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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

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

11

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

23

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

11

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

4

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

13

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

19

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

32

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

8

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

13

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

33
Recommended Read

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

8

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

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

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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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 of...Read On

9

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

18

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

39

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

7

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

26

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

60
Recommended Read

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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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

5

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