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JESSINTA 8 Crossroads

It didn’t bother me, as I lay in bed and staring at the ceiling. VP and I had slowly drifted away from what, we once had. I just lay there, day dreaming and thinking of Jimmy; and how much I enjoyed him fucking me and his big cock. He had me satisfied and content; for the first time in my life. I couldn’t wait until school finished; and Jimmy giving me all his worth of his gorgeous steamy black cock. I was restlessly but rested. Every now and then the taunts I received by the...

Chaotic Crossroads

Note: This is a sequel to my stories Arrival of the RX-2000, A Keychain of Girls and The Girl and the Top Hat. Chapter 1 – Causality Causality, cause and effect. An event occurs and, through causality, an effect must come of it. This effect is of direct consequence to the event. However, it does not stop at one. Causality is a cascading effect. One event occurs, an effect comes of it and thus another event is caused on account of that effect. All things must have an effect and all effects...

Crossroads

A crazy little story where a young man finds out if his hidden desires are what he really wants. This all started with my desire to see what it felt like to have big breasts. That’s a little odd for a guy. I was a normal heterosexual guy who dated some in high school and now that I was in my mid 20’s I found myself at a crossroad. A couple of years ago I had decided to start taking some female hormones. This would help me fulfill my desire to grow boobs. All my life people would tell me that...

At The Crossroads

Krystal stood on the road, burying a box in the middle of the intersection. It might have seemed dangerous, if not for the fact that the road was an old, rarely-used limerock one. And if not for the fact that it was midnight. The only light Krystal had to see by was her electric lantern and the light from the moon and stars. Evening out the last of the earth with her shovel, she stood and wiped the sweat off her brow and moved closer to the light. She wasn’t really sure what to expect next,...

JESSINTA 8 Crossroads

Introduction: My name is Jessinta Jovanoski, and I am now 16 and sexually active. I am thinly built (32-25-34) but with an athletically framed 155cm (51), 48kg (100lbs) girl. My skin is mildly tanned, I have average to small breasts (32B) and dark brown shoulder length hair, I dyed in various colors. Since I was 15 I had been have a relationship with the school Vice Principle, who I call VP. Recently I had start another relationship, with my box gym instructor, Jimmy a 40 something African...

At The Crossroads

Krystal stood on the road, burying a box in the middle of the intersection. It might have seemed dangerous, if not for the fact that the road was an old, rarely-used limerock one. And if not for the fact that it was midnight. The only light Krystal had to see by was her electric lantern and the light from the moon and stars. Evening out the last of the earth with her shovel, she stood and wiped the sweat off her brow and moved closer to the light. She wasn't really sure what to expect next,...

Supernatural

Crossroads

A crazy little story where a young man finds out if his hidden desires are what he really wants. This all started with my desire to see what it felt like to have big breasts. That's a little odd for a guy. I was a normal heterosexual guy who dated some in high school and now that I was in my mid 20's I found myself at a crossroad. A couple of years ago I had decided to start taking some female hormones. This would help me fulfill my desire to grow boobs. All my life people would tell me...

Crossdressing

Inner Slut At the Crossroads

Read all the tags before continuing. If you aren’t of the legal age in your country, feel free to close this and move on. Because, I definitely won’t poison young minds… … Other than in my stories. Every character is fictional, and any and every resemblance to real life is completely coincidental. And NEVER try to do any stupid sexual things in real life. It not only would destroy you, but also your loved one’s lives. ~ ~~ ! !! *Amelia* Knocks on the door resounded around the...

At the Crossroads

It was just after three in the afternoon when Warren pulled into the garage at the home he bordered at. The old woman was too old to now drive and had sold her vehicle a couple of years ago and her daughter was a little slow, some would call her backward but it was quite noticeable that she wasn't the full quid, so owning a vehicle for her wasn't on the agenda. He gave a sign as he got out of the vehicle, he was beginning to feel that it was time to move on, time for a change and this meant...

Crossroads

Chapter 1 "She'd never been what anyone would consider an 'ideal' daughter, for any parent. Holly could easily be described as being a bit of a brat. She was 17 years old, with beautiful green eyes, and dark brown hair. She had a body that most men would die to get their hands on, and she knew it. Often in high school, Holly would use her charms on any guy she wanted, and never seemed to have a problem getting whoever she targeted. Sadly, Holly hardly ever found a guy worth being...

Monica MechanicChapter 7 Crossroads

As the clock ticked its slow way to the end of two weeks, Pēteris stood, arms linked with Miriam and Robyn. The portal was before them, and Daniel was behind them, needing to wait an additional five minutes before he could return to his own love. Time ceased. The three stepped through the portal and were greeted by Soo-Min Hero Greeter, with an infant in each arm and a toddler clinging to her leg. Fear gripped them until Soo-Min smiled and told them, “Meet your new daughter, Esther and your...

ConvergenceChapter 24 Crossroads

JJ and Caleb had to hurry to reach the small cafeteria, before it closed for lunch. JJ had only bought enough food for one meal. Despite their vows to ‘live on love’ the night before, their stomachs drove them out, in search of food. They sat in a back corner to eat, speaking softly, and basking in the glow of Caleb’s homecoming. JJ wasn’t even aware of the people moving around her. Every few moments, she would reach out and touch his arm, as if proving to herself that he was actually there....

Mud MagicChapter 4 The Crossroads

Rhys slowly came to, his consciousness sluggishly struggling towards being awake. The first thing he noticed was the murderous headache he had. Should’ve stopped after the first glass, he thought ruefully. The next were the smells. What had Chassari called it? Peach? The aroma of sweat and other, musky odors came next. His head rested on something warm, as did his hand. He gently moved it, caressing over something smooth, leathery. A woman’s butt? A contented sigh, very close, then a...

Crossroads

Azure Rocks, Greenwall, Amethyst Shore, Redwater, and Honey Hollow, magical locations where many epic tales took place and will still happen in a not-so-distant future. Charming characters and memorable relationships, romance and intrigue, those cities and towns have it all to offer and much more. What many individual visitors of these towns might not know is that they exist in the same universe, the very same space and time. Sometimes, elements hailing from one of those locations even met...

Teen

Border Crossing

This is not the sort of half baked thing you just up and do. In fact it took a few weeks for the yeast to cause the bread to rise. And then there was the research. The story happened when we were juniors at Wayne State in Detroit. Looking back, the event that planted the seed occurred when a senior we knew was arrested -- for prostitution! Sheila always dressed a bit slutty, but nobody guessed she was making money that way. Of course, when the story broke, we were able to find Sheila's ad on...

Erotic Fiction

The Lost Notebook of Doctor EChapter 10 Lines Get Crossed

Everything went so fast and furious from there. With Riki’s heaving chest partially exposed, he was eager to get even more of her revealed, for so long had he fantasized about a moment just like this. He needed to take in as much of it as possible. Drunk on the excitement, John was having difficulty undoing the rest of Riki’s shirt. He pulled her button off and it clattered to the floor. The small room echoed with their moans, and as he pulled at her clothing, Riki aided him, eager to have...

Cock sucking Crossdresser

When I was out on my own I started to buy a few things' mostly panties and thigh high stockings then a skirt and a blouse things that where ease to get to fit me. From there I learned to find my size in dresses and shoes this started to put my wardrobe to gather, but I still needed a wig and makeup so it was back online for more shopping, With lots of practice I became pretty good at putting on my makeup, plus doing my wig hair and a waste cincher I looked pretty darn good if I say so my...

The feminine crossdresser

Chucky open’s his eyes as he awakes, looking around at his familiar surroundings in his bedroom. Band posters, comic books and video games all over the floor. His parents always gave him crap about the things he liked and tell him the typical “you’re too old to be into thoses kinda things!” He didn’t care though. He stepped out of his bed in his black t-shirt and grey track pant’s that he wear’s to bed and walks over to the window to look out as he...

Telling Mom Im A Crossdresser

When I was younger, my dad had passed away leaving only my mom and I. She is 45 years old with long brown hair, bright green eyes and stood about 5’10’ in height. She is also a fairly busty woman with a 30DD chest with about 35′ hips and in pretty good shape for a woman her age. I had been crossdressing for a few years and my mother had caught me a few times wearing her clothes. The first few times she had a surprised look on her face and left. However, after a few times she seemed not to care...

Made My Friend A Crossdresser

I am having a tsunami of mixed feeling about this friend of mine who’s name shall remain anonymous but for now lets call him Anshul. He’s a good guy and a hot one. He got flawlessly creamy skin with awesome bubbly butts. This started a few years ago when we met for the first time in India. We worked in same company and he was a friend of a friend. At that time I was crazy about my physique and was well built up and he got motivated and asked about my workout routine and slowly he started...

indian crossdresser

hiiiiiiiiii every one here’s kiran from india ,punjab first of all its not a fictitous story ,it is a real part of my life my actual name is rahul and me a guy now of 20 yrs old. so lets start frm my age of 12 yrs…………………………. me frm starting was very likely to kiddish me always remain at home .not to go any where else than in my street. in mid of june when our holidays were going on my parents were with at home ,i asked them about there relationship .they bit were not happy with each other...

Motel Fun for College Crossdresser

Before I start the story I want to describe the setting so you get a better idea: it’s a highway side motel, very rundown and not very cleanly, not a dump either but not the best place to have a family sleep that’s for sure. The layout of the motel is a rectangle. The rooms surround the rectangle’s perimeter, in the center there is a pool, a park area, and a parking lot. There is a walkway around the entire inside perimeter of the rectangle and every room has two doors, one facing the exit and...

My Night with a Crossdresser

I am not a good writer but this was the hottest night of my life.I was out of town on a Business trip, staying alone at a nice hotel. After a long day of meetings, I was sitting at the Hotel bar drinking a glass of Scotch.The bar wasn’t crowded but wasn’t empty either. The seat next to me was open. Wasn’t long before what I initially thought was a woman came in and sat next to me. She said hello and ordered a glass of white wine. I realized then that she was a Cross Dresser. she looked to be...

The start of my life as a submissive crossdresser

I am a bisexual cross-dresser/sissy and have been enjoying my life as such for many years. It all began for me when a friend asked me to look at some of his 'girlie' magazines.We went up to his bedroom and looking through the magazine got Chris really excited and he got his cock out and started to masturbate. I couldn't take my eyes off his cock and I slowly reached out and touched it and when he removed his hand I curled my fingers around his erect shaft and began to slowly wank him.I just...

Crossdressing

Halloween cd crossdresser

TinkerbelleMy sister , Candy, and I were fraternal twins, but looked nearlyidentical. Pretty much the same height weight and build. In high school,she was always teased about having small tits and I was always teasedbecause I was small, thin and had a big ass for a guy. Because of this wewere extremely close. Best friends really. We spent nearly all our timetogether.After college she became a consultant and I became a math teacher. Becausewe were so close, I spent lots of time at her house...

Craigslist crossdresser

It finally happened. I got a response! I’d been corresponding with him on Craigslist, but then suddenly Craigslist personals were banned. I tried to reply to the Craigslist generated email that I thought was his, but I’d deleted all of his email’s in a moment of weakness. Now I had no way to get in touch with him. He’d posted about hosting crossdressers and providing a safe, relaxed place for us to fulfill our fantasies. He said he would be gentle. I’d told him who I was, that I liked to wear...

Uber driver fuckes teen Crossdresser

Hi guys im a cd from Orange County and i had the sex ever last night with someone I never expected. So it was around 1 and i had just soent the night with my “friend” well I had just blew him and watched a movie and he got me an uber so i kissed him and left when tge uber came and I went on my night. He told me it was a white truck and espanic i went in and told me my “friends” name and we drove off. It wasnt even 10 seconds and he said what was my name i told him i was “. “ and he said nice to...

My first time as a Crossdresser

Its 18 months ago. I had now become comfortable wearing womens clothes. I had been experimenting for around 3 months. I gradually started to get more confident in both my clothes ......and without. I started to dress more like a slut. Short skits. Suspenders. Corsets. I had also become more comfortable with my body as well. My hole was tight as could be. Like everyone, i started with fingers, one, two .....before moving on to small toys. After a few months, i had graduated to a 9 inch...

First taste of cum for a Crossdresser

I had never really been with another man before and I had always thought about it as I dressed up as a slutty girl and played with my little toys to orgasm. I'm a little tall at 5, 9 and with heels a monster! I have an average body, nothing feminine, but not out of shape and a nice big bubble ass.Until that night. I had been sent to Dallas for a business trip and was super excited to dress up in my hotel room and play around! I played around a couple days in my room and just got dressed did...

My First Crossdresser

Only a few years back in my young 20's i discovered Craigslist. I had no idea something like that existed and was immediately drawn to it. After building up the courage to meet up with a few guys a couple times i found an add in the T4M section. I got instantly hard when i seen this girls pictures. A slim sexy girl with an ass to die for and a desire for Cock. After some back and forth emailing for a few days we agreed to meet in her place.I went around to her place late that night when the...

Made My Friend A Crossdresser

I am having a tsunami of mixed feeling about this friend of mine who’s name shall remain anonymous but for now lets call him Anshul. He’s a good guy and a hot one. He got flawlessly creamy skin with awesome bubbly butts.This started a few years ago when we met for the first time in India. We worked in same company and he was a friend of a friend. At that time I was crazy about my physique and was well built up and he got motivated and asked about my workout routine and slowly he started joining...

Experiences Of A Crossdresser

This is an introduction to my crossdressing experiences – touching upon highlights along my journey. I will write more about these, and other encounters in detail, in time. These really are all true stories, no embellishments whatsoever.I had always been fascinated with women's clothing, specifically tights (pantyhose) and anything silky and sheer, like slips and sheer blouses. I would typically be drawn to anything black, but did have a fondness for nude tights and white slips, also. I usually...

How I became Jayne The Crossdresser

It started in 1976,around August,I had just met John a guy my around my age,who lived alone near me. He wasn't shy to admit he was gay,and I was curious,and I told him one Friday after we got back from the pub about my interest. Before I knew it John & I had undressed & I had Johns cock in my mouth,sucking him off,& he soon quaked into an orgasm,cumming in my mouth so fast I gagged slightly before I managed to swallow most of it.John was keen to make it a pleasure for me &...

firsts time I m seen as cd crossdresser

From a young age I liked dressing up in womens lingerie and clothing.... as I got older I grew up over weight a little and more so the older I got..... by the time I was I was in my late teens I had nice size breasts....nice enough to fill a bra. So worked up the courage to buy some lingerie online and when I received it in the mail I was so excited. I couldn't wait to try everything on.... I had brought a white lace bra, matching panties and white suspenders and stockings.....I tried them...

Motel Fun for College Crossdresser

Before I start the story I want to describe the setting so you get a better idea: it's a highway side motel, very rundown and not very cleanly, not a dump either but not the best place to have a family sleep that's for sure. The layout of the motel is a rectangle. The rooms surround the rectangle's perimeter, in the center there is a pool, a park area, and a parking lot. There is a walkway around the entire inside perimeter of the rectangle and every room has two doors, one facing the exit and...

Crossdressing

Natural Ingredients for a crossdresser

It was still snowing outside and I wasn't going to be recieving any visitors today so I decided to treat myself and while the day dressed how I wanted.... I had set the heating up high at my place, so I could wear one of my sexy side tie bikinis which show off my sweet little ass so well. Having enjoyed the view in a full length mirror and got some self shot snaps, I found myself sitting at my dressing table wondering how to amuse myself next.... Looking at my face in the mirror I noted a...

Patni Patni A Crossdresser

“Oh Ramesh! I am so happy that you came today.”, I pressed my boobs against his chest and wrapped my arms around him, as soon as Ramesh entered in my flat. And he grabbed be in his arms too like a real man. He began to touch my body and moved his hands all over my back and lower waist. I was titillated by his sensual touch. “Where else I could be, my darling.”, he said and slowly slipped one of his fingers from the back of my saree blouse. He was feeling my bra strap with his finger. We two...

transforming into ashley crossdresser

durring the day,i'm working i'm dressed in my work clothes,but when I come home I take a hot bath washing all over my body,then shave my legs,arms chest,and face.I even add babyoil in the water so that my skin becomes soft.then I will clean myself ass inside/out.then as i'm drying off i'll start ptting on my makeup,this takes me about an hour,I like taking my time so that my makeup looks perfect,so that when I put my wig on I'll have that female look.then go in the bedroom pick out something to...

First Time With A Hot Crossdresser

My email id is Please contact me for any queries, doubts or proposals. I usually work late nights, and leave home by 1 am. I take a rickshaw for home, which happens to cross this one spot where post-midnight you usually find young crossdressers here on business at the side of the road. They are dressed mostly in skimpy western outfits, some of them are really attractive. That’s saying a lot coming from me, for a 26-year-old straight guy. I’ve never been bi-curious either. It’s been months I’ve...

Gay Male

A Tale Of Crossdresser

Hey, this is my first story that I am writing but not definite new to the glorious crossdressing field, Kindly forgive me if there are any mistakes, suggestions are welcomed people who are moving to Bangalore or in Bangalore if they want to my friends or a hook up we a cross dresser can contact me at m First, I don’t have a perfect girl figure but I wanted to be dressed as a girl, do a girl activity from a long time but it didn’t come true. I always used to wear my mom’s clothes like bra &...

Gay Male

Party Surprise First sex as a Crossdresser

This is a work of Fantasy. I hope you enjoy.Stephanie and I had been married a few years and enjoyed a reasonable sex life. She knew of my dressing and although she didn’t approve she indulged me now and then and we had sex when I was dressed or with me wearing lingerie. I think secretly she was jealous of my legs. She was a petite sexy woman and we were almost the same size but I still had my own stuff that I’d secretly obtained from eBay and op shops.I didn’t consider myself bisexual,...

Made My Friend A Crossdresser

I am having a tsunami of mixed feeling about this friend of mine who’s name shall remain anonymous but for now lets call him Anshul. He’s a good guy and a hot one. He got flawlessly creamy skin with awesome bubbly butts. This started a few years ago when we met for the first time in India. We worked in same company and he was a friend of a friend. At that time I was crazy about my physique and was well built up and he got motivated and asked about my workout routine and slowly he started...

Gay Male

A great experience as a crossdresser

Note: ——I am NOT the author!so plz Don't ask me about part two,am simply sharing this lovely story with all of you because I have not seen it on hereI was born and grew up for the first 27 years in England. Ever since I was 16 years old I have always had an infatuation with sexy ladies lingerie.I used to dress up in my mothers and older sisters lingerie and get very turned on and wank myself off while dressed up. I am now 53 years old and still tremendously enjoy the thrills of dressing up and...

A great experience as a crossdresser

I was born and grew up for the first 27 years in England. Ever since I was 16 years old I have always had an infatuation with sexy ladies lingerie.I used to dress up in my mothers and older sisters lingerie and get very turned on and wank myself off while dressed up. I am now 53 years old and still tremendously enjoy the thrills of dressing up and wearing sexy lingerie.One of my early experiences was when I was 18 going on 19. I had been to a thrift store and purchased several items of ladies...

Beauty And A Crossdresser

Hi this is hotslutaddy back with my friend ishika’s story. Hi this is ishika. Those who have read my first story “lost virginity from behind” in virgin archive should know that I am a cross-dressing bottom gay.It had been 8 months till that incident and I had completed my schooling. Kartik had become my boyfriend and I love him more than my life. Now I was in a college in a nearby town and I lived at a house on rent. I lived alone there so I had an almira full of female clothes and make up.Most...

Lesbian

Telling Mom I m A Crossdresser

When I was younger, my dad had passed away leaving only my mom and I. She is 45 years old with long brown hair, bright green eyes and stood about 5'10" in height. She is also a fairly busty woman with a 30DD chest with about 35" hips and in pretty good shape for a woman her age. I had been crossdressing for a few years and my mother had caught me a few times wearing her clothes. The first few times she had a surprised look on her face and left. However, after a few times she seemed not to care...

Crossdressing

The 2nd Halloween for a Boy Dressed as a Girl Part 1 A Blissful Young Crossdresser

5th Grade. 11 years old. Dressed as a girl again on Halloween. As a cheerleader. My next old sister's cheer uniform. Her idea. Her bra and panty too. My special "Boob" socks to give the appearance of breast. A discussion I had with my next 2 older sisters. How ample were my false breast to be? Normal size for girls my age? Bigger for my ego as a girl, for all the times I have dressed up with them through the years? Dolly Parton size? Because my 2nd oldest sis Joan, made...

SALLY S RELUCTANT CROSSDRESSER

CHAPTER ONE Sally and Dave had been dating since high school, it was a turbulent relationship, and at this moment in time they were having a few arguments, Sally called them dicusions. They were both nineteen and in love with each other, and both were jealous and possessive of each other. Sally was the one with the ideas, and Dave let things fall into place as he could never emulate her suggestions. They were sitting in the lounge of the flat they rented, they were not married...

indian crossdresser

hiiiiiiiiii every one here's kiran from india ,punjab first of all its not a fictitous story ,it is a real part of my life my actual name is rahul and me a guy now of 20 yrs old. so lets start frm my age of 12 yrs............................... me frm starting was very likely to kiddish me always remain at home .not to go any where else than in my street. in mid of june when our holidays were going on my parents were with at home ,i asked them about there relationship .they bit were not happy...

Crossdressing

A great experience as a crossdresser

I was born and grew up for the first 27 years in England. Ever since I was 16 years old I have always had an infatuation with sexy ladies lingerie.I used to dress up in my mothers and older sisters lingerie and get very turned on and wank myself off while dressed up. I am now 53 years old and still tremendously enjoy the thrills of dressing up and wearing sexy lingerie.One of my early experiences was when I was 18 going on 19. I had been to a thrift store and purchased several items of ladies...

Crossdressing

The hottest crossdresser

I was drinking with my friend Curtis one night as his girlfriend Jane was out with her friends having some drinks. The topic turned to cross dressers, as I had had let it slip, that one time I mentioned to him, I had dressed as a girl a few times when I younger in my moms clothes, and it felt great. He asked if I had any girl’s clothes at home that I wear from time to time, which I reluctantly said yes. With that Curtis asked if I would wear some of Jane’s clothes to see how I looked. “Sure,...

Bisexual

WebYoung Jill Kassidy Aria Lee Wires Crossed

Aria Lee and Jill Kassidy, two friends, study together, quizzing each other a bit. As they do, chatting about how challenging college is, Jill playfully puts her feet up on Aria’s lap. Aria is a bit surprised and flustered. She does nothing for a few moments, then seizes the moment and idly rubs Jill’s feet while being quizzed. After Aria rubs Jill’s feet for a period of time, Aria slowly begins rubbing further up Jill’s leg. Jill is surprised as she watches Aria. Aria...

xmoviesforyou

The Accidental SpyChapter 3 Checking Out the Border Crossing

There was a stiff wind coming down from the mountains that chilled the bones and made Harry push his collar up to his already chapped ears. He was standing in a darkened doorway not far from the hotel watching the front and the side entrances. He had been there almost two hours already and was ready to call it quits and head back to the warmth of the room. This was the sort of thing that had to be done just to keep your tracks hidden. He told Olga "The Dancer" to stay in the room and watch...

Christmas Crossdressing

Over the Christmas holiday I was in the gay adult book store and some big old white guy asked me to go to a gloryhole booth. I went in and he went to the other side. I popped in my quarters and as I was unzipping my pants an old floppy dick came through the hole. I just heard “suck it boy.” I licked the head and watched it raise and raise and raise. The more I sucked the fatter it got and I was honestly surprised, he was a good 8 inches. He started pumping his dick through the hole into my...

My journey into crossdressing

The following story is 100% true. Only the names have been changed. About 11 years ago, when I was 28, I met a 40 year old single mum of 2 called Michelle. We met through a mutual friend. The relationship was purely a sexual relationship. I had just broken up with my girlfriend of 3 years, and she had been single for 7 years after splitting with her violent ex. The first day we met, we ended up sl**ping together. As we lay in bed afterwards, we started talking about what we liked and didn’t...

Mom finds son crossdressing

Your mom is away a lot with her friends and she has recently divorced her husband. Right now she's away with her friends to celebrate breaking loose from that bastard and getting back on the market. Your older sister is 26 years old and just bought an apartment a couple of towns over. When moving out she found a bunch of old clothes she didn't want anymore so she left them at home for your mother to send to some charity. Now, you're home alone, your mom isn't coming home tonight since she's...

Incest

Caught crossdressing

The below is a true story so naturally names and places changed but the rest of it remains to be one of my memorable moments!!What seems like many years ago now when I finished university my then girlfriend Lexy and I went down to Cornwall to stay in her parents holiday home for the summer while we worked out what to do. To be honest at this point we both know that we aren’t “the one” for each other but I think we both had the same thought, see what happens over the summer and then make...

I was his bitch first time crossdressing

My growing curiosity was really starting to take control. I've spent so many years married, hiding my true thoughts and fantasies about sex.My wife and k**s were going out of town a couple of weeks ago and I was going to explore more of what I wanted. As the day they were going to leave got closer, my pulse would race and my palms would sweat.I just hoped I wouldn't chicken out.Finally, I dropped them off at the airport and as soon as I did, I was freaking out. Just thinking about visiting my...

My journey into crossdressing

The following story is 100% true. Only the names have been changed.About 11 years ago, when I was 28, I met a 40 year old single mum of 2 called Michelle.We met through a mutual friend. The relationship was purely a sexual relationship. I had just broken up with my girlfriend of 3 years, and she had been single for 7 years after splitting with her violent ex.The first day we met, we ended up sleeping together. As we lay in bed afterwards, we started talking about what we liked and didn't like...

Christmas Crossdressing

Over the Christmas holiday I was in the gay adult book store and some big old white guy asked me to go to a gloryhole booth. I went in and he went to the other side. I popped in my quarters and as I was unzipping my pants an old floppy dick came through the hole. I just heard “suck it boy.” I licked the head and watched it raise and raise and raise. The more I sucked the fatter it got and I was honestly surprised, he was a good 8 inches. He started pumping his dick through the hole into my...

caught my son crossdressing

I had come home early from work and found my son, Jamie, sitting at my vanity, putting on make-up. He was wearing one of my cocktail dresses -- and my stockings, my high heeled sandals and, it appeared, my lingerie. He hadn't heard me come in, so I just stood silently in the doorway watching him put on mascara, blush and lipstick. He was completely mesmerized by his own ladylike reflection, completely entranced by the girl in the mirror. He did a very good job with his make-up; clearly he...

My Early Crossdressing

I started cross dressing around 12. At first it was knickers or tights. As I got older I started to get more serious with it. Just after I turned 16, I'd often go out round the streets round town dressed in full girls clothes. I'd always prefer going out late in the evening in winter, as I'd not pass many people and id normally only pass a few cars, some would slow down as I walked along the side of the road.One day I was home alone, my parents were away for the week and my sister was staying...

my first cock experience true story crossdressing

I will never forget my first experience with another cock , it was the only time I have ever been with another man, now saying that I do date ts women, I love them as much if not more then I do genetic women. I was 12 years old and like any young boy , very horny . At that time my best friend liam and I would have sleep overs and do normal k** stuff , sports , video games , camping , never did I think that one day I would have his warm milky cum in my mouth or his warm hard throbbing Dick...

Crossdressing

Hi back again… This is my friend new story. I met him in London last week .his name was mike. So let start… It all started a few weekends ago when I (mike) had been incredibly horny and my girlfriend was out of town. She wasn’t expected to be back for another two days and I needed some relief. She always wore really sexy panties and I loved the way they felt when she would grind up against my bare cock during foreplay. Being as horny as I was I went to the dirty clothes hamper and found the...

Gay Male

Friday night crossdressing

Silky long sleeved blouse and skirt? A dress? Or just lounge around in my lingerie. Parking my truck my anticipation only grew to full out excitement, a huge smile was plastered on my scruffy face. I was almost skipping up the sidewalk. I'm sure some of my nosy neighbors saw me but I didn't care. It was a long week to hide Lisa within me. Once inside my apartment, I quickly got undressed from my work clothes and stood in front of the floor length mirror to admire my lingerie I always...

First time Crossdressing

I am a bisexual man, meeting straight, bisexual or gay men for our sexual pleasures. I post messages on various message boards like Squirt and Adam4adam that allow members profiles and posting messages. I also post to local Yahoo groups in my area that allows one to post messages to a small geographical area or to a distant user group. However, the best place to find no-strings attached meeting is on Craigslist where you can post an advertisement for a geographic area in a personal group erotic...

She Males

Star Crossed

A story that somehow got lost on my hard drive. Found it, tweaked it, and here it is. Dave looked up from his desk in the small office when he heard the door open. It was the Captain of ‘The Grand Old Lady’, his ship. He started to rise but the Captain waved him back into his seat, sitting down opposite him, a familiar thoughtful look on her face. ‘What strange and wonderful odd job have you got for me this time ma’am?’ He asked with a smile, the Boss often came to him with a job out of the...

Two Feet Across

It was an overcast afternoon so I decided to run to the park and read my book for lunch. When I pulled into the lot I saw no one around and drove the whole length of the little dirt road that followed the river where I found a little pull off that faced the river under some old oak tree. The air was fresh and I could hear the gentle flow of the water in front of me. I kicked my seat back, took off my shoes, stretched my legs out of the window and draped my feet out into the breeze. Before long...

Two Feet Across

It was an overcast afternoon so I decided to run to the park and read my book for lunch. When I pulled into the lot I saw no one around and drove the whole length of the little dirt road that followed the river where I found a little pull off that faced the river under some old oak tree. The air was fresh and I could hear the gentle flow of the water in front of me. I kicked my seat back, took off my shoes, stretched my legs out of the window and draped my feet out into the breeze. Before long...

Fetish

A Dare In Rain Gone Across

Hi, friends, this is pleasure boy from Pune narrating a story after almost 2 years. Due to a busy life, I am unable to write stories. Today I was feeling an urge to write my fantasies so here I am with the story. You can email me at especially aunties, ladies and girls from Pune for fun. I am 26 years old living in one of the decent location in the city. Daily come across with many girls, ladies, and aunties. I hope many of you like aunties as compared to girls just because of their...

SRU Getting the Message Across

SRU: Getting the Message Across A drabble by Jenny North With the shop closed for the evening, the old man was sitting down to a nice quiet dinner when suddenly a shrill noise startled him. Miffed, he arose to locate the source of the irritating wail and soon discovered the offending device in a long forgotten corner. He lifted the receiver. "Hello?" "Mr. Oldman?" a man asked. "How on earth did you get this number?" "Sir, would you be interested in switching to...

Scarlet Part Nine

SCARLET by Jessica Drew Part 9 Sam sat upright in the bed, the covers in a tangle beneath him. He gasped, struggling to catch his breath, his surroundings slowly coming into focus. The large bedroom of the "Hotel de Russie's" luxury suite was now dimly lit by the morning sunlight that filtered in through the crack in the curtains. He reached up, sweeping a hand along the length of his blonde ponytail, feeling confused. He could hear a rapid, dull pounding and began to look...

My lovely Pen Friend

Dear friends, I am the same person who had earlier published a story titled “Milking the Neighbor” at this site. After publishing the story I had been flooded with mails from a lot of readers. This story relates to one of those readers. Let us call her Silu. Obviously to hide her true identity I have just coined this name for this story.First let me introduce myself to my new readers, I am a married person of 36 yrs of age from Orissa staying near Talcher- Angul Industrial and mining belt. I am...

Welcome Home part 1

This story involvestwo people who enjoy a DD/lg lifestyle. While she calls him Daddy, he is not her father but her Dom. This chapter will not include other BDSM references or activities so I am submitting it under a different category. Enjoy. I was sitting at the airport waiting for her to arrive from a week in California with her parents. My heart began racing as the voice over the speakers announced that her plane had arrived and the passengers were disembarking. Thanks to the increased...

Finally My Boss

As a result, I'm in her life -- fixing her phone, watching her pets, running her dry cleaning, etc. Several times during my iPhone repair, I've perused her photos in the hope of seeing her fine ass naked. A few months ago, I finally hit the jackpot. It was everything I could have wanted and more. Bare breasts. Waxed pussy. The whole 9 yards. When I found this, I was at her house working on putting together some furniture. I couldn't help myself, and grabbed a pair of her clean panties,...

The Guys and Me The Glorification of Cock

The Glorification of Cock ? A ?The Guys and Me? Story (DISCLAIMER:? dear reader, it is the author?s most sincere hope that every sentence of the following work of fiction contains at least one small, disgusting gobbet of utter filth, in fact, each paragraph, if I have judged correctly, should be a sickening bucketful of revolting, turd-filled slime.? As a serial skim-reader himself ? fuck-this-for-a-laugh where?s the fucking dirt? ? who has, shamefully, left unread many opening...

It s Practically What Uncles Are for Catherine s Epilogue

- an ever so slightly kinky addition to a romantic story by WTSman So what happened to Catherine, Hannah, George and Colin? This is a very special, personal epilogue for a favourite friend. She let me publish it for all to enjoy. You can read this story "stand-alone", but it will make much more sense if you read "It's Practically What Uncles Are For " first. Chapter 1 The phone started ringing just as Hannah had gotten the baby to sleep. She straightened up her aching back, tiptoed...

Fifteen Years

I lay next to my wife of 15 years, and admire her beauty as she rests peacefully next to me. I caress her silky smooth hair, and breathe in her intoxicating aroma. I love her deeply, and I thank God for the day I met her. I can still remember that day like it was yesterday. It was a lazy Saturday afternoon, and I was sitting on a field right in my old stomping grounds of College. The sun was out, but it was cloudy enough so that it wasn’t too hot. I was reading a book and halfway through the...

Abbey the Pinay Sex SlaveChapter 8

Abbey went about her normal routines at work and at home for the next few days. At work, she served the customers and always made a point to pay special attention to the table full of foreigners, especially as Joe was always there. Abbey knew that she had to keep Joe happy in order to keep living rent free in his apartment. At home, after work in the apartment, and on her day off, Abbey made sure that she gave Joe the special attention that he deserved by licking his feet and sucking his...

Strangers 0

Never in her wildest dreams did she ever imagine sucking a total stranger off in an airport. From the moment she met Ted on the plane from Chicago, she ached for his touch and for his cock. Ted was really into her as well. He loved the way the fabric of her tight red business suit hugged the plump curves of her body. Now Kathy wasn’t fat but she defiantly had a few extra pounds. Ted liked big woman though. His wife was a BBW but there was something different about Kathy that made him...

Old Country

I was drifting ... peacefully; just enjoying the simple pleasure of a warm summer day, lying on the floating platform anchored in the middle of the small lake. I was enjoying the quiet of no cars or crowds around there at the State Park near my uncle's house. Our family went there at least three times each summer when I was growing up. At least we had until I had gone off to college. But ... that was years ago. Why am I out on that floating platform now? And that soft beeping sound I keep...

Halloween 2006

So its Halloween and I'm home on pre-deploymentleave. I was planning on spending the night with one of my good friends from high school. We where just hanging out playing video games when we realized his neighbor's were throwing a Halloween costume party. We decided that we could put on masks and crash the party for free food and drinks. We went in through the back door to make it look like we belonged there. Well everything was going fine but then I saw a woman run down the stairs into a guest...

What the Future May BringChapter 51

Over the next several weeks, secret wide ranging negotiations with the Mexican government began. The first area in which they reached agreement was to mutually reduce their forces along the border by two thirds. This agreement enabled the United States to withdraw these forces from border duty and redeploy them in Europe, where they were used to reinforce the troops that were already there. These reinforcements enabled the allies to finally halt Makhtol's progress through Europe, and slowly...

Nayi Colleague Annu Ki Jordar Chudai

Sabhi pyaari gulabi chuto ko Prince ka pyar bhara Namaskar. Pyara prince ek bar fir hajir hai apne naye experience ko share karne ke liye. Mere baare me to ap sabhi jaante hi hai. Me Delhi me rehta hu or job ke silsile me Rajasthan, Haryana or Chandigarh kafi frequently aata jata rehta hu. Koi bhi machalti hui pink chut mujhse ya yahoo.com par connect Ho sakti hai. Meri privacy apki guarantee or apki privacy mera promise. Meri height 5’11’ hai with fair color and average body structure. Meri...

A Surprise Fuck

When Britney saw me she didn’t looked surprised, at all. I wonder if they knew it was me because I was the only one who could be here at this time on a Friday afternoon. When Erica turned her head towards me another girl, Sofia walked in through the locker room door. Sofia had the biggest pair of tits in our school and was like a goddess. She had a big ass and eyes that could make you cum instantly, so you could say she was the whole package. She was dressed hot as hell in her tight panties and...

The foot model

First off, do you wish to play as Lindsay, the model? Or perhaps you'd like to play as the lucky gentleman?

Fetish

Blind room game

Hi gals and guys, this is Sintoo here from Mumbai, aged 30. The real incident which is going to narrate you was my first and most memorable one. I have always been involved in incest. I had sex with my cousin Guddu, when I was 19 and she was tenderly aged 18. I, her brother and she have to play different games like, doctor-doctor, house, office, etc since we were children. And since then I have to feel the sensation in my rod when Guddu has to touch me. But the real thing happened when I had...

Incest

Payback

For those of you who read about what my wife did to me in the story I Warned You, I'm here to let you know that I did not go gently into that good night. For those of you who did not read that story, I'll give you a short synopsis. I work too damn hard and too damn many hours on my job. My home life sucks because I'm too damn tired from the job to give my wife the attention I want to give and get too many honey do lists finished. The stress was getting to me so I decided to treat myself to...

Crossdressed in public

hi ppl i m rohit….i m 16 yrs old and i live in delhi…i love to crossdress when i m all alone. i hv been doing this sicne i was 13 yrs old.i used to wear my mom’s clothes n gaze myself at mirror. though i was not a gay but i wanted to try gay sex once by turning to a women. it was in d month of june when my parents had to go to noida for some work and i was left all alone at home for a week. one evening i thought i should try crossdressing and go out to enjoy in public n tease some ppl.i...

Gay Male

my 2015 dr visit

Every year I have my annual Dr's appointment and it seems it is getting a little different each year. like in the past years I've been seeing the same Dr. and nurse. I make my appointment and as usual I show up wearing panties and a a/b size bra. I only own panties and since they have seen me in them in previous years it is no big deal. I do wear pretty panties with lace around the waist and leg bands.When I was called back by the nurse as usual she had me take off my shorts and top and put...

Introduced To The Delightful Lesbo World

Hi readers and friends this is Meera from Pakistan/UK back. I’m of 40 years, married, the rest you know of my previous stories and before proceeding further I would like to clarify few truths regarding my postings. My previous story titled “An Erotic Massage I’ll Never Forget” is true incident and actually the Third Episodec of my Lesbian Saga in short these are my story sequels I’m going to post in this site: 1. Introduced To The Delightful Lesbo World (current one) 2. Using Innocent Sister To...

Lesbian

Gag a Rific Barry Part 3

A few days after the extreme humiliation revenge that we put on Barry, both Jenna and I were still thinking about it. The story was spreading wildly and tons of people were asking us all about it. Jenna and I would be riding in her car and one of us would just start giggling and the other would join in. We both knew that we had pulled off the biggest revenge scene in the history of Girl Power. The satisfaction was incredible. I was called by Sara, an acquaintance of mine who had heard all about...

Fetish

Why Even Wear Anything

Reddit Why Even Wear Anything, aka r/WhyEvenWearAnything! Have you ever seen a cute girl with a see-through shirt where you can clearly see her tits, or a skirt so short, her ass is already hanging out? In those cases, I always wonder why the fuck are they even wearing anything in the first place. Well, who knew that there was a subreddit dedicated just for that, and it is called r/WhyEvenWearAnything.I am pretty sure that r/WhyEvenWearAnything speaks for itself, but I am also here to talk...

Reddit NSFW List

Allow me to introduce myself

I don't want the truth. I want the dream. I don't need to be the center of attention; or have all the eyes on me. I don't want the lies and gossip spread around. I get the hush when I walk through the door. I want to see the fear in their eyes when I walk on by with my head held high. They all hate me because I don't care about looks or the ideal body, yet follow me around like the worthless dogs that they are. They say I am like Peter Pan. They say that I am vain and have an ego that is in...

Vixen Demonstrates

Vixen's art teacher was a young man with a beard, a neatly trimmed red beard. He was fresh out of grad school, and this was his first position. He was hoping for tenure and then for a better job at a bigger and more prestigious school. He was not married and lived very frugally. The first time he saw Vixen as she entered his classroom, his genitals quivered. He wanted her. But, of course, he knew the rules; she was off limits. Vixen studied him now and then as she stood at her easel and drew...

Marwadi Bhabhi Bani Meri Maal

Hi to all ISS readers, mera name Meet he..me ahmedabad gujarat se hazir hoo fir se aap sab ki seva me apni nayi kahani ke sath jo abhi hal hi me huyi mere saath.. aapko meri story kesi lagi please muje suggest kijiyega mere mail id pr: Ab dosto me aapko bore na krte huye apni story pe aata hoo, me last saturday apni compni ke kam se gandhinagar gya tha, muje waha pura din lag gya aur dusra din sunday tha to me waha ghumne k liye ruk gya. Fir me sunday waha sab jagah ghum kr sham ko 7 baje me...

Natalie s Story

Sam, mom's boyfriend, came over around 10. I told him mom had to work a double and was not home but he said he would just wait for her. They have been dating for about 2 years now and so I thought this would be fine. I let him in, and went back to my room. By this time Nat is sleeping and I am sitting up writing in my diary. All my inner thoughts about Adam, and how he just kissed me and I let him touch my breast and I touched his penis. He asked me to kiss his penis but I...

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