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

new Simon the workplace sissy

julianedwards92 35 days ago on Anal Stories

Let me first start by saying I’m a straight guy never in my life would I have thought I’d ever do this. (ok some of that could be a lie)
The office has always wondered about Simons sexual preferences very camp talking, not bad on the eye and good skin, dyed hair seems to always be a hit with the ladies he was always coming in each weekend telling everyone about his conquests. He ended up having his heart broken by his previous fiancée making him becomes bit of a player.
Shortly after his breakup he met a girl and decided to take him up on is offer replacing the ex on holiday.
Whilst on holiday he once again became the talk of the office by dressing up in a blonde wig and red dress clearly a drunken night the new girlfriend present in a few photos.
When he came back to work, we jokingl

The Terrific Trio's Vegas Trip Part 2: The Trip Continues

BlackSailCpt 300 days ago on Sex Stories

The three ate their salads in almost dead silence. Van didn't know what to say plus his brain was still a bit foggy from the lack of blood. Marsha spoke up first, "told you this place had great reviews." "No shit" Sam snorted forking the last bit of salad into his mouth. "Uh huh" was all that came out of Van. "If that was the first course, the food can be a dumpster fire and I'm giving a 5 stars," Van finally admitted. The remaining courses went just as the first. By the time the trio wobbled out of the building they had several more orgasms and left a sizeable tip. It was quite late. They had been in the restaurant for longer than they expected. They laughed and agreed they were only savoring the fine dining experience.

They walked and talked as they strolled down the strip

My Adventure Begins on a Hillside

Sexysuperslut 569 days ago on Teen Stories

I would never have guessed that one small encounter on a beautiful hillside overlooking my historic home city of Edinburgh would lead me on a personal journey of discovery such as I could never have imagined. In a short time, I would be following a path that not only led me to university but into a world of chain's, whips, leather, pain and pleasure. It would be a road that tested my resolve and stretched me, literally and figuratively to my limit. An exciting, winding adventure that would end in my total submission!

It all started at eighteen with a rather innocuous walk with two rather handsome male friends from school. I had known them for about five years, and recently it had been obvious that they had a bit of a crush on me. What I was unaware of was that both had wagered each oth

Gabby and Riley’s Basement Party Adventures - The Next Day

BlackSailCpt 613 days ago on Cum Swallowing

Gabby woke up to the birds chirping in a nearby tree. She was laying naked in the lounger next to the hot tub. The hot tub. Her pussy tingled thinking about last nights events. She couldn’t believe she ate Riley’s pussy. She never thought she would do something like that. The moment was too much and overcame all of her inhibitions.

She walked through the sliding door into the kitchen. Looking back over her shoulder she was Rick and Riley still sleeping. As she moved towards the sink she heard Steve snoring in the front room. She figured with everyone sleeping, she might as well make herself some coffee. A bag of Tim Horton’s premium blend and a few cups sat so conveniently next to the coffee pot. She leaned forward peppering herself up against the counter recounting last ni

Tried Butt Stuff w/ my Best Friend's Drunk Blonde Sister

asslvr123 617 days ago on Anal Stories

This story and all characters involved are both completely fictional.
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I always had a thing for my best friend's sister. She was 4 years ahead of us, so when I was just a young freshman, she was a pretty blonde Varsity cheerleader in her senior year. I'd always stay over at my best friend's house during the weekend and we'd hang out like typical teenagers--stayed up playing video games, pretended we were thugs listening to rap music, we'd even talk about doing dirty things to girls we thought were hot in our class (although I never confessed having any attraction to his sister--I knew our friendship would immediately get weird if I did). He'd typically fall asleep before me and I usually stay up for a couple more hours before feeling tired and fallin

In the office part one

Bigoletreat 784 days ago on Gay Stories

While sitting in my office working I hear a knock on the door and replied come in never looking up from my computer I hear a voice so deep mellow “Hello my name is Anthony” and I felt a tingling sensation throughout my whole body as I started to look up at him I stopped midway he had a huge bulge and my nipples had begun to get hard and my dick was getting so hard it was beginning to hurt i then looked up at a handsome 6’4 black man. trying so hard not to make it look like I wanted him to bend over my desk fuck me like a nasty slut I stood up to introduce myself I said to him “Hello, please come in have a seat” there was a quiet pause and I followed his eyes he was looking at my full on rock hard dick and began to smirk he sat down in a chair and began to talk but all I could think about

Craving 1st cock

MansfieldBigCock 889 days ago on Gay Stories

For some reason despite being totally straight i kept craving a cock in my mouth and one in my ass!! I was around 18-20 and just could not get the craving to go away, even started to watch gay porn and wanked with legs over my head so the cum went over my face wishing was someone else! I tried going 2 weeks not watching or wanking to it, i failed after day 3! So it reached a point i needed do something about it and started looking on internet and discovered a bath house and for £20 get entry and a towel, just the thought had me rock hard! So drove over paid got towel and went for shower etc, once properly in i was just walking round with towel wrapped around, seen a room playing porn so went in there for few mins to watch and get rock hard! I then started hearing moans so decided to follo

Jason's Mum

jimmyjonnyblue 927 days ago on MILF Stories

I arrive at my friend Jason’s house but he’s not home, and his mum answers the door, who I’ve always sort of had a crush on, secretly. She lets me in and tells me that Jason will be home in about an hour, but I’m welcome to sit and wait and watch some TV with her. So I say ok, shyly, then follow her into the living room and onto the couch, where there’s a half empty glass of wine and a book that she’s been reading, which she tells me, a bit embarrassed, is a romance novel. She sits and I sit at the other end of the couch and she switches on the TV. It’s a gameshow and we watch for a while, her laughing every now again which makes me crush on her even more, because her laugh is like a song, and I watch her more than the show. She sips on her wine as well, her lips lovely and red against th

Primal Young Lust

floorboard9999 952 days ago on Sex Stories

"Three ninety-eight. Three ninety-nine. Aaaand that's it. Four 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

Primal Kiddie Lust

floorboard9999 966 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

Accidentally mature

Danyyy 985 days ago on MILF Stories

My work at car Rental company at airport was really something, but was exciting, adventurous and lots of fun but there was something missing. I was 22 years old when I started working at airport rental company, i was alone, no girlfriend or fuckbuddy. But in airport there were several girls and matures who used to tease me of not having girlfriend and stuff like that and as usual I made fun of them and ignored them and this kept going for many months. As time passed I felt my sexual desire getting its peak and I never wanted to go for prostitution or paying someone to have a sex.
There was a mature lady Rosa around 55 years old who was really friendly and talkative she always sit in the corner of the gas station to have her coffee, everybody knows her as nice and relaxed person. I for no

Problems of married womens....1

manojhd1 997 days ago on Wife Stories

Hi all married beautiful ladies welcome back to your doctor cum sex consultant page. Let's talk reality no matter if whole world hates us..enough of living in fake world. This is the second article and continuation to the first one. I have received lot of response asking for in detail explanation about lot of things so I am going to explain few of the things here. Thanks for all your support. In my first article I explained how society won't talk truth.. And I am here to break all the myths and make people realize and help them get what they deserve for..
Let's discuss the below points today.
1. How to know if your life main goal is sex or lead normal life
2. How to choose good sex partner
3. How to get away with family problems and fuck as much as possible
4. How to know if boy is

Experimenting cousins

Joaneygrl 1140 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

Bitter truth!! How to enjoy sex life post marriage!! Best Doctor advise

manojhd1 1152 days ago on Wife Stories

Hi i am Uma(name changed for security reason) working as consultant for sex related problems. This is not related any specific desease rather about most women's problem in 2020.

Being in medical field its hard to talk truth but i hope in online no one can stop me doing that. First of all i am more crazy about sex since early age and thats the reason i choose gynocology to understand more about sex. After researching a lot and studying tons of books what i realised is sex is natural activity and there is nothing one should be ashamed of. When i was in college i could not stay without having sex for more than two days so i was doing living together with a boy who had very good cock( i dont want to use boring medical terms like penis..i am tired using it all day in my clinic) so my curios

Best Hike

Shyguy654 1158 days ago on Gay Stories

Best Mates

I was backpacking the Appalachian Trail with my best friend Jack one summer. We started in Georgia and were on the trails for a few months. We have been friends since 3rd grade and have been through everything together: girlfriends, break ups, graduations, parties, deaths, you name it and we experienced it together.

One night after we settled into camp, we hit a nearby river and stripped down to cool off and clean the sweat and grit of the trails off of us. We ate dinner and we were sipping a little whisky and decided to drop some acid. We had done acid together a few times so we were kinda used to it. The cool evening felt good after a long day of hiking. We laid back and stared at the magnificent sky above and watched dusk turn to night, the stars beaming and waited

MILF Next Door Loves Cum

wallawalla 1177 days ago on Cum Swallowing

I was 13, 6' tall, (my Dad had been 6'5") crazy thin, and because of the showers after gym, I knew I had the biggest cock in my middle school - even at 13 my dick was 8" - I would end up with 10" when I got older. It was also the age I was diagnosed with HSP - Hyper Sperm Production - also known as Hyper Spermia.

It started when I began to have aching balls. It would begin with a dull ache, then really start to hurt, feeling swollen and tender. We went to the doctor and because my Mother was aware my Father had it as a boy, it was diagnosed quickly. Hyper Spermia is when the testicles produce sperm at an incredibly high rate - constantly. The only way to abate it was to masturbate frequently to relieve the testicles of the sperm it had produced.

It's a medical condition that

Jack Gets Sucked by Best Friend

wallawalla 1177 days ago on Teen Stories

My best friend, Jack, and I were running home as fast as we could in a driving rainstorm. First day of summer and bam... rain. He had moved in just a couple of months before and we had become fast friends, and now we were rushing to his house to get out of the weather.

We were both 13, and with our parents at work, and summer here, we really had nothing to do but hang out. We hit the door and stood there in the kitchen dripping wet. Jack said, "Take of your clothes and I'll put them in the dryer. We don't want to track water through the house."

I was caught off guard, but he was already stripping down, so, I just went ahead and nervously began undressing. Though I had never done anything with a guy, I was the 'pecker checker' in the boys shower after gym. I didn't know why, bu

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

Unexpected Sexual Cravings Unleashed

kat4showw469 on Reluctance Stories

This is the story of how my sexual desires changed my life for the better. It is what started me on the road to the sexual obsession that I now thoroughly enjoy. This one trip and meeting the right guy changed me from an insecure girl with low self-esteem into the horny promiscuous woman I now am. It happened a few months after my 5 year marriage was dissolved through divorce. After some time and since I’ve been very naughty, I finally am comfortable to write about it and share myself to the world. But first let me give you a little background about myself. I hope you won't get too bored!

I was 19 when I lost my virginity. I only had 3 sexual partners before I got married at 22. I was a novice when it came to sex and my ten year older husband, was a lot more experienced. He taught me a

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

Movie night

wfl04462 on Teen Stories

I can’t believe I was so stupid, I really thought Bob loved me. I was 16 and he was 21. He had been my boyfriend for about a month, against the wishes of my over baring mother. He was cute, 6 foot tall, curly brown hair, light blue eyes and a lovely smile. I am a rather plain small breasted, girl topping the scales at 79 pounds and short at 5 foot 5. I have long blond hair that goes all the way down to the small of my back. Bob was in college and I felt really special that he had chosen me as his girlfriend.
Well to get back on track; I was really taken with Bob and loved the attention he gave me around his friends. One evening we went over to his friends apartment to watch a movie. I wore the tan skirt that he and his friends really liked a lot. There was 2 other guys

Fateful Encounter

markerss on Gay Stories

I want to start by saying that this is a true story about my first sexual experience, and I have tried to add as many details as possible. I also know we have all had encounters that we remember as well as those we want to forget, but being this was my first sexual encounter, it has stuck with me even though I have tried to forget it ever happened.

With that said, I have mixed feeling about what happened, and when it creeps back into my thoughts, and I end up remembering back to when it took place, I find myself remembering every little detail of that fateful time in my life.

It feels sometimes that I want it to happen again or that I could somehow go back and experience it again, but soon after, I wish I could forget it ever happened.

Introduction

I had just turned fifteen a

Tanveer and his master's friends

chadoas on Indian Stories

Tanveer suggested one day I should meet his master. He had a master long before he and I met. The master was his father's employee -that did not make any difference. Tanveer enjoyed sucking him off, getting fucked and generally be humiliated and degraded.
It was one thing to have Tanveer over and we sucked and fucked eached other and he loved being punished by me.He had his cock in my mouth when asked me
"Will you like to meet Arif?" He asks, he knew I could say anything with a mouthful of cock. I was enjoying it after he shot his load in the new condom , though his cock was deep in my throat. I wanted swallow that cum. He pulls his cock out.
"You did not answer" He says
I slap his balls hard,
"How the fuck do you expect me to say anything when I have your worhtless piece of meat

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

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

A crazy day with Tanveer

chadoas on Desi Stories

This the story of my youth Way back then I had a friend Tanveer the same age as and lover, we had been fucking each other and sucking each other off for some time.This was time I had not shifted to my own house and only had bedroom, where I could anything I liked But one day Tanveer surprised me, it was no ordinary day, it was Eid.
Like all other guests I greeted Tanveer in the traditional Eid manner. He came inside and sat in a room meant for the younger crowd, whereas all the elders were in a larger drawing room. While I was talking with my cousins, Tanveer kept butting in interrupting while I was talking. It started to irritate me. I knew he was bored and the only thing in his mind was my cock. I tried to ignore him. My cousins moved out get their Eid treats. I look at Tanveer and I a

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

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