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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

Wedded to Slavery

Wedded to Slavery Part 1IIt was her wedding day. How different it would be from when as a young girl she had first begun to imagine what that special occasion would be like. While the day would bear little resemblance to those early imaginings, back then when she and her girlfriends would share such thoughts on the school grounds, she’d had no idea of the desires she would come to feel as a teenager and young adult. That she would do as she would today, freely and willingly before the eyes of...

Dresses

Dresses: This young blonde woman started working across the street from me last week. She wore skirts that were so short they barely covered her ass. In fact she was forever pulling her skirt down to make sure it covered her ass whenever I walked past her. I felt she was a bit of a bimbo. The girls who worked for me wore longer skirts. She had a team of boys working for her, all just out of college like the girls who worked for me. I had been married before and as I just said...

Guys Don t Wear Dresses

Guys don't wear dresses Janet L. Stickney [email protected] I knew that I wasn't going to do it. After all, guys don't wear dresses, at least not any guys I know anyway! But she stood there looking at me with a very determined look on her face, one I was very familiar with. As I looked at the clothes I swallowed hard, wondering if it was true. That I would look sensational as a girl that is. Mom thought so, and made it clear that she wanted me to at least try it. There was going...

Wedded Bliss

I knew Maggie was pissed. She spent a lot of time putting together all her wedding plans, as most brides do. But now she found herself mostly through her own reception, and her new groom was hammered in the first degree. Not only was he wasted, he was overtly giving attention to anything with tits who stopped to wish him well. She shouldn't have been totally shocked. That's how Clint always was. He was a young doctor who graduated from all the degree fields early, incredibly brilliant, and...

Wife Lovers

Consequences of Cross Dressing

Consequences of Cross Dressing by Cindy Johnson ([email protected]) My dilemma was that I masturbated all over mother's gown and nylons and I frantically tried to clean everything up as fast as possible. I was frightened that it would leave a stain and I didn't know what to do but after twenty minutes of cleaning everything with soap and water, I felt like I was in the clear. I put everything back where it I found them and ran to my room reflecting on what had just happened. I...

I Begin to Undress

I begin to undress. Trying to think of other things, other than sex, other than the beautiful woman standing in front of me, telling me to undress now. "I have to be able to asses your ability to hold a pose, and I suppose that you are comfortable enough naked, when I'm not. That you won't, well, chicken out on us, on the night.""Uh, sure, um, I just wasn't expecting to that's all.""Well then."I stood, sort of waiting for her to insist, or to produce a screen."Is there a screen?""Well, yes...

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

My first time going out as a Cross Dresser

MY FIRST TIME OUT AS A CROSS DRESSER A true storyIt was 14 years ago and I had been married to a beautiful petite woman she had long Cole black shiny hair with green eyes.. We had been married about a year and one night I came out playing around in a pair of her sexy blue panties and a sexy blue Teddy and started rubbing on her and having fun it made her so hot we both had the best sex we ever had in our lives.. The next Friday when I got home there was a bag on the table she told me to open...

How Hockey predisposed me to be a Cross Dresser

I had a thought the other day, my hockey equipment has a number of striking similarities to lingerie!To set the stage, I am a cross dresser. Like most of us, I love everything about ladies undergarments. I like seeing lingerie in stores, on models, on women, on men and of course on me! I love the feel when I am dressed up. I love the taboo of wearing them. I love the thrill of being "underdressed", that is wearing lots of lingerie under your manly clothes, when I go to work. I especially...

Tea party for a cross dresser

I decided I'd walk over to her place. It wasn't far and it was a nice day. Once dressed I picked up the bag and headed out the door. I arrived just before 8. She answered the door in her dressing gown. "darling" she said and we kissed each other on both cheeks as I entered. I stood in the hall. The flat had high ceilings. We went to the kitchen. We discussed proceedings over tea and toast. Showers were a must. I had a lot of shaving to do. That would take some time. There was one...

Mom Undressing

This is a story i like and would like to share with you all if you like you can find more here https://www.literotica.com/storiesMom Undressing For the last 7 days I have been working every evening and missed the best part of my days. Today I was at home and had a GREAT seat when Mom came arrived.She walked in and we exchanged hugs and kisses then began the ritual of telling how our day went as I watched the best ass in the world walk towards her closet to get to what I had been anxiously...

Ultimate fetish dressing

0. She was sitting on the edge of her bathtub completely naked looking out into her bedroom with a kind of thill of anticipation. She had had a full bath and had just finished shaving her body except for her beautiful dark hair. She also had been given several huge cleansing enemas, until what she expelled was as clear as water. She wasn't a perfect girl, she new, slightly smaller than usual with her 163 cm, and she wasn't as thin as some of her friends, but she had full breasts and an inviting...

The Address

So, again....these are a few cell phone stories I had to send to a friend. When she and I were in our younger 20s, she turned me out. She showed me what sex is REALLY supposed to be like. She moved a few states away and we lost contact. She searched me out when she moved back to the area and of which, we are now in our late 40s. She was still as hot as ever and was curious to see if her student had learned anything new. Well....THIS time....I turned HER out. I showed her what sex could REALLY...

Journey From Disney To Sundress

Philip Johnson It started out with the four neighbors gathered on the back deck talking about a little bit of everything. That is until the subject of Disney World came up. When Kristen commented on how badly she wanted to go, that got Joanne going and she said the same thing. Then Charlie, Kristen’s husband sealed it when he said, ‘I think the four of us should go and do it soon.’ ‘Can the four of us get vacation at the same time is the first issue,’ was Jess’s comment and on they went...

Trying on Sallys new sundress

I watched Sally wiggle her skirt to the floor. She had already removed her top to expose a cute black bra. I was treated to a nice view of her decolletage as she bent over to push down her skirt. My cock began to harden in my jeans as I examined how the pale skin of her breasts met the top of her bra. Her covered breasts hung and jiggled enticingly as she bent over. I shifted my stance as my groin started to become tight and uncomfortable. Sally stood up and stepped out of her skirt, she...

Nipple Rings A SunDress

I spent the morning doing what I always do, classes first at the local college I attend, and then off to breeze by Dads office to bring him lunch, and today I thought perhaps Id go to the gym and work out for a bit. I pulled my Honda into the parking garage at Dads office, I adjusted the mirror to put on some lip gloss and ran my fingers through my hair. I grabbed the Chinese I had picked up for Dad. I locked the door and walked to the elevator. I pressed the button to the elevator and the door...

How I Worked My Way Into Dresses

How I worked my way into dresses by Elaine & Mindy Dear reader keep in mind that Mindy started this story in the USA and I have finished it from Scotland in the UK. Therefore despite the US setting, all spelling is in British English. If you have any comments good or bad please feel free to drop me a line or two at [email protected]. Thanks. Prologue This story is written for all you people who are just as I was. I have written this to hopefully prevent you from going...

Wedded into Cuckoldry

A girl and her master, plan for her husband's cuckolding.A true story"Please Nick, don't put your cock there. I'm not ready for that."Nick: "Come on Anna, open your legs, let me do you the right way. We've waited too long and I know you're ready for it.""No! I told you I'm not doing that. I can't. In four weeks I'm going to be married and on my wedding night I want my husband to be the one who takes my cherry. I've waited this long. I want to be a virgin for him. He deserves that."Nick: "Let me...

Wedded into Cuckoldry

A girl and her master, plan for her husband's cuckolding."Please Nick, don't put your cock there. I'm not ready for that."Nick: "Come on Anna, open your legs, let me do you the right way. We've waited too long and I know you're ready for it.""No! I told you I'm not doing that. I can't. In four weeks I'm going to be married and on my wedding night I want my husband to be the one who takes my cherry. I've waited this long. I want to be a virgin for him. He deserves that."Nick: "Let me bust your...

Angela Undress

I, Mitchell Ryan Magnuson, born February 2d, 1959 in The city of Joplin, Jasper County Missouri, declare this Document to be my last will and testament, there being no others. Being of sound mind and unbelievably unsound body do herein state: 1. My attorney, Norman Atchison, is the executor of this will. He shall serve without bond and has discretion in the execution of this will. 2. I require of my executor that he arrange for my burial at the Grainger, Kansas Cemetery. Norm, I’d like a...

My Road to cross dressing

I was bought up in a time when taboos about something alternative like transgender people or cross dressing was still considered to be a no go area. Society made one feel that you were an out cast or mentally ill. Luckily times have changed and it has become much more acceptable, even though we still have a long way to go. I first started dressing when I was about eighteen. My sister had this old green dress that she had thrown away. I remember liking that dress and secretly retrieved it from...

Crossdressing

Fun with a cross dresser

I had a really good experience with a cross dresser yesterday. A mutual friend had recommended him after enjoying his services so I got in touch and he immediately responded by inviting me to go and meet him. It was most enjoyable. I have never been with a CD before but he seemed okay. He is late 50s and very slim. It was really quite strange. He came to the door in a dressing gown and invited me into the lounge where he explained how he had got involved in all of this by dressing up in his...

Me Mom and the Hair Dresser

Growing up as a only c***d I was smothered by my Mother, I don't know if it was normal ,but at 14 she was still breast feeding me,bathing me, and sharing one bed . I was a very shy boy, we moved every year so I was always getting beat up at the new school. I had no thoughts until my 14th birthday. It's funny how these things change so fast,I had received my first computer, I was looking up and typed in the words "Mother and Son" I was directed to a porn site one of the pictures was of a mature...

My First Time with a cross dresser

Growing up, like many children I went through phases. I would climb trees and play football, then as I reached my mid-teens I continued these phases but also became a lot more sexually aware, thanks to the porn magazines and porn films usually belonging to my mates dads or older brothers.Now I am in my late teens and at college.One day my Dad made a pot of tea and breakfast.“Did you sleep well, son?” he asked as I entered the kitchen.“Not bad thanks, Dad, how about you?” I replied.“Pretty good...

Crossdressing

How I Became A Paid Cross Dresser

Hello friends, without making you feel bored directly coming to the story. It was the time when I was in need of money and I asked my friend Rahul. He told that he will help me and when I met him he told me that I have to work his boss. I asked what kind of work then Rahul said that his boss is a bisexual who prefers crossdressers more than gays. Me:- so what I should do for your boss Rahul:- don’t get me wrong, you said that you were in need money so am telling this. You need to get dressed...

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She d Left No Forwarding Address

Fleeting love lost and then found again a decade later. A brief, ill advised affair that couldn’t possible have been more than it was—couldn’t in a million years be the basis for anything that might endure. Romance as the top priority with enough sex to keep things interesting. As Lisa pulled her ocean blue Travelpro Crew6™ down the jet way, her thoughts drifted back a decade. She was a magna cum laude graduate of one of the country’s most prestigious private women’s colleges, Ivy League in...

The Wrong Address

Luke checked the address he had written down. It was the right block of flats so he went to the front door and was about to press the entry button when a young woman came out. Luke smiled at the woman who smiled back and held the door open for him.“Thank you,” Luke said, still smiling.The young lady smiled back but didn’t say anything as she walked away from the flats.Luke walked in and closed the door, went to the stairs and started to climb up. He got to the second floor and saw the flat he...

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The Wrong Address

Luke checked the address he had written down. It was the right block of flats so he went to the front door and was about to press the entry button when a young woman came out. Luke smiled at the woman who smiled back and held the door open for him.“Thank you,” Luke said, still smiling.The young lady smiled back but didn’t say anything as she walked away from the flats.Luke walked in and closed the door, went to the stairs and started to climb up. He got to the second floor and saw the flat he...

Spanking

The Benefits of FriendsChapter 24 The Valedictory Address

Preparing our valedictory address presented us with a few problems to overcome, not the least of which was that it had to be a joint presentation, since we had been named as the co-winners of the honour, albeit after a little nudge from us to the school administrators. We had started tossing realistic ideas back and forth a few weeks previously, and finally hit on what we felt was the perfect solution, especially in that it could be delivered as a 'duet' of sorts, with each of us taking on...

Salad Dressing

At the age of eighteen I got involved with Pierre, a man almost twice my age. Given the history of his former relationships I should have seen the writing on the wall, because by the time I was twenty-six, I had become too old for him. I was replaced by a nineteen-year-old, who was twenty-three-years younger than Pierre. Pierre only liked young meat. The bust-up was disappointing but not particularly traumatic, and my generous settlement assuaged my disenchantment.I moved to a small town where...

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First time dressing

I do not claim to be a grammar expert and as such you will find some grammatical errors in this story. The errors can be the switching of tense, spelling errors, or typos. I ask if you find an error please send me an email so I can correct and make the story enjoyable for others.WARNING! This text file contains sexually explicit material. If you do not wish to read this type of literature, or you are u******e Eighteen, PLEASE DELETE THIS FILE NOW!!!!II did not know I had a disorder did...

How I Got Intyo Dressing

From the begininng when Kerry and I started dating it was ALL about SEX. We could be anywhere at anytime and she would jump me. It would start with the question "Do you trust me ?". Then in elevators, department store dressing rooms, movie theaters, airplane restrooms, just about anywhere, we'd be having great sex. She would try any type of sex or any position in any place, nothing was off limits it seemed. I knew once she asked me that question I was about to have sex in some place or in...

French Dressing

French Dressing Chapter One: Mr Fox Everything I am I owe to Mr Fox. That is such a strange statement that I suppose I will have to explain it. See, when I went to secondary school I went to a single-sex school. That's slightly odd in its self, I know, but that's how things were organised where I lived. And for the first two years Mr Fox was both our form master and our English teacher. And for most of that time nothing out of the ordinary happened. And as for me, well I was...

Friends With Benefits 8211 Cross Dressing

Hi sexy people. Hand shake to guys and boobs shake to girls. I appreciate your comments on my previous stories. I’m going to narrate one more story which could be few people’s fantasy – Cross dressing. So let’s get started. Well one day I was hanging out with my fellow colleague Sindhu. We were quite close, as in, we have had sex couple of times earlier. But we were not committed. In fact she had a boy friend who was still a virgin. That means Sindhu never had sex with anyone else. We were not...

Dressing

Dressing Synopsis Many people see me as a girl when in girl mode, But I am not. No, I am a guy blessed with an androgynous body. [-][+][-] I am Robin Lee Anderson and due to my small size, can successfully dress as a boy or a girl, which pleases my wife Maryanne Lee as she has both a loving husband and girl friend rolled into one. Growing up, my parents had fun dressing me and my twin sister Roberta Lynn in identical outfits as well as outfits of the opposite gender to confuse their...

My neighbor blackmailed and fucked me for Cross dressing

I had recently moved in a townhouse unit in Oklahoma. Still trying to adjust to the new neighborhood, I was also doing my best to keep my hobbies a secret. You see, I am a cross-dresser by passion. But my new neighborhood is strictly catholic and I can imagine the uproar my fantasies might stir. My next-door neighbor was an old man in his 60’s. He looked younger and stronger than his age. But, my secret unfolded and the neighbor fucked me for cross dressing. Within a couple of days of...

Cross Dresser

Wed to a Pig

As usual, just like forest fires, it all started with a small ember, the idea that animals should have better rights, should be respected as much as humans. Protecting animals from slaughter required increasingly stronger legal protection, and it only took half a century for this idea to be extended to its ineluctable conclusion: the Declaration of Animal Rights of the 6th September 2069. Note that this not only applied to domestic animal like cats and dogs, but now also extended to cattle and...

Wedded Bliss Four Short Stories

Wedded Bliss: Four Short Stories by Vickie Tern 1. Her Girl "Oh, you look so very sweet, baby," my wife said, her fingers reaching through my gown and twiddling my nipples and sending ripples of erotic desire through me. "You're a perfect doll! My perfect doll! Now confess, it wasn't that bad, sitting there fully dressed, watching me make love to him, was it? I felt so marvelous with that huge thing of his in me, you...

How women undress

I do a lot of voyeur videos, initially testing techniques and cameras on my wife in our home. She was totally unsuspecting and would have gone ballistic if she knew. I now set up my new micro recorders in our guest room and bathroom to catch visitors who stay the night or visit the bathroom to urinate or shower.Watching other people's secret videos from locker rooms, store changing rooms and beach cabins I am always amused how the ladies undress. Little things catch my mind. How the dress can...

Dressing

Dressing Janet L. Stickney The inability to express oneself is one of the worst things I can think of. Myself, I didn't know that boys were not supposed to wear dresses until I showed up at the dinner table completely dressed as a girl. I was about 5 or 6 I guess. I can remember my dad going ballistic, and right after dinner mom had me change back into my own clothes while she told me it was wrong for boys to dress as girls. After that I was always careful so as not to get...

Summer dressing

It was the mid 1980s, I was 20 years old and it was the summer holidays. For the long break from college I'd managed to find a vacation job in Kent in the south of England. It wasn't brilliant but I was going to get some experience of working with computers, and earn a bit of money to keep me going during term time. The company was based in a small town where I had found a room in a house with a fairly old-fashioned landlady. The freedom of being fairly anonymous in this new job and town was...

Crossdressing

Daddy Issues 8211 Part 2 Issues Addressed

As I walked out of the bathroom, I knew what I wanted. I entered the hall found her checking notes on her calendar. She looked at me and smiled. I walked beside the couch and looked at the photographs of her family on the wall, old, new, many. They looked weirdly bright in the dim light of the chandelier coloring the room with a shade of yellow. I pointed at a picture on the wall, “Your dad is an exceptionally handsome man.” She stepped beside me and nodded, looking at the photograph tenderly,...

Wrong Address

Well I guess that is one benefit of going away for a week, I have a big pile of mail waiting for me. I dumped the load on the dining room table and started sorting through it. Bill, bill, junk, junk, … not for me, not for me, … bill, not for me. Does the mailman use a white cane or a seeing eye dog? By the time I finished, the ‘not for me’ pile was almost as big as my pile. Mine mostly junk mail. They all had yellow change of address stickers on them. Sheila Johnson? What a screw up someone...

Wrong address

This adventure began with F****P delivering to the wrong address. I had purchased a sybian for my wife and was impatiently awaiting its arrival. Expecting it last week I was disappointed it hadn’t arrived. Monday morning the doorbell rang it was about 9:15. It was the lady that lived across the street. We knew each other to speak that was it. Her husband had taken a job assignment out of town for two years which ended up in them divorcing. She said hi, I’m Janet (not her name), I have a package...

Wrong Address

Well I guess that is one benefit of going away for a week; I have a big pile of mail waiting for me. I dumped the load on the dining room table and started sorting through it. Bill, bill, junk, junk, ... not for me, not for me, ... bill, not for me. Does the mailman use a white cane or a seeing eye dog?By the time I finished, the 'not for me' pile was almost as big as my pile. Mine mostly junk mail. They all had yellow change of address stickers on them. Sheila Johnson? What a screw up someone...

Wedded Bliss

WEDDED BLISS by Anyport I'd like to start my little story with a warning to all happily married men, 'If you wish to remain happy, never, I repeat never let your wife go to one of those hen parties where they sell lingerie.' I arrived home around 10.30pm that fateful night, since Monica - my wife - was going to a hens party I'd stopped off at the local for a couple of beers and a counter meal. It was Friday night so I didn't need to get up early for work and I turned on...

Fancy Dress or Undressed

I shocked myself a bit when I said it out loud. Mostly I’d been attempting to amuse my friend Rob. He had a huge talent for, and interest in, inappropriate comments. But he had perhaps mastered the art of making such comments sotto voce, or at least quietly enough to not be heard by the person referred to. Just for a moment, I hoped that Sarah hadn’t heard, but she turned and approached me. I expected to be slapped in response. When I looked around, it seemed that Rob had also mastered the art...

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NubileFilms Whitney Wright Undressed

Whitney Wright is dressed to kill, but the point of this hottie’s seduction relies on getting undressed. Strutting along on her high heels, she peels off her evening gown and leaves it on the floor. That’s followed by her sheer bra, and then her thong. Down to just her garter belt, Whitney crawls into bed and waits for Codey Steele to join her. When Codey comes home from work, he spies the trail of clothing and follows it. When he finds Whitney laid out on the bed like a...

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Spying 2 hot neighbours undressing

If you have looked at my profile you will see that I love am a voyeur and love it when I get another noteable spot.We moved house recently; as usual one of my first jobs in a new house is to check out locations for potential voyeur opportunities. My initial thoughts were that I had lucked out. The back of the new houses faces another row so there are 4 maybe 5 houses with potential for some good views and exhibitionist opportunities. They are quite a distance so one of the first new house...

Undressing

You walk into the lobby head held high, back straight. Confidences oozes off you in such a way heads turns to watch you walk by. Your not the most beautifulest thing in the world, your not rich, when you make plans it doesn't shake the world. But it doesn't stop you from getting shit done. When you want something you get it every damn time. You make things happen with your will alone. You are fucking fierce. You have had ppl try to tear you down, break you, remake you into their idea of beauty,...

Triplet X Love Times 2 Book 1 The Honeymoon WeekChapter 7 Salad Undressing

It had taken the girls very little time to go to the mall and return with their purchases. Hannah's most difficult problem was figuring out how to add a new camera to the existing wireless surveillance system, yet keep it invisible from other users of the network, that is, from the boys. It didn't take her long to figure it out though, and in no time the 'F10' key of their computer was controlling a private, password protected, camera that, after testing, they then sneaked into the boys'...

Cross Dressing

It was the early 80's and I was over my friends house who's dad had a ton of porno mags in his laundry hamper in his bathroom. We used to look at it while his mom and dad were at work. We loved the looking at the hot girls but what got me the hottest were the guys who dressed as girls. When we couldn't take it anymore we would jerk each other off but I was the only one willing to give head. At 18 years old these guys would explode down my throat. What really got me off was when I would go...

Head Dressing

"Head Dressing" The title of this short story is a bit strange but it's a punishment the neighbor lady made up and later I was to suffer. But before I get ahead of myself I will start at the beginning. I was a typical teenage boy living with my step mom in a modest duplex apartment. We had a neighbor lady named Madge who lived in the apartment next door. I was just learning about women and would always notice Madge when ever she would come over to have coffee with Ruth. I always...

First Time Dressing

My first time didn't actually start out as a 'solo' experimentation as it seems like so many other girls' first times. It didn't start out as raiding the laundry basket of a mother, sister, neighbor, or girl down the street; finding a pair of pantyhose in some trash container; or even reading about crossdressing in some stashed away porn magazine. In fact... my first time was actually like something out of a fantasy story somewhere... you know, those stories you read where boy meets...

Me My Uncle And Cross Dressing

This is my story. The story about my introduction to the sex world. Hello guys i m Ankit from Hisar, Haryana. This story is from my past or i should say this a biography. It was all happened when i was in 12th class. But i m telling it in present tense. I am slim and cute. We are 4 members in our family. My parents, my older sister and me. We are living at the end of the city in. My uncle lives next to our house. He live alone. He is retired from his job and living a luxurious life. He is very...

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