How i became an transvestite whore
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The Private Transvestite Detective (Or The Undercover Dick) By Michele Nylons With apologies to the writers of the various movies from which I borrowed some inspiration (and a few good lines). Chapter One It was late Friday afternoon and I sat behind my desk smoking a cigarette, leaning back in my chair with my high-heels resting on yesterday's newspaper. I contemplated my red-painted...
I am a part time transvestite, who, if I do say so myself, looks quite attractive when dressed as a woman. It has taken me years to become adept at makeup and being capable of selecting sexy clothing that is in my size and that suits me. I have also had a number of lovely encounters with other TVs and male admirers. You can read my 'True Stories' when I post them on this site. It constantly amazes me when I read so-called autobiographical stories about some guy who suddenly decides to...
TRANSVESTITE MAID (A story that may not be what you think...) by "c.c. The day I discovered the truth about Cynthia's Transvestite Black Maid marked a turning point in my life. But I didn't know it at the time! We had just finished making love in her lavish bedroom - which was in her luxurious condo apartment-which was in the most exclusive condo development in the city-and were lying in Cynthia's bed, atop the covers, gasping with pleasure as we recovered our strength, her...
My aunt and uncle lived two doors down from me when I was growing up. They had a son one year younger than me. We played together all the time and I was at his house or him at mine all during the summer months. My aunt was a big woman, she was 6ft. tall and weighed around 165. She was even taller in her 3 inch heels. She had long auburn hair with beautiful waves in it. She wore a 9 1/2 shoe. Her hands and feet were large, but so sexy looking with nail polish on. Her blue eyes would melt you....
CONFESSIONS PART 1 TO PART 8 To conserve space on my posts all confessions will be in this one Confessions post with the latest confession posted here at the beginning. ======PT 8CONFESSIONS PT 8These are confessions and stories people have sent me.Do you have a confession of something you did, or something you'd like to do?Private Message it to me and I'll post it. Don't worry about spelling, grammar, etc.======Used my sisters fluffy a****ls to jerk off with.. sometime shooting cum on them.....
The job of a traveling salesman can be very lucrative but being a road warrior can also be exhausting. That type of job is usually handled better by younger men, but I have been very successful. It's hard to give up the commissions and bonuses for a mundane desk job back home at our Minneapolis headquarters. I have been on the road an average of four days a week for the last twenty-five years. My name is Ed, and now at forty-nine years old it has taken a toll on my marriage.With me being gone...
TransFirst of thanks for reading my story!Second of course this isn't my first sexual experience but it was my frist with a transvestite/maleIt was 5 years ago, i found her on a sex contact website. I kept looking at her profile for months, building up the courage to contact her. I finally did no answer. I hung up the phone my heart pounding out of my chest, i felt disappointed. I took it as a sign that it wasn't meant to be. However i decided to give one more try later that afternoon. She picked...
Transvixen By Michele Nylons Chapter Five: Panti Pops Her Top Cherri had no intention of going to lunch. She read the contract on the bus on the way back to Debenhams and did some mental math. If Wendy was right about the band's success Michelle Murphy could set herself up in her own right. She could move out of home and live full time transgendered until she decided how far she intended to transition. It was early days but she knew she couldn't keep living a lie. Mike...
"Please don`t make me beg for it…" he said,"…please." He knelt face down on the carpet, his hands tied behind his back, his ass jutting in the air; his pantied ass, clad in the shiny, smooth, black nylon, lace-trimmed women`s knickers. The high-heels of his shiny patent leather shoes pointed up towards his tormentor, their straps taught round his ankles, the smooth toe-caps polishing themselves on the thick, white pile carpet. The black nylon suspenders stretched across his soft, white, shaven...
FetishMy wife is a real Romanian beauty, with dark brown long shiny hair, a beautifully build body, a face like a perfect supermodel and normaly the right attitude for sex. My friend Paul always says that she is an absolute stunner. And yes, he is right. She is very thin, weighing only 96 pounds. Her legs, tammy and ass are just perfect for her 27 years and her great dragon tatoo over her tummy and tits is amazing. The only draw back are her small 32AA cup tits which are even at this size a bit saggy...
The first time I was with a transvestite was only by happenstance. It was late at night, and I was in the parking lot of a porn shop, drinking a beer before I went in to watch porn in one of the booths. I saw a woman come out and get into her car. She looked at me and smiled when I tipped my bottle up for another drink.When she started her car, I turned on my own car, and then followed her down the road. As we drove, I was thinking that women do not usually go into a porn shop alone. Then at a...
Transvixen By Michele Nylons Chapter One: Panti and Cherri Pops Panti's red nailpolished finger lazily circled the glans of Cherri's erect penis through Cherri's gauzy nylon pantyhose gusset. Preseminal fluid seeped from Cherri's palpitating member and darkened the sheer nylon. Cherri's white satin panties were bunched around her thighs and she bucked and heaved as Panti gripped Cherri's engorged phallus and stroked it until creamy white semen erupted from the eye of her...
Street Hooker Part 1After booking in at the hotel in a smart suit and heels, I returned to my car to get my 'things'. My two bags seemed excessive for an overnight stay but this was a stay with a difference. The hotel was perfect. It was just out of the centre of an unfamiliar (to me) town and on the fringe of a rather run down area. I was starting to get that butterfly in the stomach feeling - the buzz of daring adventure and excitement in anticipation of the evening and night to come. Each...
Keywords High HeelsCategories Bondage TransgenderingSynopsis I was getting too old to hook, profitably?so?. This is really a love story.The Old HookerBy Janet BakerThe flight to Amsterdam was uneventful, I laid back in my first class seat and let the handsome young attendant serve me champagne -- glass after glass. He was a darling. This old hooker would have gladly given him a freebie. I was only fifty but business was slowing down and I could see the...
this story is written by Molly Day, it is autobiographical. I'm just pasting and copying it here.https://storiesonline.net/s/20590/becoming-a-hooker################################Sometimes, in the middle of doing it, I find my mind drifting: trying to figure out how the hell I got here.I’ll be on my knees in an alleyway, or squeezed into the footwell of a car that’s far too small for what the owner intended to do in it, and I’ll think: when you were 14, Molly, is this how you expected things...
Part one https://xhamster.com/stories/confessions-of-a-photographer-55770Part Two https://xhamster.com/stories/confessions-of-a-photographer-part-2-56377Part Three https://xhamster.com/stories/confessions-of-a-photographer-part-three-906359(Please note the people mentioned in these stories are fictional and bare no relationship to people either alive or dead. These stories contain explicit sexual descriptions and are aimed at the over 18’s)The initial buzz of seeing my name printed at the...
Most of my life, I always figured hookers were druggies. Never even questioned it, a hooker, must be that she's an addict that can't function in the real world and just fucks to get more drugs. Makes sense, right? Well, not really, but that didn't matter because I never really cared to think about them. Unless I was roleplaying as one for my husband, but that's different. I'd dress up for him and we'd pretend that he was picking me up off the street and I was just some college girl trying...
Sweet transvestites from transexual transilvania.......sweet transvestites..... I don't know about you but I love Rocky horror picture show and in particular I really love that song, why you ask? well for starters it has to do with the fact that I myself am a transvestite a crossdresser if you will and yes I am still one even though I have not dressed in a couple of years, see the thing about being a TV/CD is that you will always be a TV/CD. No matter how straight you try to act, how many times...
CONFESSIONS PT 1These are confessions and stories people have sent me and some have their name but others are anonymous. Do you have a confession of something you did, or something you'd like to do? Private Message it to me and I'll post it. Don't worry about spelling, grammar, etc.======CONFESSION 1BY ANONWhen I was in the Army I had a buddy who was living with a Korean woman while her husband was overseas for a year or so. The woman had a daughter about 7 y/o and a son around 9. My friend...
This is a true story that I would like to share, and happened during a holiday trip to the beautiful country of Philippines, 4 years ago. A group of four friends and myself, decided to spent a week at a resort near Cebu city. The guys were talking about the crazy nightlife,and how they wanted to meet local girls and get hammered. I mostly wanted a peaceful few days next to a pool bar. I had the luck to hadhad extensive holidays in my time, as I was mostly working at resorts around the med for...
A Transvestite Autobiography I've had a number of questions and responses and thought someone should write why they do this cross dressing stuff. So if I may, I'd like to tell readers of my sad tale. I come from a large Catholic family, five brothers and two sisters, and I'm right in the middle. At an early age, one of my older brothers told me that my parents didn't want me; they were trying for a girl. I don't know if he told that to my younger brother, but he's so messed up...
TRANSVESTITE CAUGHT by R.J.D. & "c.c." Like a lot of men, I've always been fascinated by Lesbians. I would often go down to the Times Square Bookstores and go through rack after rack of those magazines that feature models in simulated lesbian poses, and I'd get a charge out of it every time, often returning to my plush apartment with stacks of magazines, paperback books and videos to keep me entertained. I don't know just what it is that has always turned me on about the idea of...
Chapter 1 It was late Friday afternoon and I sat behind my desk smoking a cigarette, leaning back in my chair with my high-heels resting on yesterday's newspaper. I contemplated my red-painted toenails through the gauzy nylon of my fully-fashioned stockings. They were overdue for a touch-up, and so was I. The fading light feebly outlined the sign painted on the glass panel of my office door. It read: ycnegA evitceteD etavirP- snolyN elehciM. A shadow darkened the glass panel and I leaned...
First Time Hooker As I came to a stop near that almost deserted corner and rolled down my passenger side window the girl approached me. Something about her gave me the idea that under all of that makeup that she was quite stunning. Her shorts were very short and they were very tight as well. She had on a skimpy bikini top that just barely contained her nipples. Her heels were so high that they looked like stilts. She leaned into my car window allowing her big breasts to droop down...
Keywords High Heels Categories Bondage Transgendered All Sorts of Stuff Synopsis I was getting too old to hook, profitably...so.... This is really a love story. Be aware that in the course of writing this story no animals were?in any way injured. The Old Hooker By Janet Baker The flight to Amsterdam was uneventful, I laid back in my first class seat and let the handsome young attendant serve me champagne -- glass after glass. He was a darling. This old...
CONFESSIONS PT 7These are confessions and stories people have sent me.Do you have a confession of something you did, or something you'd like to do?Private Message it to me and I'll post it. Don't worry about spelling, grammar, etc.======CONFESSION COMPILATION OF SHORT REPLIES I'VE RECEIVED FROM VARIOUS READERS======I love reading the confessions you have posted. Like most of the confessions I to started sniffing dirty panties as a young teenager I started with my mothers and sisters and then...
This happened back in the Fall of 2016. I don't remember the exact date, but I know it was already getting very cold.-----------------Daddy Jake has a big, beautiful cock. He had been fucking me for over a year now. I craved his big, hard, throbbing cock all the time. It was one of the best cocks I ever had. I loved it.But Daddy is married, so he could only fuck me when ever he could get away. One day, after daddy ravaged me like the cheap whore that I am, daddy brought up one of his...
It was light when I woke up. I lay motionless looking at the ceiling, turning my eyes to the red and gold shade on the window. I was back in my room. in my bed, and I'd slept deeply. I was flat on my back, arms at my sides. I curiously touched my legs and slid my hands up my thighs, past my hips, and across my stomach. The sensations were strong, and I gasped as I touched my breasts and nipples. I inhaled and exhaled, filling my lungs. I was overcome by my new body, and I loved...
I have been cruising since I was a teenager. As I got into my 20's I became more adventurous and began wearing women's underwear underneath my male clothes.Some men I met loved it, others didn't.Online one day I chatted to a transvestite who agreed to meet me fully dressed that evening in a toilet in a country park. I went at the agreed time but to my shame I really did not think it was seriously going to happen. I just could not picture someone taking such a risk with a stranger.When I pulled...
* This is transferred across from my old profile (LookingForSomething) *This isn't a 'story' at all, because it really happened. I just thought I'd share my experience with you; perhaps you'd care to comment if you enjoyed it, found it sexy, or want to know more.There isn't a 'transvestite' niche on xHamster, so this is filed rather awkwardly under 'Shemales' 'Gay male', and 'First Time'.OK, about 15 years ago I discovered that I got turned-on by 'shemales'. Let's be clear about that: shemale...
This isn't a 'story' at all, in the sense that it really happened. I just thought I'd share my experience with you; perhaps you'd care to comment if you enjoyed it, found it sexy, or want to know more.There isn't a 'transvestite' niche on xHamster, so this is filed rather awkwardly under 'Shemales' 'Gay male', and 'First Time'.OK, about 10 years ago I discovered that I got turned-on by 'shemales'. Let's be clear about that: shemale is a casual term for transsexual men, that is, they were born...
The Reluctant Transvestite By Pippa HighHeels [email protected] Synopsis: James Miller has a secret vice. He loves it and hates it at the same time; he revels in his perversity and is ashamed of it all and it's implications. He finally gets an exciting lifeline, then the professional help of a trained psychologist. But all is very far from what it seems... [James Hillman, a psychologist, wrote: "Loving oneself is no easy matter, because it means loving all of oneself,...
Transvixen By Michele Nylons Chapter Two: Transvixen begins "No fucking way!" Panti and Cherri shrieked in unison. They were sitting at the kitchen table opposite Wendy. "Look! Here's the fucking bottom line." Wendy pointed to a bunch of figures on a spreadsheet. "Vixen is losing money. If I can't get you decent venues and crowds you might as well break up the band right now," Wendy explained. "Before you say definitely no, listen to my plan," she went on. "The band...
Chapter One: The First Meeting Preface. This is a full account by David, a closet submissive mature bisexual male transvestite of the first meeting with a mature bisexual assertive male she met online via Skype video chat by the name of Geoff. By day David, 45, 5ft 8, bald under the wig, not fat, but not skinny, is a quiet unassuming post office worker, at night and weekends he transforms into a very classy Transvestite called "Jak" The meeting is set for Friday evening, it is...
Part One https://xhamster.com/stories/confessions-of-a-photographer-55770Part Two https://xhamster.com/stories/confessions-of-a-photographer-part-2-56377(Please note the people mentioned in these stories are fictional and bare no relationship to people either alive or dead. These stories contain explicit sexual descriptions and are aimed at the over 18’s)Most days were the same though my learning curve was fast and within a few months I was able to set up the studios for the different types of...
CONFESSIONS PART 9======Yes, I do sometimes wear panties in public. I remember the first time. I wore a pair to school one day obviously I picked a day when we didn’t have gym class! I remember the thrill of it and the fear of being caught. I think I must have had a hard on all day! Now, to be honest, I wear them most of the time because I still love the softness and lightness of the material. Just plain black simple cotton ones - I must have a couple of dozen pairs. Sometime I do wear guy...
My Night As A Hooker by Tanya Fly Comments welcome. Let me tell you a story about a girl, a cheap motel, the hooker stroll, and some very sleazy clothes in my size. Natalie is the kind of girl you see in some rock video or beer commercial. Great T&A, tall, lots of long blond hair, and a wild, kinky imagination. We met in the city. I was a junior advertising "executive" (read go-for) and she was the knockout administrative assistant going to...
CONFESSIONS PT 6These are confessions and stories people have sent me.Do you have a confession of something you did, or something you'd like to do?Private Message it to me and I'll post it. Don't worry about spelling, grammar, etc.======CONFESSION COMPILATION OF SHORT REPLIES I'VE RECIEVED FROM VARIOUS READERS======nice i had an older 20 something girl at work that would change in the girls bathroom but at the end of the day i was the last one out and went in the bathroom to see what goodies i...
Why Some Men Prefer Transvestites by Michele Nylons Copyright© 2009 by Michele Nylons Introduction To set the scene, I am a middle-aged, married, businessman who also happens to be a part time transvestite. That is I like to dress like a woman and experience sex with men, other transvestites, crossdressers and women. I do NOT want to be woman, I don't stay dressed as a woman all day every day, nor am I interested in sex with men unless I am dressed as a woman. I used to...
Sometimes, in the middle of doing it, I find my mind drifting: trying to figure out how the hell I got here. I’ll be on my knees in an alleyway, or squeezed into the footwell of a car that’s far too small for what the owner intended to do in it, and I’ll think: when you were 14, Molly, is this how you expected things to turn out? Tongue flat under a stranger’s cock, moaning and rubbing myself, about to cum as he fires his load into me, and clutching the few pound notes he pushed into my...
I guess at one time or other, some of you guys out there will have been with a prostitute. Perhaps your wife knew, perhaps she didn't. Perhaps you weren't married and just looking for sex without any attachments. Maybe you went by yourself, maybe in a pair or even a group. Perhaps you cared who she was, more probably you didn't. Did you look at her face while you thrust into her body, or did you take her from behind? - The reason I ask is that the prostitute could have been my wife or, if it...
The Walk after the Busted Date or My first Job as a Hooker It was a Friday evening about eight just before the sun was about to set on a pleasantly cool evening. The brisk air kept me comfortable since my body was a little warm from being nervous with the coming scenario. I was going to meet Phil, my date, as a hooker. We have been planning on this for a few weeks and our schedules finally matched enough to make it happen. The club I was going to served a very eclectic clientele and...
Hi, if we haven’t met yet, my name is Cindy; I’m a cocksucking, dick-riding, pussy-eating, ass-fucking cum slut. And these are my confessions. My very first orgasm, and the half-dozen that followed, I climaxed while a cock spurted hot cum in my mouth and I fingered myself. The next 20 or 30 times I came, I was squatting in a glory hole, again with a series of cocks in my mouth, leaking precum or shooting a load down my throat while I fingered myself. In college, I lived in a dorm with a...
I watched my mother looking through the window.She was in the kitchen washing the dishes on a weekend morning. She's a lawyer. Her schedule is always hectic. Often times she spends long hours in the office meeting with clients or writing legal briefs. If she had a courtroom appearance, she would spend her nights doing research on the computer and preparing for strenuous oral arguments. She has always been a naturally hard worker with a powerful drive to be successful.On the rare occasion that...
My wife and I have been married about seven years but have known each other since highschool. Paula was always cute with cute girl next door looks and a sexy little body that had curves in all the right places. Her breasts weren't overly big, a generous b'cup but they were always perky and had perfect nipples. She tried to work out when she could so she had some nice muscle tone in her thighs and ass but not enough that there wasn't a nice bumper covering her to give her a soft thickness that...
As described in at the end of this story: Deflowering Jeanette, I fucked Jenny with her younger sister Marcia watching us and fingering her virgin pussy at least once. I also alluded to Marcia becoming so jealous that Jenny and I were having sex and she wanted me to fuck her too Jenny and I had to find other places to have sex other than their house.This is the continuation of that story and the final chapter in this series of true stories.Throughout the rest of high school Jenny and I fucked...
So woke up this afternoon with the intention of seeing a hooker, i went into town and visited one of the famous walk ups in London, walked up stairs saw two doors, one with the name Amy, and the other Kate, i made my choice to see Amy and it was a choice i wouldnt regret, Amy is a curvy girl with black hair and a great pair of tits, D or E cups if i had to guess, she greeted me at the door wearing a short black dress which showed off her tits, she was wearing red 6 inch hooker heels showing of...
CATHLEEN. Diary of a lesbian hooker of the 1930s. PART 2My extra work on Friday evenings had never interfered with my job at the factory. The factory work was quite simple and since I had finished my secondary schooling, I was put in the office doing invoices, shipping notes, bank stuff, etc…I was one of ten clerks doing pretty well the same thing and we were supervised by an office manager who was an Irish girl like me but around 50 years old. She was about my height, a bony face with short...
CATHLEEN. Diary of a lesbian hooker of the 1930s. Part 1.This diary was found in an old hotel room in a city we will not mention. The writing is Cathleen’s but the dialogue is sometimes made up, although it would have been close to the original. Cathleen worked the joints in downtown Boston during the 1930s, the end of Prohibition, the great Depression and especially the golden years of the Mob. Any resemblance to people dead or alive is purely coincidental....
Daddy's Little Hooker© Shyblueeyes1968 2006-2009MF, teen(18+), i****t, spank, anal, oral.Summary: the Father, Mike, feeling frustrated, goes in search of young whore, and ends up having the shock of is life when the girl he tries to pick up, turns out to be his 18 year old daughter, unleashing his repressed i****tal desires. This story is based upon a series of chats and cyber chat with women, and incorporates various ideas from chatting to several women. However, it is fiction and none of the...
Bumfelt opened the door to his car and climbed in. He took the keys from a trouser pocket, turned the ignition and......the passenger door, suddenly opened. Bumfelt's hand went for his holster and the Colt. "Whoooah! Jesus, Theo!" exclaimed the hooker as she leant into the car. "It's me, Nikki. Fucking hell, I thought you was gonna shoot me." "I was," hissed Bumfelt. "Get in." Sexx climbed in. "Drive," she said. Bumfelt did. He put the car into drive and pulled away from the kerbside. "Where?"...
Sue was on her way home from work. She was driving in heavy rush hour traffic, but her mind was in turmoil. Since meeting Tim a few weeks ago, she had begun to question everything about her life. Sue Henson was a twenty something college graduate, who worked for a rapidly expanding Midwestern company. Her upper middle management position gave her a respectable income, and plenty of room for advancement. She owned a pleasant two-bedroom condo in one of the city's best high-rises. Although her...
CONFESSIONS Pt 2These are confessions and stories people have sent me and some have their name but others are anonymous. Do you have a confession of something you did, or something you'd like to do?Private Message it to me and I'll post it. Don't worry about spelling, grammar, etc.======CONFESSION 14BY ANONok, here's my confession. As like all rest of my fellow pervs, I started liking panties at a very young age, at 11 I started jacking off to my sisiters panties and then my moms. How I loved...
CONFESSIONS PT 3These are confessions and stories people have sent me.Do you have a confession of something you did, or something you'd like to do?Private Message it to me and I'll post it. Don't worry about spelling, grammar, etc.======CONFESSION 31I was a spy that worked for peanuts. Literly. I was in first or second grade and shared a bedroom with my brother, Frank, who was in 6th grade. One night I saw him going up and down on his hard thingy while smelling our older sisters Panties and he...
Introduction To set the scene, I am a middle-aged, married, businessman who also happens to be a part time transvestite. That is I like to dress like a woman and experience sex with men, other transvestites, crossdressers and women. I do NOT want to be woman, I don't stay dressed as a woman all day every day, nor am I interested in sex with men unless I am dressed as a woman. I used to consider myself a 'crossdresser' until a few years ago. To explain; that means I used to dress in female...
Father Peter of St. Johns Cathedral in Duketown has a fame for tolerance of sexual sinsHis virtual girlfriends from the net flock from everywhere to do their Confessions at himAlessandra is a local girl, attending mass at Sundays sometimes, when I lead the ceremonyAlessandra prefers private talks though, sometimes she gets a bit too friendly with FatherAlessandra plays a great girlish game with her beloved spiritual Father PeterAlessandra has confessed earlier at me, always being very honest,...
CONFESSIONS PT 4These are confessions and stories people have sent me.Do you have a confession of something you did, or something you'd like to do?Private Message it to me and I'll post it. Don't worry about spelling, grammar, etc.======CONFESSION COMPILATION OF SHORT REPLIES I'VE RECIEVED FROM VARIOUS READERSThat's hot use to sniff panty when youg stared with his moms. Cotton brief always nice thick pubes loved suckingon them use to get so hard watchin him sniff his moms then we use to use his...
I meet Maria in here the net - she is still a shy virgin - we write a lot She takes her first steps along the long the road of learning to love sexShe hesitates between the Catholic ethics from her recent Convent schoolAnd the nice needs of her hot body as she sinfully plays her pretty pussyShe seeks my advise in all these delicate matters - so we write much more Peter plays her Spriritual Father for her hot Holy ConfessionsAs she no longer trusts the lustful questions of her parish priestshe...