First Time Stories

13

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

25

vote

ChuckEPoo

Undercovers Detective - chapter 4

“All it takes is a little sway here and wiggle there. Shake that ass and give them an eyeful of those tits. You're going to start something out there, girl,” Janine laughed, as she led Alexia in the next step in her training. “It's a matter of using those assets to your advantage while on the stage or giving a lap dance. Remember, it’s all a show. You're in control and no one touches...Read On

18

vote

eroticcouple

Remembering My First Real Sexual Experience

My quest for sexual exploration pushed unexpected boundaries

As I recall, I had just celebrated my sixteenth birthday earlier that year. My step-mom, Joan was happy because I obtained my driver’s license and wouldn’t depend on her for transportation any more. She was a good step-mom, but her professional career kept her very busy. She was recently single after having divorced my step-dad - so it was just the two of us. I attended an all-boy high...Read On

36

vote

DanielleX

The Au Pair - Part 3

Martina takes Ben all the way with help from a friend

The graphite grey clouds had bubbled up just enough to produce a few spots of rain as Martina returned from her run. She stepped into the porch just as the heaven’s opened and the scent of petrichor rose from the earth. She was in her third week working as an au pair for Olivia and her son, Ben. Being 21 years old, blonde and sexy, she had been a little too hot to handle for the adolescent...Read On

9

vote

SeanR83

The Biker and Me

Angela loses her virginity.

I remember it like it was yesterday, the day I met my husband. Let me start from the beginning to make things easier to understand. I was nineteen years old, young and naive and shielded from the world. Mum, bless her, was prim and proper, always dressed extremely modest. I don’t think I ever saw her in a bikini. She was a great mother, but she always seemed to be one of those stiff types...Read On

10

vote

cfnmbloke

My First Sexual Relationship

Exhibitionism that led to CFNM, femdom and bi-submissiveness.

My story begins in my last school year. Although intelligent, a good sportsman and reasonably good-looking, I was also immature, both physically and socially, with generally low self-esteem. As other boys experienced growth spurts at about 12 or 13, my spurt did not begin until I was in University. As other boys got girlfriends, I could only envy them. I could not talk to them with...Read On

19

vote

SexyGator

The Senior Football Star

Based on my first time.

At sixteen my looks on the varsity cheer squad caught the attention of Ryan Anderson, the senior football star. My blonde curly hair, blue eyes, and slender body was any guy's dream. I knew Ryan for years, his dad was my dad's best friend. Ryan and I hadn't talked much in the last few years, but we saw each other at school and on the field a lot. I admired his looks from the distance as...Read On

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Banes1

Cassie's First Time Is With Her Best Friend - Part 2

Cassie has a few surprises for Pepper.

I wake before Pepper and quietly slip out of bed. Tiptoeing over to my dresser, I carefully open the drawer as to not make a sound. This is where all my goodies are kept. I take out my dildo, a bottle of massage oil, along with eight scarves and a blindfold. Pepper is about to have her fantasy she shared with me at a sleepover a few months ago. Watching Pepper, I tiptoe to one side...Read On

Added: 17 Sep 2016 | Category: First Time | Words: 2,209 | Tags: best friend cunninglus bound anal play dildo blindfold oil | 16 Comments

8

vote

NuDude49

Mia at sixteen

Bad pastors daughter

My parents, Jim and Jane Brown, are your perfect pastoral couple. My Dad comes from a long line of pastors reaching back five generations. My Mom’s pastoral ancestry goes back six generations. They were quite bemused when it took four long years before being blessed with a baby girl. They named me Mia for the Italian word meaning mine. I am an only child. The first time my mom put polyester...Read On

19

vote

CommunicationDirectr

Jim & Janice Breaking Down Barriers

Neither wanted to really go there, but curiosity took them there.

Janie and Jim were related, but only vaguely so. Janie’s mom was married to Jim’s dad, so technically, there were brother and sister, just not blood related. Jim was eighteen and Janie was almost eighteen, falling behind Jim by about three weeks. They had both lived under the same roof for about five years, the time that their respective parents had been married. Each had their own room...Read On

44

vote

Stormdog

Once Upon A Summer: Part 2 of 2

The beautiful, horny neighbor lady tests her young helper's stamina.

She pushed back against my face, crying out with the power of her orgasm, and I grasped her hips and pulled her to me, holding her to my lips as I pushed my tongue into her. The tip of my nose was grinding into the tiny pucker of her rosebud, but she didn’t seem to mind. I began to run my tongue up and down her wet cleft, between those soft inner lips, lapping up her sweet, copious honey. ...Read On

6

vote

amateurqueen

Eager to Lose My Virginity

I'm a horny girl...

My name is Gi. I'm 16 years old, and this is the story of how I lost my virginity. I started working at Rosie's Grocery Store in early May. I needed to save money for college, and getting the job was probably easier than it should have been. When I first got hired, I was originally interested in one of my bosses, Nate. He had slicked back, dark hair, a nice ass, and his cologne always made...Read On

25

vote

CommunicationDirectr

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

65

vote

Stormdog

Once Upon A Summer: Part 1 of 2

She was insatiable, he was seventeen. A match made in heaven.

I’ve been told that I’m a wonderful lover. I don’t know if that’s true or not, and I laugh when I say it because it sounds so incredibly arrogant and egotistical, but to the extent that it may be true I owe it all to her, and to that summer all those years ago. I’d turned seventeen that April and planned to get a summer job when school let out. My father insisted, saying that the...Read On

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Banes1

Cassie’s First Time Is With Her Best Friend

Pepper and Cassie take their longtime friendship to another level.

Wouldn’t you know it, on the hottest day of the summer, my car’s air conditioning decides it is as good a time as any to stop working. Pepper and I are on the way home after a day on the beach. We find ourselves sitting in a three mile backup on the expressway with no one moving. Keeping the windows rolled up, trying to keep what is left of the cold air proves to be futile. Eventually, all of...Read On

Added: 22 Aug 2016 | Category: First Time | Words: 1,876 | Tags: girlfriend masturbation cunninglus rimming anal fingering | 18 Comments

5

vote

A1n2n

Alter Ego's Adventures: Chapter 1; Midnight Madness

How it all began, how it all started..

Prologue I came to be in a simple moment of insanity. On a website that called to my usually very reasonable half to be something more, somebody that others could never believe she could be. Spontaneous, bold, flirty, sexy, beautiful, desired, all in all a woman confident in her sexuality. I was instantly popular with lots a chatters and started a steady social network with many men. ...Read On

12

vote

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

10

vote

mranonymous7

Vinnie

My cousin Vinnie and I used to jerk off together while looking at our dads' porno magazines. We started jacking off together while we were juniors in high school. We were both late bloomer and just learning to ejaculate. By senior year, we were both able to shoot even bigger loads and we were fascinated with our cum. Our ritual developed where we would jack off together until one of us...Read On

14

vote

AGreyFoxxx

The Making of a Submissive

My introduction to the world of dominant females

As I get older I tend to reflect on my past. How I got to where I am and those people who contributed along the way. One of the things that I tend to dwell on is my sexual journey through life. There was this girl in my neighborhood. She lived with her widowed mother on the next street over, our back yards butting up against each other. Her name was Barbara Poole, or Barb. Definitely not...Read On

7

vote

xhardx13

Scandalous Behaviors - A Business Trip (Part 2 of 4)

Alex is in Las Vegas on a business trip and continues his sexual odyssey

"Listen, Alex, did you hear the latest?" Stan eagerly announced when we met for lunch. "The boss is taking a few of us to a business meeting in Vegas. We're both on the list. How about them bananas?" He was as excited as a kid at Christmas. I asked, "Are the wives invited?" "That's the beauty of it, Alex. We'll be bachelors for five days in Sin City." Stan saw himself as somewhat of...Read On

9

vote

Amikie

There’s a First Time for Everything (Part One)

Swapping fantasy comes True

As anyone who has read my last story Kefalonian Cock Tale will know, watching my wife being screwed by another guy has been a fantasy of mine for over many years but Debbie would never agree until Kefalonia. This story is about a very early experience in our married life, and the one and only time when we have “swapped” but sadly I never got to watch. However it was this first experience...Read On

10

vote

AlexanderNow

The Massage

How I finally lost my virginity

I was on a flight from the UK to Australia where I was to work over the summer before starting university. My plane had a layover in Kuala Lumpur and I decided to spend a few days in the capital before flying on to Melborne. This was the first time I had really been abroad by myself and I remember the thrill of exploring a foreign city by myself; experiencing the sights and smells of an...Read On

34

vote

LuvitAll

CH 21. I teach another virgin

A vignette; where I give another young man his first fuck

While I was heavily engaged in immersing myself in the swinging scene, the other part of my life continued as usual with my ever rotating ‘phone a fuck’ list. This provided me with a regular outlet for when I just needed to bang one out. There were also the random pickups and opportunist events that arose through work or social contacts. Some were memorable for being different from the norm. ...Read On

5

vote

hightlevel

Adventures In Monogamy--Episode One

The beginnings of our thirty year fuckfest

My wife and I have been a couple since 1985 and we married in 1989. When we met, she was a sixteen-years-old, five foot three, 125 pounds virgin with auburn hair, sky-blue eyes, and the best ass in the contiguous states of the old Confederacy. I was a seventeen-years-old big goofy-ass redneck with two previous, and decidedly awkward, sexual experiences under my personalized leather belt. We...Read On

5

vote

Valkyrie

Valkyrie’s lust series (Chapter 2)

First is always special

A few months had passed, and they were seeing each other a few times per month to hang out, to get to know each other, to continue their sexual adventures. But this time, it was special. Her parents were out of the town, and he used the chance to visit her. She was very nervous about trying the sex for the first time. But she was so excited, she couldn't wait. They wanted to make sure she...Read On

7

vote

xhardx13

Driving Instructor

Sabal, the driving instructor, enjoys the attention of a couple of female students

Sabal Chaudhary runs the License 4 U driving school. He is a United States citizen originally from India. Most of his clients are young drivers getting their license at sixteen. Occasionally, a woman who needs to cart her kids from place to place decides to get a license and hires Sabal for lessons. Margaret is such a woman. Having lived in New York City for years, she'd had no need to...Read On

15

vote

Taggerdoo

Summer Of '70

A young man's first voyage on the sea of love

Summer vacation from high school... everyone looks forward to it but it's not always as good as we hope. The summer of 1970 was filled with a lot of work, but I didn't really mind. I knew the physical labor would help build my body, which was already quite strong. The best part though was the weekends, when I was free to go see my girlfriend, Jenna. Jen and I had started dating the...Read On

29

vote

writtenbybella

The Secret Confessions Of Bella ~ Journal One

This is the true story of how I lost my virginity...

Journal One 7/7/16 It's a funny thing, really. I used to be one of those shy and reserved girls during my freshman and sophomore years in high school. I had a close group of friends and everything, but I was never known as the most outgoing or the most popular. I usually avoided going to school dances because it was just so far from my comfort zone (having the entire school watch me...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

5

vote

MissChryssie

The energy between us, our desire, my love for you.

A teaser of our first time...

Lying together in bed, facing each other on our sides, we are tangled in each other. It's how we've laid with each other many nights before... never anything more. Just in each other's presence. But tonight is different. We've grown comfortable with one another. We remember the energy we've had multiple times. You bring it up. You tell me how it made you feel, how it still excites you......Read On

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Top Authors

Popular Tags

First Time

Best friends.. leads to something more

Undercovers Detective - chapter 4

Remembering My First Real Sexual Experience

The Au Pair - Part 3

The Biker and Me

My First Sexual Relationship

The Senior Football Star

Cassie's First Time Is With Her Best Friend - Part 2

Mia at sixteen

Jim & Janice Breaking Down Barriers

Once Upon A Summer: Part 2 of 2

Eager to Lose My Virginity

Betty - The Curious Teenage Daughter of My Neighbor

Once Upon A Summer: Part 1 of 2

Cassie’s First Time Is With Her Best Friend

Alter Ego's Adventures: Chapter 1; Midnight Madness

Her First Time

Vinnie

The Making of a Submissive

Scandalous Behaviors - A Business Trip (Part 2 of 4)

There’s a First Time for Everything (Part One)

The Massage

CH 21. I teach another virgin

Adventures In Monogamy--Episode One

Valkyrie’s lust series (Chapter 2)

Driving Instructor

Summer Of '70

The Secret Confessions Of Bella ~ Journal One

She Was Locked Out

The energy between us, our desire, my love for you.