Transsexual

The Dream_(0)

/ Categories: Fiction, Transsexual / Fiction, Transsexual / By

She slipped into my room so quietly I thought she was a dream. Her daphenous gown billowing in a subtle breeze like some scene from a movie. She smiled as she crossed the room with her coy little shy girl smile and I was hard immediately. I must be dreaming, this was too good to be true. As she neared my bed she stopped and let me take in the full glory of her. The gown clung to her gorgeous breasts and hard nipples so while I couldn’t see them, I could see their full shape hinted at. The light made the gown transparent at her waist so I could see perfectly the outline of her long luscious legs and the sway of her hips. I knew I had to be dreaming but I didn’t …

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My little secret 2

/ Categories: Anal, Bi-sexual, Enema, Fantasy, Transgendered, Transsexual, Transvestite / Anal, Bi-sexual, Enema, Fantasy, Transgendered, Transsexual, Transvestite / By

Katelin and I broke our kiss and looked over towards Jim. He was sitting in one of the kitchen table chairs, boxers down to his ankles stroking his cock. “Don’t my girls want their morning milk??” he said again. Katelin led the way as I followed, getting down on our knees we started to pleasure our daddy. Katelin started licking his cock, getting it nice and wet. Taking it in her mouth, and going down about halfway. I started licking and sucking on his balls and ball sack. From time to time I would lick under his ballsack, giving him a quick fluster. “Hey Ashley, come here and kiss me” Katelin said. As I moved my head up she kept his cock inbetween us. We wrapped our lips around the sides of his cock, trying …

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Cecil Part II

/ Categories: Anal, Blowjob, Fantasy, Transsexual / Anal, Blowjob, Fantasy, Transsexual / By

CECIL PART 2 The bar was packed, not because it was entertaining or a nice place for conversation, it was packed because the Buffalo Pussy Posse was out in force tonight. The bar was three deep in streetwalkers, hookers, pimps and huggermuggers. Ruby and Cici (nee Cecil), had seats on the end of the curved bar in the back. The city was doing its once every six months attempt to keep the Chippewa Strip free of ladies of the evening and all that was associated with them. “Must be a convention in town.” Stated Ruby in a matter of fact manner. “Must be.” Answered Cici. Cici had recovered from her facial surgery in Baltimore the month before, and was in full make up. Her hair now extended down to the middle of her back and …

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t-girl girlfriend

/ Categories: Bi-sexual, Transgendered, Transsexual, Transvestite, True Story / Bi-sexual, Transgendered, Transsexual, Transvestite, True Story / By

I have stated in the past that I am disabled and unable to dress up anymore because I cant get out and buy new outfits after my ex destroyed everything. well i was able to sneak out and finally after 5 years buy a pair of panties. I was working a temp job at the local mall and wore them to work when i bought them. there was a store close to where my store was that let us use the restroom and i headed over there. I didnt notice they had a new girl working the counter til i got there. asked if i could bathroom and went to the back room. finished and it was time to close up my store. I rushed through closing so I could go talk to the new …

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Alan Gets A Tranny

/ Categories: Bi-sexual, Fantasy, Transsexual / Bi-sexual, Fantasy, Transsexual / By

Cheryl was friends with Jack’s wife, but she was single. She needed manly advice from time to time. So she caught her son, Alan, jacking off and asked me to talk to him about it. He was 15 and always horny. Of course, she had no idea I was bisexual. I took her up on the idea to talk to him. What started as me innocently talking to her teen son about masturbation descended into a twisted tale. ————————————————————————– I went to Alan’s house after work one day to talk to him. His mom was single and she need a male figure to discuss masturbation since she had caught him doing it. I rang the bell. I heard footsteps on the stairs and then the door opened. “Hi Alan.” “Oh, hi Mr. Jones.” “Can i …

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Camming Down the Rabbit Hole Ch10

/ Categories: Cum Swallowing, Exhibitionism, Fiction, Masturbation, Pegging, Transgendered, Transsexual, Transvestite / Cum Swallowing, Exhibitionism, Fiction, Masturbation, Pegging, Transgendered, Transsexual, Transvestite / By

As the sun beamed in through a gap in the curtains my now familiar morning wood strained at the silk of my nightwear. How was it that no matter how hard I came the night before it would wake up eager and ready to go. As had become customary my mind would be filled with the events of the previous night, which only heightened my state of arousal. One thing which did differ from the previous mornings was my sore throat. No doubt a result of my getting a little carried away although its scratching as I swallowed some fresh water easing slightly, I smiled and remembered with pride what I had achieved and the results of my dedication. Coughing a little I could clearly hear my voice was a little horse, maybe not croaky …

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Sissy Story Chapter 03

/ Categories: Authoritarian, Fiction, Transsexual / Authoritarian, Fiction, Transsexual / By

The Adult Sissy I’d kept in touch with Tommy while I was away, but he didn’t text me much, so I was not really expecting him to see him after my appointment that Wednesday. I had texted him and told him my appointment would be a little longer, might last for a couple of hours. He was pretty noncommittal. I didn’t tell him I was dumping the curls and going with a more adult style, shorter and, I thought, more sophisticated, straight, like European girls wore. And I didn’t tell him about my new boobs. I decided to keep the platinum blonde color. I wore a t-shirt without a bra, so he and everybody else could see my new tits. Blue shorts and sandals and a huge white leather purse completed my outfit. I guess …

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Summer vacation changed whole life pt2

/ Categories: Anal, Bi-sexual, Body modification, Cum Swallowing, Transgendered, Transsexual, Transvestite, True Story / Anal, Bi-sexual, Body modification, Cum Swallowing, Transgendered, Transsexual, Transvestite, True Story / By

From that day I felt differently I wanted to be dressed like a girl I dreamt sucking cock and being fucked . It has been a week and I could not resist any more by luck sis has gone out with friends for a week and aunt have gone out to buy some thing in the evening. I dressed up as a girl and hid some of my clothes in the front garden to change when I return home late night, I messaged my aunt that I was going out and will be back late night so do not wait for me and went to pub near by to have some sex. An elder guy offered me drink and asked me for some fun and he took me to a hotel . he locked the …

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Gap Year

/ Categories: Anal, Blowjob, Consensual Sex, Fiction, Interracial, Oral Sex, Transgendered, Transsexual, Written by women / Anal, Blowjob, Consensual Sex, Fiction, Interracial, Oral Sex, Transgendered, Transsexual, Written by women / By

With a low sigh, Charlie ran the back of his hand across his forehead, collecting the beads of sweat that the Brazillian heat had gifted to him before wiping his hand on his already quite sodden T-shirt, looking down at his open luggage on the rather meagre single bed with a serious lack of motivation. He should unpack, find his toiletries and find the shower, but to do so he’d have to search through his stacks of clothes and he knew, in doing that, would have to spend the time meticulously folding them all neatly away. Charlie didn’t consider himself to have OCD or anything like that, but he was a guest in this house, albeit courtesy of Air BnB, and the second he had caught sight of the owner, he had known he wouldn’t …

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Working the holiday Monday

/ Categories: Anal, Bi-sexual, Blowjob, Fiction, Transsexual / Anal, Bi-sexual, Blowjob, Fiction, Transsexual / By

So I am the low man on the scale at work. My job is with the City I work in dispatch and am one of the people responsible for getting road crews, hydro and sewer crews out to fix problems wherever they occur. My boss is a very attractive woman named Jamie. She stands about 152 centimeters and dark chestnut hair that is short at the back but gets long at the front. It matches her deep espresso eyes. She dressed very professionally at work ankle length skirts, blouses and blazers that type of thing. She has perky c cup breasts that when she trots or runs through the office they have a nice firm bounce. She looked to me to be about thirty five. She has no rings on her fingers so she is …

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My little secret 4

/ Categories: Anal, Bi-sexual, Body modification, Fantasy, Transgendered, Transsexual, Transvestite / Anal, Bi-sexual, Body modification, Fantasy, Transgendered, Transsexual, Transvestite / By

I woke up very groggy and laying in a hospital bed. Bandages wrapped around my chest and a pain like I had never felt. Jim came over to my side and looked at me. “How do you feel” he asked. “Hurting alot” I answered as I tried to look around the room. Jim grabbed my left hand and put it between my legs. I felt bandages and gause in a hefty amount. I started to get excited, Jim tried to calm me down but it was no use. I started trying to get out of bed when my meds kicked in, I was knocked out cold and lying back on my back. When I woke up Jim was still there. I looked up at him with concerned eyes, not knowing what to think of him. …

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pre surgery fun

/ Categories: Bi-sexual, Transsexual, Transvestite, True Story / Bi-sexual, Transsexual, Transvestite, True Story / By

So. I had back surgery the 2nd of May, was supposed to be there that day but my dr called me and had me come in the night before. I forgot i was wearing my black baby doll under my clothes, what follows is my last sexual encounter in over a month now. i got to the hospital and they took me into the surgery prep area to start with, and it was then and there i remembered i had my black baby doll on, and nowhere to hide it so i just went with it. and by that i mean i stripped down to it right in front of the sexy little nurse who looked at me kinda funny then said that’s cute. She said here is a robe, since you are not shy …

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Slaveworld Spy

/ Categories: BDSM, Body modification, Bondage and restriction, Domination/submission, Hardcore, Science-Fiction, Transsexual / BDSM, Body modification, Bondage and restriction, Domination/submission, Hardcore, Science-Fiction, Transsexual / By

Foreword: In the course of my life I have had many names and worn several faces. Some have called me a traitor, others knew me as a faithful servant. I have been ordered to compile my story here for the benefit and legitimate pleasure of the reading public. After interviews with myself and others who were there, my manuscript was handed over to a team of professionals who produced the document you are now reading. It is dedicated to my sister, Elizabeth. Chapter One: Early in the Autumn of 2005, the Gate project was closed down. Doctor Franklin and her team, together with the British Ambassador to the court of Queen Victoria, had disappeared without trace and all the evidence showing the way to the Slaveworld had been destroyed. Or so the UK government thought. …

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oh no, I just fucked my bosses son.

/ Categories: Anal, Blowjob, Transgendered, Transsexual, True Story, Written by women / Anal, Blowjob, Transgendered, Transsexual, True Story, Written by women / By

Normally I never would have entertained the idea of sleeping with a co-worker but when I saw my boss’s son for the first time, that idea quickly went out the window. It wasn’t like I didn’t think about fucking my co-workers, I did… in fact, I would leave work some days leaking with precum from the various exchanges I had and my mind running wild there are so many private spots that I would love to take advantage of with the right person but let us leave those fantasies for another story… This situation was different. The fact he started flirting with me almost right away just made the whole idea of hooking up with him even more enticing. It’s not like I was lonely, but my situation as a trans woman in the office …

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Bath house fun

/ Categories: Anal, Bondage and restriction, Domination/submission, Exhibitionism, Non-consensual sex, Transgendered, Transsexual, True Story / Anal, Bondage and restriction, Domination/submission, Exhibitionism, Non-consensual sex, Transgendered, Transsexual, True Story / By

I’m a transwoman living in Canada. I found out about this gay bath house in the city so I taped my 36 B tits tight to my chest and went last weekend. I payed the man to get in and headed for a locker I got along with a towel and a couple of condoms. I was a pretty scared to undress as I was wearing women’s clothing underneath my sweatpants, t-shirt and slightly bulky jacket. I quickly got undressed and wrapped myself in the towel. No one saw me yet. I looked around for a while seeing a lot of locked rooms, some with glory holes some with bars and others with windows. I even saw a few guys roaming the halls too. I headed downstairs to the steam rooms, sauna and showers. No …

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Jena and Lisi Ch. 2

/ Categories: Blowjob, Cum Swallowing, Science-Fiction, Transsexual / Blowjob, Cum Swallowing, Science-Fiction, Transsexual / By

Neither Jena or Lisi had ever been into space. The closest they came was their flight simulation exercises at the now destroyed Onderon Academy. Even though the girls were bound and blindfolded on the drop ship, they both could tell through the Force when the ship passed through the atmosphere and into the inky darkness of outer space. Somehow both girls knew they would never see their beautiful home world of Onderon ever again. With a final clang of metal on metal, the First Order drop ship landed inside the hanger bay of the First Order Resurgent Class Star Destroyer they would later find out was called the Finalizer. As they were led down the ramp of the drop ship, the girls could see hundreds of troopers, technicians, flight control crew and other members of …

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My little secret

/ Categories: Anal, Bi-sexual, Boy / Boy, Fantasy, Transgendered, Transsexual, Transvestite / Anal, Bi-sexual, Boy / Boy, Fantasy, Transgendered, Transsexual, Transvestite / By

My crossdressing started in Jr. High. When I started to get curious about girls, and also about other boys. I started crossdressing with my moms things, and slowly started to collect my own. By the way, I’m Mat… or Ashley as i’m known. I’m 17 and I guess you could call me Bi-Curious. Although after this story you could call me purely Bi-sexual. I have a friend, Katelin is his girl name but everyone knows him as Jake. He’s the same age, and we’ve been good friends for quite a while. We found out about each other last summer. When a pair of panties I thought I had hidden, suddenly came out into the open. Before I could react, he grabbed them and started asking me all kinds of questions. “Whos are these, what are …

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Reunion_(2)

/ Categories: Bi-sexual, Transsexual, True Story / Bi-sexual, Transsexual, True Story / By

This is what happened to me at my 10 year high school reunion. All the names have been changed. I was at my pre-reunion dinner when I heared my name. “Will” I heared in a sweet voice. I turned around to see a set of strangly familiar, but yet lovely, blue eyes. ” I’m sorry” I said “but do I know you?” She smile so sweetly and said ” My name is Amy.” I must have looked dumb founded. ” You know me as Mike” With a bit of blush in her voice. “Mike Jones?” “The guy I use to play D&D with?” “The one and the same” she said. I was suprised to see “Amy” since the last time I saw her she was a he and I was killing his 10th level fighter! …

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My New year’s party

/ Categories: Anal, Bi-sexual, Blowjob, Bondage and restriction, Consensual Sex, Cum Swallowing, Domination/submission, Transgendered, Transsexual, True Story / Anal, Bi-sexual, Blowjob, Bondage and restriction, Consensual Sex, Cum Swallowing, Domination/submission, Transgendered, Transsexual, True Story / By

This is a true story. All names except mine have been changed. I was sitting at home feeling down because my HRT treatments had to be stopped, I’m allergic to them You see I’m a transitioning male to female. My body had changed. I now have not quite a C-cup and I can’t get a hard-on anymore. Like anyone would know from my little 2 incher. I’m 5’6” 120 lbs with a slim build except my ass is a bit big I think. That’s when the phone rang. It was Jim, a guy I met at the bar back in October. We fooled around a bit and I ended up giving him a blowjob in the cubicle at the bar. He wanted me to go to a friend’s of his house to have a little …

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Bangkok Surprise

/ Categories: Anal, Threesome, Transsexual, True Story / Anal, Threesome, Transsexual, True Story / By

Recently I was in Bangkok on business with a Chinese colleague called CH, a woman of 40, slim and attractive. We’ve known each other for a long time, get on well, but there’s never been any hint of sexual chemistry between us. On this trip, we finished our business with 2 Japanese companies, had dinner with them; said our farewells, and CH and I were walking back to our hotel when she asked if I’d take her to a girlie bar “just to see what it’s like”. I’d noticed that she was dressed a little sexier than usual and had on a pair of really high heeled sandals, and I realized then she must have been planning on asking me this before we came out that evening. We were passing through the bar zone, so …

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