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

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

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

BlackSailCpt 301 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

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

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

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

Primal Young Lust

floorboard9999 953 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

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

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

Jack Gets Sucked by Best Friend

wallawalla 1178 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

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

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

In the office part one

Bigoletreat 785 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

Best Hike

Shyguy654 1159 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

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

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

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

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

BlackSailCpt 614 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

MILF Next Door Loves Cum

wallawalla 1178 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

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

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

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

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

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

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

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

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

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.
------------------------------------
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

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

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