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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.

Comp Entry

Summer Vacation of a Lifetime

Let two mature women teach you about making love.

My name is Adam Rockwood and I am twenty-one years old, a country boy at heart. My dad was a hard-working logger and I inherited his rugged looks. I wear my dirty blond hair down to my shoulders, which has just a bit of a curl to it. I’m six-foot, two-inches tall, with a muscular build but I have a ruddy complexion that is a turn off to most girls. I did inherit my mom's icy blue eyes, which...Read On

7

Out in the Sticks

Dared by her husband, Emma seduces the young man in the caravan.

“He’s just a tortured writer!” That tone of sarcasm demanded a response.  Looking up, he silently mouthed the words to his younger sister. ‘Fuck off.’ The shock on her face amused him. “Mum!” The floor bounced as her elephant feet left the caravan.  He stared vacantly at the feint-lined page of his foolscap book.  Vanilla, luxurious, expensive, his cheap thoughts would sully it. ...Read On

11

Amy's First Time

Amy's mission to lose her virginity to an experienced lover is realized.

I was a high school sophomore of sixteen when I met the guy who would take my virginity.  I knew he would be older because I wanted an experienced lover to teach me the ropes and no ordinary high school boy would be the one to fill that role.  I knew sixteen was problematic, but I looked every bit of eighteen and was confident that I could navigate the issue.   Tall and dark-haired with...Read On

10

First blowjob, courtesy of Annie

an account of my first blowjob

You can call me Matt, and this is my story It was January and I was getting close to twenty three years old; I was incredibly frustrated and had been down on my luck dating wise for the longest time. It had been almost three years since I had a serious relationship, or really even just fooled around with anyone beyond some clothed dry humping. In fact, I hadn't had an orgasm from someone...Read On

Comp Entry

Weekend at the Cottage

Two teens get introduced to sex

That was an absolutely fantastic weekend, I thought as I drove back to the city on Sunday after spending the last weekend in June with my folks at their cottage. While both days had been hot and sunny with temperatures in the mid to high thirties, it was what I’d experienced on Saturday that made the weekend most memorable. I don’t normally visit my parents this early in the summer but...Read On

Comp Entry

A Different Kind of Summer

Going home for summer break turns out to better than he thought

"Stop it!" Karl said as he slapped my phone out of my hand. "She's not going to text you back anytime soon."  I stared back at his cold brown eyes. "Fine," I said sitting back in my chair. I looked back over my right shoulder. Kristin was sitting with her friends all of them laughing and conversating with each other.  "Give it a break," Karl said shaking his head. Karl was my best...Read On

28

Meagan's First Step into Womanhood

Meagan takes advantage of summer vacation to learn about being a woman

The last day of school had finally arrived.  The last day of my junior year in high school was over.  When I arrived home, there was more than the usual hustle and bustle.  With the end of school, came the traditional two-week family vacation.  Dad was already loading up the car, and mom was frantically scurrying around the house looking for last-minute odds and ends, marking off each item...Read On

3

Dear John

Erotic Madness

Dear John Round, pink bubble gum: hard and then going soft in your mouth. Can of Coke: like a stout and short cock, yet fizzing inside with delight. A rhubarb stick: a cock curved and angry, ready to make my face grimace with pain. Avocado: a pussy that has been pounded and the inside has hardened to stop entry. Cherries: describing the loss of virginity. These are the things that I...Read On

Comp Entry

A Failure to Communicate

Sometimes words don't matter

I could feel the hot baking sun reflecting off the white washed walls as I sat beneath the shade outside the little cantina. My mirrored sunglasses, scratched and tarnished lay on the table, angled so I could see the door to the interior in their reflection. My ex had always thought them very ‘passé’ but I had bought them with the first money I had earned from a paper round when I was...Read On

8

Speechless

Losing her voice leads to losing her virginity

Another uncomfortable college party. Camilla nursed her drink, bobbing her head to the music, feigning enjoyment. She felt like a fool in her skirt and best blouse. Everyone else wore jeans or yoga pants, t-shirts or tight spaghetti-strap tops. She swirled her drink. This is my third, she thought. Better slow down or I’ll find myself in trouble. Camilla didn’t even know whose house they...Read On

24

Mona Loses Her Anal Virginity On Christmas

Inspired by the true and raunchy story of the first time I had anal sex

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 lipstick When the service was over and dinner consumed, she headed...Read On

20

Joining The Mile-High Club

Horny girl sitting next to another person's boyfriend ends up in cubicle having wild sex

I was onboard flight United Air 678 from Sydney to Los Angeles. I was sitting in the economy class cabin. The flight was full; there was no room to breathe, let alone move. My seat was at the rear end of the plane at a window of a three-seat section. I felt claustrophobic and was not looking forward to the fourteen-hour nonstop flight. I always requested the aisle seat but this flight was...Read On

4

Wild Storm, Wild Tina

Young man seeking raw nature, meets young lady full of raw passion.

A blazing sun caressed ripe and ready cornfields. Rich yellow heated to a dusted tawny colour. Tall stalks flaunted their swelling seed to the sun's power. Silence enveloped the land. Nothing moved. Except for Peter Grover, and he loved it all. Loved the heat, the scorching fecund fields, the dry aroma of sun-toasted corn, the quiet, the solitude. No people. Ideal for a solitary young man....Read On

3

Mike the Gigolo Pt3 Last Stand

Regular client meets Mike with an extra life-changing surprisae

Four years into my time as a gigolo with Ron Vincent's business of providing escorts for the mature lady I had acquired quite a reputation. A good number of the clients asked for me on a regular basis. Having said that, I'd had a few occasions which had ensured I kept my feet on the ground. Like the buxom fifty-two-year-old lady, all blue rinse and chins who only wanted cunnilingus but...Read On

10

A Very Exclusive Auction

Something very special is for sale today

I finished my glass of champagne as the sleek, black Mercedes swept down the ramp and into the parking garage under the hotel. As agreed, this level was completely empty - no-one would see me arrive. The chauffeur pulled up next to a fire exit, and climbed out. I checked myself in the mirror one last time before he opened my door and I stepped out into the cold, echoing space. A...Read On

10

Mary Tagert Ch. 2

Growing up in the street can have its own rewards.

This time they showered together. Mary let John go first, then followed him in once he had the water running. He was surprised but didn't object when Mary soaped up his hard cock. She turned and let him lather her up. She moaned as his strong hands slipped around and squeezed her breasts. When his fingers slipped across her clit she had her first orgasm. After the last... first time, they...Read On

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Recommended Read

The Chronicles of Theia - Part 2: Virginity's Loss

Theia’s Trials begin with the loss of her innocence

The morning after the Choosing was a swirling rush of excitement. With a golden smile, Laertes handed Theia over to the care of two handmaidens who led her to a lilac scented bath. The water was hot, something she barely thought possible. Soon, its scented steam swept the chill from her body. She felt happy and more relaxed than ever before. With a silent prayer, she promised a sacrifice...Read On

13

Mary Tagert

Growing up in the street can have its own rewards.

Mary Tagert crept along the side of the decrepit building following the shadows cast by the harsh street lamps. Flowing through the night, a shadow herself, Mary paused to look around her. Nodding her head, she scrambled in through the gaping window before her. Inside she tried to find a place out of the light and the chill breeze flowing through the place. In a corner, she leaned against...Read On

6

My Parents Neighbors Part Three: Spring Break and Beyond

Samantha asks Casey for a favor

Part Three: Spring Break and Beyond   The time between breaks crawled by. My parents called just before Spring break mentioning they had something important to discuss with me when I came home. It wasn't life-threatening, but we needed to make some time to talk. When I arrived home dad made a big speech. Apparently, the Carmichaels who had sold their house next door had an accident....Read On

13

My Slut Training

How I became the sweet loving slut girlfriend I am today

It takes a lot of practice to be good at anything. For example, I started very young in mastering playing the piano, and now at twenty-five I’m pretty good. Maybe not concert-hall good, but I play flawlessly executed pieces every time. Likewise, being a good, sweet, and loving girlfriend (which I am for my current man) takes practice. Unlike the piano, though, there really isn’t any place...Read On

8

Island Initiation

A mother dominated young man taken unwillingly on holiday and magical outcome

"No late nights. No smoking. No drinking. Girls will hold you back. I only want the best for you, Harry.” My mother’s words, and there was more, “You'll be twenty-one when the next Olympics start. We'll have you in perfect condition by then." Yes, she was one of those mother’s who need to control, or direct, any ability their child may have. My ability? Sprinting, and aged 15, I was...Read On

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Recommended Read

My Best Buddy

My girlfriend helps my friend with his shyness.

I have a buddy, Chris, who’s been my best bud since we were kids. We grew up on farms, one canyon apart. Walking over the ridge between us to play famous explorer or some other kid’s game was pretty common when we were ten and nine and older. There was a big rock formation on my dad’s farm that likely had been put there by someone in the long past as a rock shelter that was perfect for two...Read On

14

My New Roommate

How my sex life progressed.

It was a hot night, one of those muggy, high humid nights that signalled the end of the Indian summer in late September. We'd both gone to bed in our shared dorm at around 10 pm. I'd read for a while then dropped off, fast asleep at the end of another busy school day. I had been at Ashley Court for three years now, I was sixteen and in the first term of my fifth year at senior school. New...Read On

9

Replying to an Ad M2M chapter 1

The invitation that changed my life and pleasures

In the first 18 years of my life I had a couple relationships with girls that ended up going the distance. I had lost my virginity to a beautiful girl and had a few great sexual encounters since then. But a current dry spell had made me fantasize about being sexual with more than just girls. One of my first experiments was to walk around the gym locker room naked and to show off my hairless...Read On

10

Giselle's Private Boutique Part 1

Lingerie shopping was never this complicated

My husband and I have been married almost five years. We're both thirty-two years old, and we have a darling one-year-old baby girl who is the light of our lives. We're both very physically active, working out and playing sports. We take Charlotte with us when we run, pushing her in the stroller while we talk. We have the perfect relationship, and we're in the prime of our sexual lives. ...Read On

10

Lessons Learned in the Library (A Story with Alex)

This is a story inspired by a woman I know (yes, I did get to fuck her!).

To be honest, I was a nerd in high school. I read comics, science fiction, and books about things that probably would not interest anyone else, at least not the girls at my school. Everything that I knew, I learned from books; I just could not connect with people as well as I wanted to. The few dates that I did get never got very far, and I did not expect that to change very much when I went...Read On

9

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

17

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

38

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