Transsexual

Shawna

/ Categories: Anal, Bi-sexual, Blowjob, Cum Swallowing, Fantasy, Transsexual / Anal, Bi-sexual, Blowjob, Cum Swallowing, Fantasy, Transsexual / By

This is a work of fiction with no resemblance to any person(s) other than myself within this story. Please leave comments and positive likes. ================================================================================ I am a mid 50’s single, divorced, ordinary, average, mostly forgettable guy that works for himself as a handyman/home remodeler. As such, I do a lot of business at the major big box home improvement stores in my area. The one closest to my home is the one I try to frequent the most and I have gotten to know many of the employees at this store location. I rarely need help locating things in the store other than when I go into the paint department. One day I go in for a paint match and notice there is a new woman working the dept. Normally this sucks because it …

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a new Mistress

/ Categories: Anal, Cheating, Cum Swallowing, Domination/submission, Fiction, Spanking, Transsexual / Anal, Cheating, Cum Swallowing, Domination/submission, Fiction, Spanking, Transsexual / By

I had been married a month when she IM’d me. My fiancée and I had lived together for five years before we married and I had never considered cheating on her. I’m a “retired” sub/switch—I guess you never really retire—the yearning and desire is always there, just waiting for the chance to come out and play. I’m a social alpha-male that loves being sexually submissive. Oh, I’ve been a Dom and thoroughly enjoyed it, but my first love is being subservient to a Domme. I had forgotten all the different ads I had placed, even forgotten what my profile said and all the shemale pictures in the profile photo album. I had a shemale lover before meeting my wife. She was a switch—we were incompatible, but the sex was great! Anyway, her message said: saw …

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I Thought Way Wrong – PT2

/ Categories: Anal, Cum Swallowing, Fiction, Slavery, Teen Male/Teen Females, Threesome, Transsexual / Anal, Cum Swallowing, Fiction, Slavery, Teen Male/Teen Females, Threesome, Transsexual / By

This is my second story so yeah it still kinda sucks, sorry it took so long to put on here I’ve been busy and stuff. Anyway, my apologies for any grammar mistakes and whatnot if you find any. And yes, I know it is still kinda short, the next one I make will be a lot longer. Please comment to tell me what is wrong with it so I can fix it in the future and stuff, thanks. __________________________________________________________________________________ As soon as I got done drinking her piss the door bell rang. “You stay right here and I’ll be right back slave” While she was gone I took a look around her house. It all looked pretty normal and not out of the ordinary. I also noticed the clock… 10:30 A.M!! That’s all?! It feels …

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The Doctor_(1)

/ Categories: Authoritarian, Body modification, Erotica, Horror, Lactation, Latex fetish, Mature, Reluctance, Science-Fiction, Slavery, Transgendered, Transsexual / Authoritarian, Body modification, Erotica, Horror, Lactation, Latex fetish, Mature, Reluctance, Science-Fiction, Slavery, Transgendered, Transsexual / By

He doesn’t care where they come from or who they were. They drop off a male body, and the client’s order with half of the agreed sum in silver bars. Then the doctor gets to work, no names, no questions. The doctor was excited; it had been a while since he had a surgery this challenging. Despite the small room the doctor had to work with, the equipment in the room was easily worth more than the entire apartment complex the makeshift operation room was held in. The doctor looked for non-existing seams on the final piece of the artificial skin on her forehead. This was one of the more unique type of skins used, a type of organic flesh colored silicon, giving the look and feel of a doll. This type of skin supported …

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For Amanda

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

For Amamda, My Transgendered Lover – by Silk Lover Amanda is a very generous lover, she knows exactly how to please her Papi, that’s what she calls me. We met on a social network and gradually became lovers, how could I not, she’s a soft and sexy woman thru and thru. We enjoy exchanging erotic messages, in great detail she tells me how she wants to please me and I responds in great detail how she leaves me happy and satisfied. Amanda is a very oral lover, she enjoys sucking Papi’s long thick cock with her sweet, sexy, red lips… Like I said, she’s a sexy, sensuoius woman, and knows how to dress for her Papi, her make up is impecable too. She knows I love to see her in sexy nylons and silk skirts …

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silk and lace

/ Categories: Blowjob, Fiction, Rape, Transgendered, Transsexual, Transvestite, Virginity / Blowjob, Fiction, Rape, Transgendered, Transsexual, Transvestite, Virginity / By

Silk and lace Being 18 I had just moved out from home into my own place along with two other girls, Sara and Andrea. They were both really good looking, Sara being 5,8 ish with light bronze skin, full and round C cups. Sara was really fit and sporty, always wearing cotton jog pants and tops, I always find my self staring at the high top of the thong, the black against her tan always made me hard. Andrea on the other hand was very much a girly girl, dresses, nylons … all of that type of thing, always showing some portion of her pale flesh. It is hard living with these girls they are such strong sexy women, I always find my self attracted to, and recently found my self wanting to be like …

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First Contact_(1)

/ Categories: Anal, Blowjob, Cum Swallowing, Transsexual, Transvestite, True Story / Anal, Blowjob, Cum Swallowing, Transsexual, Transvestite, True Story / By

I’ll be honest; I was in the Navy at this time. I know, I know, ha ha ha. That’s a log story, not about a sexual experience. I’m not attracted to men; I love a woman’s figure, all the way. If anyone has been to Virginia, you’ll believe this. I was bored one night, and went to a bar just outside of Portsmouth, by the shipyards. I didn’t know anyone, so I sat at the bar, and just got a beer and a shot. After my second beer, and about two more shots, I was buzzing pretty good, and started to look around. There was a dirty blonde at the end of the bar still alone. She was talking to the bartender, and seemed a little upset. I figured he was family, or maybe a …

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MY Stepfather 4

/ Categories: Anal, Authoritarian, Fiction, Reluctance, Teen, Transgendered, Transsexual / Anal, Authoritarian, Fiction, Reluctance, Teen, Transgendered, Transsexual / By

I had settled into my new life the best I could. On the positive side I was free to be the girl I was and my room in the new house reflected that. It was painted pink and I had a nice canopy bed and a vanity and all the clothes I could want. On the bad side I was taken away from everything I had known my 15 years. My mother had died and I couldn’t see any of her family, especially my grandma, as they wouldn’t understand me being a girl. Also Daddy did his best to control and isolate me. I never had a lot of friends, but now I didn’t have any. As we lived outside town I couldn’t go anywhere and since Daddy home schooled me(in how to satisfy him …

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My sweet Cathie

/ Categories: Transsexual, True Story, Water Sports/Pissing / Transsexual, True Story, Water Sports/Pissing / By

This is a remembrance of an afternoon back in my high school days. Here is a brief history before I get to that afternoon’s story. Being a “boy” who never since as early as I can remember felt I was or ever wanted to be one I was somewhat a loner and an outcast. I was very feminine acting and appearing. I made friends with girls as I was easy to talk with and more like one but not actually one. My high school days were not like when I was much younger when I actually seemed accepted as a girl among many of them. It just seemed that as my body matured into a form I hated my mannerisms and mind stayed girly and feminine as ever and that’s what made them comfortable around …

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Jamie makes a new friend!!! part 1

/ Categories: Anal, Blowjob, Cum Swallowing, Fiction, Transsexual / Anal, Blowjob, Cum Swallowing, Fiction, Transsexual / By

After, their little ordeal in the bathroom of their work, Anne and Jamie decided to live together, and quit their jobs, to start their own T-girl modeling agency, Anne being the photographer and Jamie of course, being the one to get clients, with the help of Anne as well. When Jamie, left her New York City loft, she left in a gleeful mood, because she just had the roughest and hottest sex she ever had in a long while with her lover. The second she got out of her building, she tightened her coat up and pulled out her umbrella. “Today is supposed to be beautiful! Not a damn down pour.” though Jamie, as she recalled the weather predictions for the evening and into tomorrow, “73 they said, id say it is about 57 out …

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Carl to Carla

/ Categories: Anal, Enema, Fiction, Gay, Transgendered, Transsexual, Transvestite / Anal, Enema, Fiction, Gay, Transgendered, Transsexual, Transvestite / By

Note:I didn’t write this. “Yea I thought the singing was OK but I don’t really go for that style too much” “And the girls?” Brian prompted me. “Oh come on Brian leave him alone we all know he’s not really interested in girls.” “Give him a chance, people can change! Perhaps Carl’s developing an eye for them now eh Carl?? I mean they weren’t bad looking. So, apart from their style what did you think of them?” I was together with Mike and Bryan and a number amongst many of my old school friends. The local pub had got in this group of country style singers. I think in sexual relations it is sometimes hard to define the difference between consent and coercion. The reader will have no doubt that in the events which follow …

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Willing Target

/ Categories: Anal, Domination/submission, Erotica, Fantasy, Non-consensual sex, Oral Sex, Reluctance, Transgendered, Transsexual, Virginity / Anal, Domination/submission, Erotica, Fantasy, Non-consensual sex, Oral Sex, Reluctance, Transgendered, Transsexual, Virginity / By

Hannah relaxed back into the comfort of the low leather chair, her Michael Kors handbag on the floor besides her, her plain white coffee cup on a saucer in front of her, her eyes scanning across the quiet cafe, looking for her friend, Victoria, who just a couple moments ago had been queued behind her, ordering her own life-giving drink. She raised a hand and waved as she saw Victoria, now with her own coffee glancing about to spot her friend. She smiled familiarly as she spotted Hannah and approached casually, settling down in the seat opposite and placing her cup and saucer down too, relaxing with a soft sigh. “Busy week?” Hannah asked, a soft smirk on her full red lips as she tilted her head, looking across the table at her former manager, …

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Oliver’s Twist

/ Categories: Anal, Black, Blackmail, Blowjob, Coercion, Cruelty, Cum Swallowing, Diary, Domination/submission, Erotica, Female Domination, Hardcore, Humiliation, Oral Sex, Reluctance, Spanking, Teen, Teen Male Solo, Threesome, Toys, Transgendered, Transsexual, Virginity / Anal, Black, Blackmail, Blowjob, Coercion, Cruelty, Cum Swallowing, Diary, Domination/submission, Erotica, Female Domination, Hardcore, Humiliation, Oral Sex, Reluctance, Spanking, Teen, Teen Male Solo, Threesome, Toys, Transgendered, Transsexual, Virginity / By

I pulled up to the shadiest house I’ve ever seen… Shades on the windows practically falling off, the paint on the siding is chipped to shit… I hope Becky gave me the right place… Becky and I are in the same co-ed business Fraternity at Gennecho University. She’s one of the most gorgeous girls I’ve ever laid eyes on. She’s got dark brown hair that barely touches her delicate shoulders. A body that only angels could compare to. Petite is another word that could describe her. But she does have what one could describe as a bubble butt. And legs that go on for days. Even though she’s more than a couple inches taller than me, that doesn’t stop me from keeping my hopes high. Most people are taller than me. Besides, her body isn’t …

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Family Guy – Meg fucks Chris

/ Categories: Ass to mouth, Fiction, Transsexual / Ass to mouth, Fiction, Transsexual / By

Meg is almost exactly like any girl her age. She goes to school, puts up with annoying teachers, and occasionally tries to get laid. I say almost because Meg is not like other girls because due to a mixing in her 23rd pair of chromosomes she was born with a female’s body and a male sex organ. However that was the only affect of this strange mutation, the rest of her body developed like any average female. Meg lay asleep in her bed like she did every morning when her mom woke her up for another day of school. Meg shook the morning grogginess from her head and headed for the bathroom. She took her usually place in front of the toilet for her morning piss. She let out her long stream while rubbing the …

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A Shemale Flatmate pt.1

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

Sonya sat broodingly in her desk chair as she stared at her coursework. Gosh, this is so boring, she thought, swivelling slowly with her hands in her lap, her unsexy hospital uniform of black tight trousers and white and blue shirt still on from her previous shift. She looked down slightly and held back a smile at the sight of her hand brushing the large straight lump of her black work trousers. She shivered as she began to stroke it, and then mentally chastised herself for not focusing. As a midwife, Sonya found herself being buried under coursework. She lived in an (almost) all-girl household, and when they weren’t all working together, they were studying together, or attending lectures together, which gets kind of frustrating for a girl as horny as her. Other company of …

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Cal & Leslie

/ Categories: Anal, Fiction, Romance, Transsexual / Anal, Fiction, Romance, Transsexual / By

Where do I start? How about at the beginning. My name is Cal I am divorced and living alone. I am not a bad catch I am five foot eleven, short black hair, green eyes and no visible scars. I am a regular at the gym so I am in shape but not ripped. A seven inch uncut cock that I can use well. I dress nicely and have a good job. My friends Don and Lisa were feeling sorry for me they knew how ugly my divorce was and how lonely I was so they invited me to their pool party last weekend. They said there would be some single women there and I might find someone I like. Me I thought I would go have a few drinkss then come home to my …

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Lust and Love with Leona

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

Lust and Love with Leona By CB Achtland This is a work of fiction. The days after I fucked with Leona I spent alone. She has told me that she was going for shoot in the Bahamas for a week. I was a man who had everything in terms of material comforts, and there was not a girl I couldn’t pull in a bar. But I found that I could not stop thinking of Leona and that I stayed at home fretting and looking at shemales and ladyboys on the internet. I had Leona’s number but was terrified of calling her in case she was working and I disturbed her. I just wanted her to be back and worried that she may not want to see me again. My cock was perpetually hard and leaking …

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First black cock

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

A little about me. I am in my mid 20s, Asian, and 6ft average build. i always believed myself to be straight. Then about 5 years ago, i was convinced to try having sex with a guy. After that, I became hooked on cock. I have been fucked by a handful of guys, all white, with decent sized dicks. 7.5 was the largest. But I always wondered what a nice black cock would feel like. Recently, I was searching the internet for a nice black guy when I scrolled across the sexy black TS. She had a nice body, very passable face. I was so intrigued. I immediately contacted her and we got to talking. She was visiting in town for a couple days, and had her own hotel room. I agreed to drive to …

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Leona

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

Leona by CB Achtland This is a work of fiction. I think of myself as resolutely straight. I look at a lot of porn although I have plenty of girls to fuck. Steven, an old college buddy, dropped by and proposed that we go to a shemale bar that night. I was shocked and refused. But Steven retorted that if I was sure about my sexuality, I should have no problems being there. I could just have a few drinks, take in the scenery, and after we left we could pick up a couple of hookers for a blow job or a fuck. We got there quite early and I parked myself at the bar, and watched the talent coming in. In spite of myself I was amazed that some of them looked so hot! …

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Home Economics Chapter 01

/ Categories: Authoritarian, Bi-sexual, Fiction, Spanking, Transsexual / Authoritarian, Bi-sexual, Fiction, Spanking, Transsexual / By

Home Economics Miss Jordan had been trained as a Home Economics teacher. She watched that career crater around her as it became unfashionable to learn to cook, sew and take care of babies. She got her masters in education and drifted into counseling, and, continuing got her PhD in Education. She was one of the first women in her school district to achieve this milestone. Which was fortunate because, as politics went at the time, the school district was looking to promote women to leadership positions. Due to this fortunate political situation, she found herself Assistant Superintendent of Schools for Operations and Strategic Planning at a very young age, where she was noted for her old-fashioned ideas and respect for tradition. Her family was reasonably wealthy, and, as an only child, she received a nice …

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