Search results for "crossdressing, oral, anal, sex, first time, experimenting, crossdress, sissy, all, gay"

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

The Love Of My Life Pt 1

siflord on Love Stories

We flopped down onto the couch in Alex’s room with a sigh of relief. Both exhausted after a long night at the bar catching up with everyone after my return back to London. We’d had quite a few drinks throughout the evening and were definitely feeling it. I looked over at Alex sitting on the couch next to me. I scanned her up and down, taking in her petite body. She had always been stunning to me. Blessed with perfect 34D breasts and a shapely little bum on such a small frame. Something about her tonight was too much for me to handle. Years of unrequited love and lust was manifesting itself and I felt myself being overcome with an animalistic desire for her. I could feel my dick beginning to stir within my pants. I wanted her so badly. I decided to through caution to the wind and go in for

Jacob tests his new sitters boundaries

CHMarshall on Virgin Stories

This is side 2 of a 2 sided story.  Jacobs views of events as they took place. All views characters and events in this story are fictional. 

Written by:

C H Marshall 


Jacobs perspective 


The new sitter is supposed to be here no later than 615 and I want you to be on your best behavior for her you hear me young man Jacobs mother scolds. I will mom promise I am going to go shower now so I can make my best first impression ok. Jacob I always thought boys were dirty creatures who had to be forced to wash. But you have to be the cleanest person I've ever met. His mother says laughingly. Jacob thinks to himself that's because no one will ever let you rub your nuts on them if you smell and dirty all the time. But says out loud insted. I don't wanna be a smelly kid mom as he dashe

Karen is the best sitter

CHMarshall on Virgin Stories



This is side one of a two sided story. All characters and acts in this story are fiction. 


Karen's perspective of events by:

C H Marshall 


Karen nervesly approached the door and rang the bell. This was not her first babysitting job but she was worried someone may find out why she wanted this one.
Her thoughts drifted to yesterday during lunch when she heard Christina telling the girls she was never babysitting for Jacob Wilson again. "That little fucker tried rubbing his balls on my face while we were watching a movie." That thought made he feel a little tingly all over and she felt her nipples harden as she did when Christina said it. She began to have second thoughts. What if Christina dremt it worse yet what if something happens and everyone finds out. She starts to

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

Visiting Hours

davesmistress on Anal Stories

Visiting Hours
by brwneyedwitch70

It had been a busy day at work, I didn't get a chance to call you so I decided to stop by your hospital room to say hello. Your surgery had been a simple procedure, but you were still required to stay a few days to make sure that your knee was better. I was surprised to hear that you would be out in two days. Being away from you had been difficult at first, but knowing that I'd have you all to myself again soon was enough to keep me horny.

As I was driving toward the hospital, I noticed a costume shop. "Why not stop in." I thought to myself. We were always talking about dressing up and doing some role-playing games. Why not go in to see if something catches my eye. As I walked in to the store, I noticed there was much more than just costumes---this

True Story Cousin Love

lustful_coyote96 on Incest Stories

Me and my cousin have always had a bond. I've always found her really attractive and she felt the same way about me. She lives in another state so we would visit on once in a while. She is four years older than me. This story took place when I was 18 and she was 22. We were visiting our relatives like we do every couple years. It's my uncle, aunt, a girl cousin and two boy cousins. Since me and my girl cousin were a bit older, we would stay up longer. While everyone was asleep, me and her started watching a movie on the couch. I soon began to drift away into asleep. I then woke up to my cousin rubbing my thighs and near my crotch. She saw me waking up but continued to rub anyways. As soon as i wake up she tells me she doesn't wanna pretend she doesn't want it anymore. She then sits on me

Raquel Weekend Nightmare: The Beginning

CarpetKing6930 on Teen Stories

One weekend I was home alone as the rest of my family was either away for work or at my older brother’s college family weekend. I had to stay home because I had to work Friday night. After work on Friday I got home and had something to eat. I decided to see what was on TV and after flipping through channels for about a half hour I got bored and decided to get online to chat with some friends on instant messenger. As the night went on more of my friends started getting off and I was getting bored again so I decided to visit a chat room. Seeing as I was home alone I decided to enter the home alone chat room…I would have never imagined what happened next.
The conversations started out normal enough there were plenty of boys in the chat room asking to talk to females so, being a female, I

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

nightingale

Lickmeimchocolate on Teen Stories

I rode his dick backwards for the first time.

I was horny and nothing was stopping me so I grabbed hold of his thick, swollen bulge through a hole in the crotch of his boxers, licked it a little, then slid my lips slowly down the side of his shaft and kissed it softly. He threw his head back and his dreads spilled above his head as he let out a faint moan, as he felt my mouth part then water as I begin to slide my tongue over its head then suck and slurp his dick. Amazed at how deep I aloud him he grabbed hold of my curls and pushed my head further on to his member. "Nnghh, you like this dick?" He asked. Truthfully I loved it, but I didn't want to give way just yet. "I said, you like THIS DICK?" He asked more forcefully thrusting his dick deeper into my throat. But I could take it, I'm

Astoria: Chapter One

RedPillow on Supernatural Stories

Astoria

Chapter One

Death is a usual happening. You can see it in the dust that travels through the air. Destroyed skyscrapers that have collapsed on to the ground below. Rusted vehicles lying dead on the side of the road. The bones and skulls of skeletons hiding within the rubble. It is silent. You can hear the creaking of old metal from buildings delicately swaying in the calm but dirty air. The quiet is interrupted by a scream.

Two figures emerge from the fog as they stumble through the rubble, they are frantically trying to get away from something as if they are being chased. They wear ragged clothing with hoods over their heads. One figure is taller, holding tightly to the hand of the other figure who is smaller in comparison. Their legs are weak as they struggle to run dow

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

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

Emily's First Oral Experience.

ARigby41 on Teen Stories

Emily's First Oral Experience.

Emily entered the Dentist's office and sat down to wait her turn.

Dr. Hunter called out Emily's name.
"Hi Emily. It's been a while."
"Yes it has."
"I see you're turning 14 this Friday!
"Yep! Can't wait!"
Emily sat down on the dentist chair.
"Let me take a look down there"
"Oh dear. I see cavities!"
"Sorry Dr. Hunter"
"Don't apologize to me! Say sorry to my penis!"
"What?"

Dr. Hunter walked over to the table, turned on the radio
and started to unzip his pants. Emily saw the 8" cock and starred at it.
"Wow that's big!"
"Don't just stare at it, lick it"
Emily grabbed the big cock and kissed it.
She started to lick the head of the penis and slowly sucked on it.
Emily felt 2 big loads shoot into her mouth and onto her tongue. She quickly

Colleague my partner

Amju66 on Gay Stories

i'm 26 year old guy working in a private company as a accounting incharge. This is my real story in my life and ofcource added some extra words to it and moreover i'm not good in english please adjust with my gramatical mistakes. My company is big one having multiple branches in india. This is my first job but still stick with it because i got good salary,reputation and many more. This relation happened to me at mysore where i worked almost 3 years .

In my first 1 year carreer starts at chennai and then moved to myore branch. I had good team of 5 members when i join there but later its turn to single man army. After 5 months team size reduced to 3 people due to revenue loss of our company . i have good time with those experienced guys but that happiness lasts soon. One person moved to

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

College Tales Chapter 2: Dreaming

palindromat on Sex Stories

Continued from Chapter 1: Partying with Randall

All of these stories are true - or at least based in my imagination on what I *wish* had happened at any given time during my high school and college years. I started writing this all down for my own records, and to share. Some chapters/stories are shorter than others, and some (like this one) aren't as erotic as others, but they all play into each other. I'll try to 'publish' regularly.

--

Chapter 2: Dreaming

I’ve had this dream since freshman year of college; I think it became more realistic when I actually learned about sex (not ‘about’ sex as in sex-ed class, but ‘about’ sex as in actually having it) that spring. It’s based on fact, but the actual events of the party are completely fictional.

We’re in high school or early

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

A Week Of Good Company - Part 1

SomeoneUdontKnow on Sex Stories

It was a dark and misty night. Eve was alone in her house, as she would be all week. She decided she needed some company in the house over the week. So she called her friend, his name was Franky Fucker. His name said it all. She always had a crush on him, she planned to make her move this week. But there was an issue, because Franky could only be there from Thursday, and Eve needed company all week. So she arranged her friend Jesse to come only on the days that frankly wouldn't be. On Monday, Jesse arrived at Eve's doorstep will everything he needed to stay for the days he would be there. He included a special gift for her, one he know she had wanted for quite a while, he wouldn't tell her what it was but she was pretty sure it was a Double ended dildo. When Jesse showed it to her that ev

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

Inspirational Fireworks - Part 1

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

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.

Mistery gift

Preacha on Animal Stories

Mistery gift - The gift that keeps on giving.



This wild story begins one lovely morning as any other morning on our farm. We were fairly known dogbreeders in the area. Right next to the house was a barn where all the dogs were kept. The shining sun bathes my naked body as I wake from my slumber, I skip to the shower, try myself and head downstairs to get some breakfast.

Horny Isabella: ...

horny101 on Sex Stories

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Sorry! This story has been removed. Watch this space for the original resubmission.