Search results for "gay, teen, first time, anal"

Family of Sex: Part 3

sexyboy22 on Incest Stories

    "Oooooooooohhhhhhh yeah." Jason moaned. "Keep it up, sis." Janessa stuck her tongue deep into Jason's asshole. "Oh, Nessa, you're the best." She kept French kissing his butt, and then pushed the handle of her brush into it. "Ooooohhhhhh," Jason moaned. She fucked his ass with the brush for a while and started fingering herself. She pushed

My amazing time babysitting

anonymous on Teen Stories

This is my first post. I will not say whether or not this really happened and let you decide that.



Well this has really become an interesting few weeks. I was 16 and had just started my 3rd year of high school. It all started out when my parents asked me that I would be babysitting the neighbor’s daughter after she got home from school. Her parents had gotten a new job and ju

My amazing time babysitting pt. 2

anonymous on Teen Stories

New entry:

  Well this has been a phenomenal time babysitting my cute neighbor. Let me tell you about what has happened recently. Well as you all know I'm babysitting my nieghbors's daughter. My parents are very overjoyed at how nice I am to her and how much she likes me. So at the beginning of the week it was business as usual. She came over and threw off her clothes and I got to

A close shave

Morgen on Lesbian Stories

      Ashley Barselt stripped off her gym uniform, when she was naked, she joined the girls heading into the showers. Today's class had been held outside, they had been holding tryouts for the school's athletic teams, it had been a hot day, and she looked forward to showering the sweat off of her body.

     Ashley was pumped up, sh

Me and My Sweet Blonde Neigbour

anonymous on Teen Stories

This story is complete fiction, there is no truth behind it.


Little introduction, This story happened when I was a 17 year old single guy, with brown hair and green eyes. This is a story about how me and my 14 year old neighbour Amelia started e

Sister watching sister part 1

Morgen on Incest Stories

Chloe Pederson opened the front door, and closed it quickly against the brutal summer heat. Icky and sticky, it was another one of those god awful summer days, 100 degrees, and humidity of 90 percent. How in the hell were people supposed to do anything outside? If it wasn't for air conditioning, this land would still belong to the Indians. Maybe we should just give it back to them, and she'

Last Year's Bathing Suit

pen-n-ink on Teen Stories

“I told you I needed a new bathing suit!”

“My God, have you really grown that much since last summer?” Mom gasped, her eyes going wide.

“Yes,” I snorted, twisting and turning in front of the mirror. The top was a cup size too small and the bottoms barely covered my bottom. “I told you,” I growled at her.

“Well, it’s not like you look bad in it,” she said with half a grin, “I wish I still had the body to wear something like that.”

“Mom!” I cried.

“So, it’s a little skimpy,” she said, coming over and adjusting the straps on the top, “There aren’t going to be any boys there, are there?”

“No, but…”

“It’s bunch of thirteen-year-old girls running around in their bathing suits in Jenny’s backyard,” she reasoned, untying and retying the strings on my bottoms, “None of your f

Teenage Sexual Encounters Episode 1

lulzywin on Sex Stories

Greetings to you in whichever part of the world you're in. My name is Liam and in this series of erotic literature, I will be taking you through some rather phenomenal sexual experiences that occurred during the course of my teen years, each one of them based off real happenings (let's hope my memory serves me right).



My first sexual experience dates back many a year, shortly before my thirteenth birthday. Before we dive right in with the gritty details, some back story.



As a child, I was quite the timid one. I was never particularly popular and despite having female friends, never an actual girl I could call my own in contrast to my acquaintances who would often boast of their experiences. In the last year at my first school, I was never particularly attract

A Kiss is Still a Kiss Ch. 02

centrum on Teen Stories

The whole of the next day, Harry was simply buzzing around school. He felt different, somehow - more confident, as though his big night had given him some new kind of authority or verification of life.

He felt energized through class, and even though he found his mind wandering during the quiet moments, back to thoughts of lying with Samantha Williams, he actually found on the whole that his mind was sharper than it had ever been.

He suspected it was something to do with the sudden complete absence of silly, niggling insecurities he had always carried along throughout school - concerns about what people thought of him, what girls thought of him, what the future heralded.

During morning break, he was given a funny look by Greg, Amy's boyfriend, which made him wonder how much Saman

I got fucked by a big cock while my wife watched

FastGlass on Forced Stories

My wife has been pegging me wither strap on for some time now typically when she’s in one of her Dominant moods, she called me and asked if I was anywhere near her office, she had something to show me. So, I swung by and she told me to come into her office and she closed the door behind her and locked it. She went to her bag and pulled out the most realistic dildo I have ever seen. She had this wicked look in her eyes telling me to feel it. I must have had this look of amazement; doesn’t it feel real she asked. Not felling any cock but my own I said yes its really does not hard plastic it had foreskin and it bent but still had some rigidity to it, she said look at this extra bonus turning it around showing me the base it had a reservoir that could be filled with whatever and it also vibr

Charlotte stays the night at uni, part one

sticky68 on Teen Stories

This story is not entirely true, though in the interests of interest, I’m not going to say exactly what is and isn’t true. What I will say is that while the names are false, my description of “Charlotte” and the narrator are both true and accurate.

Charlotte sat on the side of the bed, the shirt of her PJ's hugging her slender body just tight enough to reveal the presence of her C-cup breasts

Scarlett’s Diary – First Kiss & So Much More

MillieDynamite on Teen Stories

Scarlett’s Diary – First Kiss & So Much More
Millie Dynamite

Take one step forward, you have crossed over into Millie’s Vast Expanse. Meet Scarlett, age fourteenish. Occupation: Student, education, incomplete. Hobbies, boys, music, boys, TV, boys, movies, and of course, boys. A girl filled with a deep seated longing, a need to be needed, she desires to love and be love. She is a flower waiting on a bee.

Meet Jackson, Occupation, none, lives off an inheritance. A man that is a lover of the young. A seemingly permeant fixture wherever the youthful congregate. A man of perpetual, youthful looks with a rather silvery tongue slickness. A possessor of unique ability, adapted to finding those of a certain internal heat, he sniffs out the unsatisfied females in the throws of their hormona

Experimenting cousins

Joaneygrl 1137 days ago on Oral Stories

My cousin and I started experimenting when we were young. We had plenty of time and much of it was without disturbance. I was born in 68 and he in 69. We started experimenting right around 78/79, you do the math. We had done the touching and fondling that eventually led to the basic mutual masturbation or giving each other hand jobs pretty much everyday if not multiple times. One day we were in the basement looking at some Cheri and Hustler mags we had found in my uncles tool box. This was a new vision to us seeing what girls were doing to guys and how sex really was in full display. It was summer and I was on the carpet laying down with my shorts at my ankles grinding my cock into the pillow I had under me as I flipped through the pages of hot sex. My cousin was on the couch, he

losing my virginity to my brother in law

emen4u on Oral Stories

Hi all readers, I am Artika and I am 27 years old, slim, fair and have a nice structure of 34C-28-36. I want to share with you some of the events that made me fall for my brother-in-law (my elder sister’s husband, Jiju) and loose my virginity to him.
My sister was married when I was in my final year of college. The next year my nephew was born and I also completed my degree. Since I took a break after college, I went and stayed with my elder sister to help her with the baby who was 6 months old then. Both my brother-in-law and sister were working and hence my presence in their house really helped them. My brother-in-law had an athletic body and used to work out in the gym. I have always noticed his eyes wandering over my body whenever he talks to me. That used to give me a shy feeling, b

My First Time Having Anal Sex With A Sexy Mom

JacobD92 on MILF Stories

So it's been a good year or two since when we both had sex with each other and those times were nothing but an amazing time for both of us and I've finally fulfilled one of my fantasys and I wouldn't of done it with anyone but you because we know each other so well and get along with each other so well. And know what we like in bed. And nobody knew our secret but us.
It was October and right around fall break for everyone. So lot of the kids were out of school and stuff and a lot of them went out for vacation. My sister was having a birthday party here at our home and she invited you. I was in my room playing a game and my door was open and I could hear my sister telling my mom who she is inviting and she mentioned your name and when I heard that I paid more attention to the conversati

What Dreams May Cum! ;-)

lobcity4lyfe on Sex Stories

After waking from a dream that leaves Britney flustered she calls an old friend to release some sexual tension that has been building up between them for four years. An unexpected, furry guest comes along and Britneys reality is turned into a dream as she gets pleasured in ways she didn't know existed.

Primal Kiddie Lust

floorboard9999 963 days ago on Anal Stories

"Two ninety-eight. Two ninety-nine. Aaaand that's it. Three damn hundo. How the hell do you do it?"
Joel shook his head in awe as he tossed a towel at the figure suspended in midair.

Malcolm took one hand off the pull-up bar and caught it deftly, dropping to the ground and dabbing at his shining torso.
"Good food. Good sleep. I normally wouldn't push myself this hard, but Giselle said she's got a surprise for me tonight. No idea what she's on about, but I need to get a good pump going. Just in case she's invited one of her friends into bed with us again."

"Wouldn't put it past her. You picked up a feisty one, you did," said Joel, as they headed out into the chilly winter evening.

As he drove through the deserted streets, Malcolm found himself subconsciously gripping his cock wi

Uncle T

1naughtynephew69 on Bisexual Stories

This is my first time writing. Let me know what you think. If you like I will write part 2... Thanks guys

So lets start off the story with a little bit about myself. My name is Jason and I am 13 years old. I stand about 5'9 and weight about 150. I don't have a six pack by any means but a pretty nice smooth body. I matured pretty early. So have a nice 7 inch cut cock. I have dark hair and piercing light eyes with dark eye lashes. I get lots of compliments on them! Well not only did my body mature early but so did my mind. Many people thought I was older. Well one summer day I was hanging out by the pool when I got called in by my mother. She said my Aunt and Uncle called and needed a babysitter and was wondering if I was interested. They had 2 younger kids, and I got a long pretty wel

A Series of Fantasies 2018

Posthockamos on Gay Stories

This story, dear readers, is but one of a developing series outlining my fantasies. All are about how I envision my first encounters with men will transpire. None of this has yet happened, but I hope it will work in the not to distant future.

It had been long since I first had thoughts of being with a man, such thoughts having started at a very young age. I was so young in fact that later in life I suspected I had experienced some form of abuse in my early life. This eventuality did not, as is the norm, disgust me but rather inflamed me with lust for that elusive older man that may have used me for his pleasure. As such my fantasies have always hovered around the idea of older men. I like the idea of being the beautiful young boy pleasing an older wisher man.

My ideas started smal

My first time.....

smhnewc2013 on Gay Stories

Hi, Please bare with me, this is my first time writing a story, any comments afterwards are welcome.

To start I need to lead up to it, so here goes....


Id been single for a while and enjoying playing the field, and still living at home with my mom, had been meeting a larger Ginger Irish girl (fuck buddy) for a while, u know what they say about bigger girls more willing to please, this was true with her, really got off on her licking my ass and fingering me, kinda getting off point here.

Whenever I wasnt meeting her I was playing with my cock, and my ass and fantasising about meeting a guy for the first time.

Id been using a text site for a while and been chatting to a few guys, always older guys as thats all I was interested in.

I had been chatting to a few guys for a lit

Double massage therapy

Sexualgambit on Gay Stories

I'm a regular guy. I'm straight I dream of women I masturbate and I go to work. But sometimes I'm a daydream about what it feel like to have a cock stuffed in my mouth or having guy stretch my ass out. It's the first time and I always think about it.

I'm feeling horney and I go to massage parlor just to try to see if I can get a happy ending lol. I go and there's a very attractive woman behind the desk and she smiles as me as I approach. She asks what she could help me with and I look at her grinning and say I'm here for a happy massage and I wink. She blushes a little bit and precedes to ask if I want it deep tissue or just a topical. I think about it for a second I told her I want the deep tissue. She looks at me and goes and gets kind of rough with the deep tissue so we bind your l

My first time......

smhnewc2013 on Gay Stories

Hi, Please bare with me, this is my first time writing a story, anycomments afterwards are welcome.

To start I need to lead up to it, so here goes....

Id been single for a while and enjoying playing the field, and still living at home with my mom, had been meeting a larger Ginger Irish girl (fuck buddy) for a while, u know what they say about bigger girls more willing to please, this was true with her, really got off on her licking my ass and fingering me, kinda getting off point here.

Whenever I wasnt meeting her I was playing with my cock, and my ass and fantasising about meeting a guy for the first time.

Id been using a text site for a while and been chatting to a few guys, always older guys as thats all I was interested in.

I had been chatting to a few guys for a little

That 70's Porno Pt. 02

Muhabba1 on Celebrity Stories

This is a work of complete fiction. It just popped into my brain so I wrote it down and share
it for free and make no money off of it. No one under legal age may read this, if you know
what's good for you. No one over legal age should read this for the same reason. All
characters used in this story are a parody of any real or fictional person. I do not own That
70’s Show or the characters from it. Comments are always welcome and appreciated so
you should feel free to share.

Story Code: Teen, Oral, M/F, F/F, Fingering, Voyeur, Incest, Anal, Hand-job, Noncon, M/FF

That 70’s Porno Pt. 02
By Muhabba

--Early Monday Morning, Outside Point Place High School

The sun was just barely coming up outside of the school as Hyde, Donna and Fez met
underneath the flagpo

That 70's Porno

Muhabba1 on Celebrity Stories

This is a work of complete fiction. It just popped into my brain so I wrote it down and share
it for free and make no money off of it. No one under legal age may read this, if you know
what's good for you. No one over legal age should read this for the same reason. All
characters used in this story are a parody of any real or fictional person. I do not own That
70’s Show or the characters from it. Comments are always welcome and appreciated so
you should feel free to share.

Story Code: Teen, Oral, M/F, F/F, Fingering, Voyour, Incest, Anal, Hand-job, Noncon, M/FF

That 70’s Porno Pt. 01
By Muhabba

So I worked really hard to get the dialogue in this story to sound like the
characters in the show which also meant trying to get a balance between a believab

Inspirational Fireworks

ionblitz on Sex Stories

It was that twilight hour. Two in the morning. The point when our minds seek dark and dirty things as if was candy. With the hot, muggy night that was, the fireworks that dazzled above over the last few hours only left sparkles of excitement on your subconscious. What burned now was your imagination... and what I was leading you toward.

We made it home safe after the show. A couple of beer bottles now sat empty, guarding the door to your backyard. We sit, side by side on a patio couch, close to one another. You smell the faint aroma of some body spray - Axe? You aren't sure what kind - and it's teasing you. Your mind is already in the gutter, imagining me on top of you, shirtless, smelling my body as I am plunging into your soaking wet--

My hand finds your abdomen, touching you thro

Natalie Portman, The Florence Nightingale Effect

Muhabba1 on Celebrity Stories

This is a work of complete fiction. It just popped into my brain so I wrote it down and share it for free and make no money off of it. No one under legal age may read this, if you know what's good for you. No one over legal age should read this for the same reason. All characters used in this story are a parody of any real or fictional person. I do not know Natalie Portman, Benjamin Millepied, or have anything to do with them. Comments are always welcome and appreciated so you should feel free to share.

Story Code: Anal, Blkmal, Exhib, Finger, Inc, Mast, MF, Oral, Reluc, HJ,

Natalie Portman, The Florence Nightingale Effect
By Muhabba

Natalie couldn't help herself as she reclined in her hot bubble bath. The tub was built to easily hold two people and her slender body

Karl and Karla

wirepaladin2000 on Sex Stories

It was fall and school had just started again. My twin brother Karl and I were feeling pretty darned good, after all, we were in high school now, 14 years old and freshmen.

There was something we called “The Race.” Our father had died when we were infants, he'd left our mother well set financially, she didn't need to work but she did. She was a sales executive with a communications company with a mid six figure income but Karl and I figured the only reasons she was employed were that she had the opportunity to meet men and that she didn't have to handle normal motherly duties, we felt like she hated us for being impediments to her, in her mind, idyllic life.

Her idyllic life, what a joke. To the outside world mother was a paragon of virtue, a beautiful woman of 37, a high payi