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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.

10

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

22

The Neighbor

. Sandy lives next door to Ryan and they see each other every other day. She is in her twenties and he is eighteen with little experience and lives with his parents. He's in his room, which happens to be right across from hers, with his blinds open.  With anticipation she watches him take his clothes off and is getting extremely wet. With her vibrator in hand Sandy starts to slide it in...Read On

10

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

32

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

34

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

10

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

36
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

20

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

25

Kristie and Jessica - Two Teenage Church Going Nymphs

An unbelievable true story about first times . . .

Kristie was seventeen. I knew her mom, Kelly, We were all very good church-going friends. I liked Kristie’s mom, but couldn’t really find a way to express my feelings, so I did the next best thing- be there for her teenage daughter. Kristie, sometimes her friends from school, her mother and I often spent hours together playing board games or dominoes, sometimes until the wee hours of the...Read On

12

The Rainbow Lounge

When I was eighteen years old, I heard a rumor that Rainbow Lounge a bar on the other side of Fort Worth was a gay bar. I’d always had ‘urges’ to have sex with a man but was always scared of trying. My older brother was overseas in the army and I had his driver’s license and I looked enough like him for it to pass inspection. So after thinking about it for a couple days, I got brave enough to...Read On

6

Princess Diaries (03): Cindy

Cindy has double the fun, her first time.

“Wait, wait,” said Cindy. She pointed back to Jasmine, “you were in a private porno and you think I’m a slut?” “Sure,” shrugged Jasmine. “I’ve only been with Aaron. You’ve been around, that’s the rumor, anyway.” Ariel sighed in relief. Jasmine didn’t have any other boyfriends. Aaron and she sounded like fuck buddies, nothing for Ariel to feel jealous about. “I haven’t been around and or...Read On

5

Princess Diaries (02): Jasmine

Jasmine relates her first sexual experience with a boy and admits to an exhibitionist streak.

“If you must know, Aaron was my first,” said Jasmine. “The guy who lives above your garage?” “Isn’t he Israeli?” “Yes. And yes,” she admitted. “And of course, he’s poor as dirt.” “And you’re…” “Palestinian. Obviously,” Jasmine didn’t need to say how well off her father was, her Model X was parked outside waiting to take her home in the morning. “I thought that was weird, him staying...Read On

14

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

20

Black High School Friends Convince Me to Suck Them

I go on a fishing trip with new high school friends and end up becoming a cock sucker for them.

Parents always try to protect their children, and keep them from making the same mistakes they did when they were growing up. That’s why I find myself in a quandary now, even as I am looking forward to a major advancement in my career. My name is Justin, and my wife Julie and I are forty years old and living in California. I’m an aerospace engineering director and I was just offered...Read On

33

Teaching the Neighbor

My wife and I teach our neighbor the beauty of sex.

My wife and I met in college and married shortly after she graduated. She is a high school science teacher, while I run a small land clearing business. She and I were raised very differently. I was raised by strict conservative parents and her parents were more liberal. Since we met, she has never hid the fact that she was bisexual. Even though she loved and married me, she still has...Read On

35

Halloween Deception

Avery's first time doesn't got the way she had hoped.

Why is it when people share stories about losing their virginity, it sounds like a fucking fairy tale? If you just dig a little deeper and you learn the truth is nowhere near close. Oh, and don’t get me started on the bullshit stories people write about how when a girl is deflowered by the man of her dreams, making it sound like a loving gesture of passion and romance. Ugh! It’s said...Read On

15

Their First Time

She hadn’t seen him since graduation. They had started dating in December, but it had been long distance the entire time. She flew down to see him from Michigan. The Texas heat was already getting to her when she stepped off the plane. She walked into the lobby and looked around for him. She didn’t see him, so she headed out to the front. She caught a glimpse of a cowboy hat, but thought,...Read On

9

I Lost It

This is an absolute true story.

I had seen Kesia around the boarding house I lived in on many occasions over several weeks. She had moved from Pueblo, Colorado back to Denver and smack into my life. She was 5'6 1/2" tall, 37D-26-38, with bright brown eyes. Her hair length was to the bottom of her shoulder blades, and was light brown with slight auburn highlights. Her face was very attractive. Not supermodel beautiful, but...Read On

17

Massage with an Explosion

A massage goes further than expected, leading me to wonder about my sexuality.

So there I was, sitting in my apartment, perusing the internet looking for a masseuse in my area. I had been extremely tense and stressed out lately, and I decided I needed to pamper myself and do something to relax. What better than a massage? As I scrolled through the listings, I realized that most of them were for massages from people who were not professionally trained, and they were all...Read On

16

My First Time As A Boss

Mangement does have its perks

My first step into pub management saw me running a club, not a very glamorous job but as with most jobs, I needed the money. There wasn't much managing to do and was a glorified barman, in such hiring and firing was done by a committee. We had a few young girls working behind the bar around my age (21) who were at university and an older woman who was married to the chairman of the club (More...Read On

12

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

22
Recommended Read

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

15

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