First Time Stories

18

JayR

Business Man-On-Man (Part 5)

A new experience for a curious businessman

I am positioned on my elbows and knees, face down and sideways on the bed. Pillows support my head and chest. Rob is standing at the edge of the bed with his cock sliding between my spread ass cheeks, pushing gently and deeper into my virgin anus. The sensation is incredible. His hands are firmly locked onto my hips and he pulls me toward him as he pushes his shaft deeper within me. I hear...Read On

18

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mranonymous7

In His Truck

I'm in my thirties and the first time I ever sucked a cock was a couple of years ago. I'd secretly fantasized about it a lot, though I’d never spoken to anyone else about it. I'd let a couple of guys suck me off and checked out a few online ads and a lot of porn. I finally got my nerve up when I saw an ad I liked on craigslist. George and I e-mailed back and forth for a while. He sent me...Read On

18

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KJessica

A Time Just For Us - My Very First

Everyone out there has his or her very own personal story about that first time ever.

Some are sweet and romantic, some incredible, some bizarre, some painful and some even downright disastrous. My story contains some of these elements but see for yourself how it was for me. If you like wham bam sex stories, this probably isn’t for you; if you prefer more romantic, slow burn, real-life accounts, but with complete honesty, then please enjoy. Thanks...Read On

18

vote

middleagedguru

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

18

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NatashaTsarinaErotic

Summer Crush

A teenage girl on vacation meets a boy her own age and they explore sex. Based on true events.

In 1988 my parents and I took a vacation to the island of Menorca in Spain. The hotel was a large complex with several building, two pools, restaurants and bars. At night, between ten and midnight the mini-disco opened for kids twelve to sixteen and after midnight it was adult only. The blue water and the white sand were amazing, and I spent the first two days frolicking on the beach or by...Read On

17

vote

Shylass

Excerpts From My Inexperience: I Blew My Chance

The first blowjob I ever gave...

"There's a train leaving to Sprawlish Rabbiton in five minutes. If I get on it, and make it back for the Nine O'Clock to Shedclip, how long will I have in Sprawlish Rabbiton, please?" The ticket inspector winked at me. "Long enough for a cheeky pint." "That's exactly what it's for," I smiled. "I'm hoping to meet up with someone." "A cheeky pint and a snog," he laughed. "You're good!"...Read On

17

vote

PA_Mike

She Was Locked Out

As I was having a smoke in my alcove one night, I noticed that the lights in the two windows of garage apartment were on. The garage sits way behind a house two up from me. Over the years, I’ve seen several tenants rent out the place. I wasn’t meaning to spy or anything, I’d just not seen the lights on like that before. There weren’t any window coverings, but I couldn’t see anything, and I...Read On

17

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NatashaTsarinaErotic

Original Sin

What really happened the day Eve ate the apple?

Eve had heard the snake before she saw it. It slithered over the grass up to her feet and then turned and went up the tree where the apples hung. “What are you up too, Eve?” said the snake. “Nothing, just looking.” She blushed, and the snake hissed, his forked tongue slipping in and out. “What are you looking at?” “The apples, they remind me of my behind.” The snake moved out onto a...Read On

16

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Jason_NYC

Grinding with Gretchen

''Feel me,'' she whispered, guiding my fingertips between her legs

Junior year I transferred to Pine Creek Academy, a private school where the tuition was more than the average annual income back home. PCA was known for its gothic architecture, serious academics, and liberal outlook. Anyone 16 years old with an honors grade-point-average, for example, was eligible for the mixed-sex dormitory known on campus as Chastity Hall. I was still unpacking when...Read On

16

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COMP

flytoomuch

Recollections of My Busan Beauty

Who can ever forget their first love.

We all have our “excuses”. We all have our “regrets”. And we all have our “If only” list. As we get older our regrets take a higher and higher profile. Our “regrets” then outrank the “excuses” and the “If only” list. Regrets begin to creep up on us and take us by surprise. When we least expect it we stumble into a regret. When I stumble I often end up staring at 1984. So let’s start...Read On

15

vote

Flexibility

Learning something new after leaving university

Accidental sighting of my temporary landlady in the bathroom leads to a whole new lesson...

After I left university (that's a good few years ago) I had no idea what I wanted to do as a career but needed to find work quickly as I had decided to stay in the university town rather than move back home. I took a junior clerical job in a large government services office. I was one of very few men working there, which suited me as I enjoyed the company of women and got on well with...Read On

15

vote

HeatherHeathen

Summer Of Firsts - Chapter 13 - Final Chapter of the Series

My Slutty Origin Story

I crawled over to my neighbor on all fours, my face sliding up between his parted legs. I dipped my head down, running my hot soft tongue against his sack. He smiled down at me as I tongued his bag. I lifted one of his balls up with my tongue and sucked it into my lips. I dropped my head further, gobbling up his balls, sucking on them, pulling them slightly. They were salty and sweat covered....Read On

15

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1nympholes

A Woman's Journal - First Time

A young woman's transition to actual womanhood.

In the Beginning Some would say I was a late bloomer, that is, slow to having sex. That point can never be argued, at least not successfully. Most of those same people, if they were to judge me today, would say I am in a race to catch up and now I'm far ahead by engaging in sex rather prolifically. I can't say I'm making up for lost time but others might think that. I grew up on the...Read On

15

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biguy2play

A First Time for Everything

He was my mentor as I learned about cars but he taught me much more.

At the end of high school I bought a 1957 Chevy 210 station wagon, the first car I actually owned. As I got more and more interested in cars I found I had more and more questions. This thirst for knowledge eventually led me to Dick’s Garage, a small neighborhood gas station and repair shop with a very fast Chevelle parked along side it that Dick bracket raced on weekends. I started hanging...Read On

15

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NuDude49

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

14

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NorthernFlicker

Breaking Her In

She was very difficult to get to know, but once her barriers came down her sexual floodgates burst.

I met her during the summer when I was twenty-four years old. She was nineteen and had just finished her first year of university. She had a job in a lakeside general store, pumping boat gas, selling hamburgers and ice cream, washing floors; doing whatever was needed to be done. At that time I lived and worked about a two and a half hour drive from there and came to that particular lake...Read On

14

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LaTourEiffel

Goodnight, Jolie

Uncle Joe helps niece Jolie get her feet warm...

It was almost like old times. Uncle Joe had stopped by, like he used to do every Friday night, before he had moved east a couple years ago. He was back as a special favor for his sister, who had asked him to come visit to keep an eye on Jolie while Sis was enjoying herself in Las Vegas. Joe had arrived early that evening, but was still getting used to his 18-year-old niece. The last time he...Read On

14

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edlangston

Ham Radio Instructor Sucks Adult and Teen Cocks

I discover my taste for cock and cum as an adult and then suck a teen cock in our amateur radio club

I grew up in Greenville, South Carolina during the 1970s and 1980s, and still live here with my high school sweetheart and wife Gwendolyn. My upbringing was very conservative, and now at fifty-three years old, I’m sometimes amazed at the transition I’ve made in my views and actions towards bisexuality and homosexuality. The Deep South’s conservative religious heritage always preached...Read On

14

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DarkSide

Car Park Handjob

The end of a pleasant evening has some unexpected results.

At around the age of fifty, you would have thought that any hormones left in this ageing body, would be less than raging and that it would be hard to coax the old willy into spontaneous life, especially in a car park, at ten thirty at night, on a cold November’s evening. Not so on this occasion. At times, my partner and I have fun with other couples, it’s called swinging, and on this...Read On

14

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luvdr

My First Lesbian Experience Happened On A Boat

First me then they do my best friend and later watch us do each other…

I had the best experience ever on a boat. I am Lauren Taylor and I am a nineteen-year-old lake bunny. I grew up on a lake in eastern Oklahoma. My wardrobe has more bikinis than McDonalds has fries. From spring to fall that is all I wear. I have never been with a girl or even thought of doing that before this past weekend. I am overly sexed and it’s always on my mind. I masturbate several times...Read On

14

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ambidentrous

Amnesty Program Ch. 04

High performing students tease and experiment

Rebecca sat cross legged on the couch with Jason's laptop in front of her, typing their daily report. She felt small in his clothes, and the sleeves fell over her hands. Jason sat next to her, concentrating on sewing the button back on her grey dress. Hunched over the cloth, with an endearingly earnest air, and she saw that he had some skill. He had matched the thread to the other...Read On

14

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Paddler

Candy Stroker Part 2: Adam and I Explore

Candy Stroker, Part 2: Adam and I Explore I went home and played with myself once more before falling asleep. I called Adam when I woke up, but he was out somewhere with his parents, I guess; no one answered. Well, that week was frustrating for me. I worked three afternoons, and Adam's family wouldn't let him out on school nights. Also, he got a job that kept him busy after school! We only...Read On

14

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janedoe19

Best friends.. leads to something more

My best friend admits she is attracted me. Finally!

Chapter 1 Who in the world is texting me? I wonder, grabbing my phone from my back pocket. I had taken a much needed day off work and was just coming home from the grocery store. I glance at the screen, new iMessage from Meghan, my best friend. I open the message, and my mind goes into panic mode. "Be there in ten. Need to talk." My brain is in overdrive. I wonder if this is about...Read On

14

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John_Doe

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

14

vote

gary65

Late Start 2

wife first time penetrated by another man

Pat walked over to Dave and gave him a kiss not the normal peck. Last night my wife Pat had just had her first sexual experience with another man, she had performed oral sex on Dave. Then just after in her excitement walked outside in just her panties, showing the taxi driver her naked breasts. As the taxi drove away Pat pulled me inside and immediately began taking my clothes off. By the...Read On

13

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yegkuk

Shaina: Sex with my student

I wrote this story on my teacher's behalf.

Hi. This Shaina. I'm a teacher who gives English tuitions. I've been teaching for three years now. I'm 27-years-old, 5 ft. 7 in., not very fair, slim with long black hair running down to my waist. People say I'm very attractive and my male students are absolutely floored by me. I'm going to tell you about an affair I had with one of my male students, Jack. This happened many years ago when I...Read On

13

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LaIslaBonita

Her First Time

He took her virginity in an old barn on a hot summer night

She was trembling in his arms. He embraced her, holding her innocent face tightly against his chest. As they laid on the old wood floor, the full moon shined through the window of the old barn behind his house out in the country. He could feel her heart pounding through her chest, her breath still shivering in arousal. She was making love for the first time, and her mind, her senses were going...Read On

13

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Green_Man

Twenty-five Year Old Virgin (part one)

Living in a high rise among regular rooming houses and homes gave me the chance to use my binoculars. I had found a woman on the second floor of an apartment building across the parking lot from my building, and in full view from my room on the 5th floor, who liked to do her exercises in the nude. And she never bothered to close her curtains. Either she didn't know she could be seen or she...Read On

13

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NancyAllbright

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

12

vote

AlixF0XXX

Confessions of a Bad Girl - Part 2

A story about the night I took the next step towards being a slut!

With all the gossip going on about me, I had decided to move beyond sucking cocks and take the next step! But I wanted my first fuck to be special, one that I'd never forget or regret! What I didn't want was a disappointing, five minute hump session with some random guy that only happened because I was drunk or high! I know it sounds crazy, but even a slut should have some standards! But to...Read On

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Popular Tags

First Time

Business Man-On-Man (Part 5)

In His Truck

A Time Just For Us - My Very First

Awakenings: Chapter One

Summer Crush

Excerpts From My Inexperience: I Blew My Chance

She Was Locked Out

Original Sin

Grinding with Gretchen

Recollections of My Busan Beauty

Learning something new after leaving university

Summer Of Firsts - Chapter 13 - Final Chapter of the Series

A Woman's Journal - First Time

A First Time for Everything

My Laotian Neighbor's Daughter

Breaking Her In

Goodnight, Jolie

Ham Radio Instructor Sucks Adult and Teen Cocks

Car Park Handjob

My First Lesbian Experience Happened On A Boat

Amnesty Program Ch. 04

Candy Stroker Part 2: Adam and I Explore

Best friends.. leads to something more

My Daughter's Best Friend - Part 6

Late Start 2

Shaina: Sex with my student

Her First Time

Twenty-five Year Old Virgin (part one)

Taboo Carla's Story - Part Two

Confessions of a Bad Girl - Part 2