty gather together. We meet at the top of old man Boris’ hill. The idea is to run down the steep hill as fast as you can, the problem is gravity. You see gravity has this way of toppling you and you fall head over heels down the hill. Fortunately, this is winter in Siberia so the hill is covered...Read On

39
Recommended Read

Mrs. Hanson

Not long ago, I went to a mandatory leadership seminar provided by our corporation. The featured speaker Dr. Justin Davies focused mostly on one basic theme. He said that the concept of a self-made man is nothing but an illusion. He went on to show by example how each of us are a sum of others input, both good and bad. Dr. Davies broke this down to different levels called the pyramid...Read On

16

My Laotian Neighbor's Daughter

She will cook for you

I have been diagnosed with, among other things, major depression and PTSD. Occasionally my family checks on me. I was not having the best week that ended in me going to the hospital. Typically this is a seventy-two hour stay, however, I stayed a little longer.  When I finally came home, my Laotian neighbors asked me about the police and ambulance. After reassuring them that I’m fine, we...Read On

16

Awakenings: Chapter One

A nerdy teenage boy finally gets what he desires.

March 22nd , 1985   When I was sixteen the only things I could think about were sex, sex, girls, comic books, and video games. However, the only things that were attainable to be were comic books and video games. Back then I was a socially awkward teenager, and this is the story of how I broke out of my shell.   Before I get to that I should tell you a little bit more about myself. My...Read On

25
Recommended Read

Caught in the Act

On an office away-weekend, the intern gets a surprise

“Oh fuck off, will you Alex?” It was the first time I’d ever seen anyone having sex for real. The first time I’d seen a woman naked, come to that, though all I could actually see was a pair of long, smooth legs wrapped around Dave’s hairy backside. He had stopped thrusting to turn his head and shout at me, and I heard the woman – I think it was Katy, from finance – moan something to...Read On

11

My Friend Wes

Mom and I moved a lot after she and dad got divorced. The first place we lived was the nicest but it turned out to be too expensive when my dad wouldn’t come up with any money for us to live on. That was back when a guy could move out of state and avoid paying child support. It was a huge apartment complex but there were some nice houses on the street further north from us where I was...Read On

13

Tutor

older man finds younger man

The first time I sucked a cock was when I was forty eight. I’d always been drawn to men, but because of society's attitude towards homosexuals and my strong religious background I suppress the urges. I kept telling myself that it was just a passing phase and that if I ignored it, it would go away. I was a volunteer tutor with the college athletic program. To keep them eligible for sports...Read On