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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.

7

Love Street, Ch. 02 "Something about Mary... Wendy... and Liz"

"Umm," Mary asks shyly, "Do you think I could have have a turn now?"

An unfamiliar local number flashes on my cell-phone screen. ”Hi, Mary. It’s Wendy!” Someone has the wrong number. But the voice is young and pleasantly feminine with a familiar intonation. "Yes. This is Mary,” I tease. "My, what a deep voice you have," Wendy quips. "All the better to please you with, My Dear,” I reply. "And how exactly would you do that , Mister Big Bad Wolf?”...Read On

7

Summertime Fun

Losing our virginity - A story from my husband's point of view.

It was a good few years ago - I was nearly nineteen - when four of us, Karen, Sarah, Dave and I, did our service part of an award scheme on a two-week youth camp in Norfolk. The campsite was organised around the edges of a two-hundred-metre square field. On one side was the group marquee, cook tents, and senior adult leader tents. Along the adjacent side were the boys' tents. Our two...Read On

27

Naughty Teen Girls

There's a first time for everything

Stacey's smile could melt anyone's heart. She was cute. Very cute. The innocence radiated from her perfect almond shaped eyes. Almost every boy in our year group wanted to kiss her and almost every girl wanted to look like her. She was beautiful. I always admired the way she was able to pin her rich, chestnut locks on top of her head with perfection. Whereas me, well I would spend at least...Read On

3

Kingsbury Chronicles: New York, New York

I was that eighteen-year-old virgin. You know, the one who was always a good kid, worked really hard in school, never disappointed his parents, but could also never get any action because of his goody-two-shoes reputation. I wasn't the next Baby Jesus, by any means, but I was nothing the popular kids would look twice at. I was just a good kid. Speaking of being a good kid, I went to a...Read On

The Cover of Darkness

The retired cop was a strange one with his handcuffs in the closet and his unsmiling face.

Mary Connor hated her nickname of “Midnight Mary” because it insinuated she was the sort of girl that liked to get down and dirty with those things that went bump in the night and which invariably caused innocent-looking girls to get tagged with terrible reputations. She certainly didn’t think it was fair for people to jump to conclusions about her moral character just because she seldom...Read On

My First Time With Jack

True story and we were both 18 at the time

I came home from school one day and Jack was waiting. He seemed impatient and annoyed. “Hello, where have you been?" “I was talking to my girl friend.” “I have been waiting for you now for ten minutes.” “I’m sorry, I wasn’t aware you would be here.” I unlocked the door and he followed me into the house. I put my books on the table.  He took me by the shoulders and turned me around...Read On

13

Lingerie Seduction--Allie's Turn

If this is a fantasy dream, please do not wake me up

It had been three months since Sassie had taken Jackson’s virginity. When visiting Sassie the weekend before and hearing it first hand from the seducer, Allie had been thinking of seducing Jackson herself. When in college, she and Sassie had the reputation of being known as the Seducer Twins—a title they were proud to hold. Now, three years later, they had grown up and moved on to be...Read On

8

Taboo High - The Virgin Part 1

Brady's student athlete needs some help.

Brady opened a beer and sat down on his couch ready to watch the game. With the state cross country finals completed last week, he finally had a day to himself to relax and watch some sports. As a first-year biology teacher and cross-country coach, it seemed like every waking minute for the last two and a half months had been occupied with work. Just as he turned on the TV there was a knock...Read On

Please Be My First

Henry Lane just finished a long day and went to his favorite watering hole.  He sat at the bar and ordered some dinner and a pitcher of his favorite beer.  There were mostly young people there.  Henry was a more mature man.  He wondered if the people there though he was cringy.  Young people think everyone is cringy. Henry’s dinner was put down on the bar.  He enjoyed his burger and fries. ...Read On

18

To Snare A Tiger

The first time for Melanie

“Well,” my English teacher replied, “I normally only fuck tigers, but I think I can make an exception for a beautiful young girl.” He did not remove his hand from my thigh. “That’s odd,” I replied, startled. “For I’ve titled my story, To Snare a Tiger, but that’s not what I asked. I asked, ‘Are you in the practice of luring students into one-on-one tutoring sessions so that you can...Read On

16

Holiday Of A Lifetime

Young male teen with dream woman

When I was a naive sixteen year old boy, I embarked on the holiday of a lifetime. My best friend, Simon invited me to spend the school summer holidays with his family in their luxurious villa on the Mediterranean island of Majorca. My parents were good friends with Simon's mum and dad and they were also invited. However, because of work commitments, they were unable to go but they gave me...Read On

15

Working Girl Part 3

Emily gets a special invitation from Larry.

The weekend was rather quiet. Lisa gave me most of it off. She came by my room on Sunday telling me she needed to talk. “Damn, you did a great job with Mr. Holland. He renewed for five more years telling the owner that the primary reason was my service department. He gave me all the credit. I got a big bonus and a big raise. Don’t worry, I know who is responsible. You will get the bonus,...Read On

10
Recommended Read

Panorama

As we drove away from the movie theater, your hand slipped into mine. So comfortable, so frighteningly familiar. You mention where you want to go and squeeze my hand. I navigate our city and where I used to only see geometric miscellany, something about your warmth changes everything. Every block, apartment complex, business, and stretch of industry is vibrant on that night. Angles, hues,...Read On

30

Lingerie Seduction

Haven't had a virgin in a long time and Jackson was a real treat

“Jackson,” Allie called, “I have to go out for a few hours, but I will be back before my important client arrives at three o’clock.” Jackson stuck his head out from the back room and replied, “No problem Miss Whitfield. I have a couple of more things to put up and then I will be out there.” “Damn it, Jackson, stop with the Miss Whitfield shit. I am only twenty-five, not thirty or forty...Read On

21

Looking for a Ride

Looking for a random lover at a rest stop

You’re shaking a little. From excitement? From fear? Is it anticipation of what you know (or hope) will happen soon? Perhaps you’re shaking because you have nothing on beneath your denim skirt. No hose. No panties. Nothing. There’s not much covering your top, either.  You want to be able to take out your breasts easily to tease your nipples; along with whatever guy you can convince to...Read On

6

In Her Sister's Bed

How we both came to do it for the first time.

Her name was Andrea and we had been dating about 6 months. We had done everything else and one night, while I was feeling her up on her sister’s bed, I told her I wanted to make love. She surprised me by saying yes. We had no protection, but I promised not to cum in her. We started with me on top and all I could do at first was slide up and down her slit. That in itself felt wonderful, but...Read On

27

Sweet Sixteen And Never Been Kissed; Part One.

A sixteen-year-old virgin is introduced to girl-on-girl sex by a school-friend.

I was an unattractive teenager. Even I knew that. Gawky, clumsy, small, no self-confidence at all, and shy to the point of blushing if a stranger even looked at me. I had a tendency to walk with head down and avoiding eye-contact with everyone. Needless to say, the boys were not exactly queuing up to date me. Not that I had any interest in boys. To be honest, they left me cold and...Read On

6

A Lovely Holiday

You can finger my pussy any time

It was only a little caravan on a small site at Skegness, but it was there that we spent our very first holiday together, we were both just sixteen and as horny as hell just like sixteen year olds the world over! It was raining when we arrived, but we spent half an hour in the site shop stocking up with food and booze until at last, the rain eased just long enough for us to go for a stroll...Read On

7

My Bride

The first time that I met my girlfriend’s niece, I was in lust.

I meet her online. It is an oriental dating site. I am weary of American women and their ‘princess’ ideology. I wouldn’t say that foreign women don’t have a princess ideology, look at the facts: In their country, my money is worth eight times theirs. I can easily live like a king, but I don’t see it at the time. I have to admit that the women look half their age. I chat with a few. I find...Read On

16

The New Guy Next Door

Some friendships have a strange beginning.

      The house Elam had lived in all his life was built in a style called Craftsman, but it wasn’t a very good example of the true Craftsman style. Besides the living room windows that opened onto the wide front porch, there was a large picture-window on one side of the room. The only view from this window was the wall of the house next door. That was a two-story house clad in wood...Read On

7

First Time Anal. First Time Cheating.

My first time having anal sex with another woman.

Well what can I say, I cheated on my wife with another woman. Why could I do something like this? Why should I, too? Well I have my own reasons, which I shall not get into on here. But I shall tell you how it began. I had a wife-to-be and a son and daughter at the time and felt like everything was great; apart from one thing that is. Sex. My wife isn't into trying new things or changing...Read On

Kathy's Awakening

Kathy's first time shapes her future

The First Encounter Kathy was a pretty girl for 16, she had a small waist, nicely developed tits, jet black hair and bedroom eyes as brown as can be. Not to mention a sweet little ass. She had never even kissed a boy because she had never even thought about boys. She was to be a freshman at the Catholic high school in Patterson, New Jersey. Patterson wasn’t a very nice town and she had to...Read On

4

Sadie Shows Mike The Way

Meeting Sadie makes young Mike's first time something extra special

Every man remembers his first time. That first access to the warm juices of a woman's secret place. In spite of my forty or so years in my present business, that first time, and its consequences will live with me forever. Because that first time was the point at which my future life was changed forever. For one thing, I had waited so long, being such a shy, mother-dominated eighteen year old...Read On

19

AJ and Jim’s Lascivious Birthday Party

Giving the man who has everything, and daughter wants everything a licentious birthday party...

Amber Jade is my sixteen-year-old step-daughter. I call her AJ for short. Her birthday, the ninth day of December just so happens to be the same day my lover Jim who was born fifty years before her. Jim is very well off financially and practically has everything a man could ever have. AJ is just the opposite and wants everything she sees. I started planning the big day months before and...Read On

1

But a Big Dream - Chapter 2

You meet a nice boy on a moonlit beach, what else are you going to do?

She lay on the bed for a few moments, trying to decide on the mise en scène . The responsibility here was immense. So windows cracked, rear door open, the incomparable tropical breeze. Thirty-second shower, gelid, enough for four efficient soap strokes. Pubic hair proofreading: two flicks of the razor reinforced the champagne glass phase she was currently going through. Makeup retouched,...Read On

17

Old man picked me up

Teen loses her virginity.

It was summer, and all my friends had gone on holiday. As a sixteen-year-old girl, I liked to tan and living not too far from the beach I would go every day in a cute bikini and booty shorts to lie out on the sand and catch some rays. My young body was still forming, but I had a nice flat belly, round ass, and small b cup breasts. I loved my body and showed it off as much as possible. That...Read On

4

Seeing Ben

Making my first home run with a stranger, and loving every second.

I had been on dating and meet-up apps before, and had several accounts on various websites. It was always more an intrigue than a craving or a need, but I still wanted it. I had girlfriends before Ben and after, and I had some experience with men, but nothing like him. One day while scrolling through one of these apps I recieved a message from an older man named, the only name I ever knew...Read On

32

The Chess Club part 1

Teacher becomes the advisor to the chess club.

The bell rang, signaling the end of another school day. My students hurried out leaving me alone in my class room, same as I have done for the last fifteen years. I have taught history in high school since I was twenty-two. Where has the time gone, I thought. When I started my teaching career, I was an idealistic college graduate who was going to save the world’s youth by teaching them...Read On

10

Little sisters are dangerous

Her body pressed softly against mine, and she looked me in the eyes as we moved lightly against each other. The feel of the muscles of her torso shifting within my arms as her hips moved smoothly side to side burned away any notice of the rest of the world, and when she began rubbing the nape of my neck in the dark, I became fully hard. Our first two slow dances drove me into a slow burn as...Read On

8
Recommended Read

The Blind Girl in the Rain: part 4

To find and catch a Mermaid.

Someone once said: "It is not the moment itself that matters. What matters is you understand the reason why that moment matters in the first place.." The silver 747 hung silently in the early morning Winter sky before turning slowly in a graceful arc as it connected to its ILS and headed towards a snowbound JFK as I made my way along the Coney Island Boardwalk towards Atlantic Avenue and...Read On