Transsexual

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, …

Willing Target Read More »

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 …

Oliver’s Twist Read More »

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 …

Family Guy – Meg fucks Chris Read More »

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 …

A Shemale Flatmate pt.1 Read More »

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 …

Cal & Leslie Read More »

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 …

Lust and Love with Leona Read More »

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 …

First black cock Read More »

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! …

Leona Read More »

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 …

Home Economics Chapter 01 Read More »

Suzy’s Daydream

/ Categories: Domination/submission, Exhibitionism, Fantasy, Transsexual, Transvestite / Domination/submission, Exhibitionism, Fantasy, Transsexual, Transvestite / By

For those who haven’t been following my “coming out” thread, I’ve spent the last few months learning to accept and enjoy my love of crossdressing. During that time, I discovered that I absolutely love going out in public in scandalously short skirts and sky-high spike heels. Even better (and amazing to me), I’ve discovered that when I do, other people apparently don’t see through my disguise! After a number of trips to stores and malls, I’ve learned that I really can pass as a woman! I won’t repeat that discussion here, because you can click the link in my signature if you want to read it. However, lately I haven’t had much of an opportunity to enjoy being Suzy because of work and family obligations. Just before those obligations struck, though, I was looking for …

Suzy’s Daydream Read More »

My ability 1

/ Categories: Body modification, Fantasy, Transsexual / Body modification, Fantasy, Transsexual / By

When I finally decided who to go as, it was about 9 o’clock. I was a 5’5” Japanese woman with ‘C’ cup breasts, sexy legs, beautiful oriental face, in a tomboy outfit. I wore baggy jeans, a not so revealing top but was a bit form fitting, my hair was in a pony tail, and I had fingerless gloves on. I was the girl next door that nobody really knew, but was really sexy. At the bar, I see one of my guy friends who was really not that good with the ladies. He was cute, tall, in shape, and to me, a great guy to know. However, he was what they call “socially retarded”, and with me being a lady tonight, I told myself to help him out. I ordered a beer and walked …

My ability 1 Read More »

Vegas Luck Part 2

/ Categories: Anal, Consensual Sex, Fantasy, Transsexual / Anal, Consensual Sex, Fantasy, Transsexual / By

I let Dina rest and catch her breath for a while. I was enjoying the feeling of having her semen in my mouth. “You did good Gray.” She said as I cuddled her on the sofa, idly playing with her breast. My dick was still hard from the enjoyment I’d just got and I was desperate for more. There was no way I was letting her out of my room for quite a while. “We should shower and get to bed.” She said, with a cheeky twinkle in her eyes. I was pleased she was reading my thoughts. I led her to the en-suite, which had the largest shower, and turned the taps on. Dina wrapped her hair up in a shower cap and stepped inside under the flow, adjusting the temperature up slightly. I …

Vegas Luck Part 2 Read More »

Have Faith

/ Categories: Anal, Blowjob, Consensual Sex, Erotica, Fiction, Mature, Plumper, Transgendered, Transsexual, Written by women / Anal, Blowjob, Consensual Sex, Erotica, Fiction, Mature, Plumper, Transgendered, Transsexual, Written by women / By

Faith let out a soft sigh and let her head fall back, her eyes closing as she relaxed atop her padded stool, elbows on the metal rail at the edge of the bartop, a slender glass stem held delicately in one hand, the other clutching the strap of her bag. She hadn’t really been sure what to expect when a few friends from work had asked her to come out and join them for drinks, there was quite the age gap after all, between her and the teaching assistants who had been so insistent she comes out. Part of her had thought it would just be them for the evening, sat around a table chatting and gossiping about work stuff, which, to be fair, they had done for the first hour or so. Then the …

Have Faith Read More »

Our Only Hope, Chapter 05

/ Categories: BDSM, Exhibitionism, Fiction, Transsexual, Transvestite / BDSM, Exhibitionism, Fiction, Transsexual, Transvestite / By

In this chapter, the search for the Monty brothers leads W to Davenport Iowa and a club call “Colonel Boogie’s” I could have run this book through my regular publisher and made a couple hundred dollars, but I am posting it instead because many more people read my posts than buy my books. = = = = = = = = = = = = = = = = = = = = WARNING! All of my writing is intended for adults over the age of 18 ONLY. Stories may contain strong or even extreme sexual content. All people and events depicted are fictional and any resemblance to persons living or dead is purely coincidental. Actions, situations, and responses are fictional ONLY and should not be attempted in real life. All characters involved in sexual …

Our Only Hope, Chapter 05 Read More »

The Honeymoon_(0)

/ Categories: Anal, Ass to pussy, Blowjob, Fiction, First Time, Threesome, Transsexual, Wife / Anal, Ass to pussy, Blowjob, Fiction, First Time, Threesome, Transsexual, Wife / By

Sarah and I had just been married. It was a her dream wedding, everything she wanted, I agreed to. It was hard not to considering her Dad was paying for the bulk of it. But whatever made her happy I was all for. You know the old saying, “Happy Wife, Happy Life”. I tried for the most part to adhere to this motto through our entire relationship. Thats not to say I didn’t put my foot down on occasion when I needed to, but we rarely argued and I think we have a pretty good thing going. So the ceremony and reception were over, we’d said our goodbyes to our family and friends and retired to our room where we consummated the marriage… again and again… I didn’t let her take her dress off for …

The Honeymoon_(0) Read More »

Fun during a sad time

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

Fun surprise during sad time. A couple months ago there was a death in my family and I had to return to my home town to go to the funeral. The only family member that still lived in the town was my cousin who I grew up with and we were really close even though she was only related due to a series of marriages. Long story. So in the end we are not related to each other then marriage. I got the call and Molly asked if I would return home to go to the funeral and she’d pay for my flight and I could stay with her. I said sure, got packed and since I was going to be in a town where I don’t think anyone knew me anymore I packed a …

Fun during a sad time Read More »

Bob, Sue and Anita’s holiday romance – 3

/ Categories: Bi-sexual, Fantasy, Lesbian, Romance, Transgendered, Transsexual / Bi-sexual, Fantasy, Lesbian, Romance, Transgendered, Transsexual / By

Dear Reader, hopefully you will enjoy my story. If you like this, then please read my others. Although this could be read as a standalone story, it may be easier if you read the previous chapters. I am happy to receive comments and PMs. I welcome constructive criticism. Thanks to Mfan and others for helping proof read ————————- Two nights running Bob had returned to his wife Sue late, she being bedridden with a migraine in their holiday apartment. So far Bob had successfully managed to convince her that he befriended some lads on a stag weekend that got him into a foam club party and that yesterday he had met this lone young female as part of a surf lesson. All to explain away his dalliance in a holiday romance that even he struggled …

Bob, Sue and Anita’s holiday romance – 3 Read More »

1st time with a shemale

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

This was my first experience with a shemale, true story. I arranged for her to stay 3 hours I have always enjoyed playing with my ass hole, about two years ago I was in Chicago and went online to Eros and chose a shemale named with held. I called her up and she came to my hotel room. I was very nervous when I opened the door. She was about 6′ tall and was a very good looking Latino. She bent down and gave me a kiss right on the lips and man where her lips where soft. She went into the bathroom and asked me to relax and she will be right out. I was lying on the bed and she came out with panties and high heels on only, she had beautiful tits. …

1st time with a shemale Read More »

Rite of Passage Ch.03

/ Categories: Anal, Coercion, Consensual Sex, Domination/submission, Fiction, Teen Male / Female, Transgendered, Transsexual, Transvestite, Written by women / Anal, Coercion, Consensual Sex, Domination/submission, Fiction, Teen Male / Female, Transgendered, Transsexual, Transvestite, Written by women / By

Confusion and anxiety dominated Jamie’s sore, battered body and mind. It was hard to maintain a positive outlook on things when your positive outlook became, ‘I hope it doesn’t hurt so bad next time.’ There was nothing to look forward to anymore. And the fresh horror that was the mystery of his upcoming birthday present only served to set him even more on edge. His fear of Caitlyn’s wrath, however, now twice experienced, spurred him on to quickly finish his shower and start toweling off, grateful for the steamed up mirrors, allowing him to avoid his own image, something he couldn’t bear to even glimpse right now as his mind was dark enough without adding the vision of himself, downtrodden and beaten. He stepped out onto the landing, the towel wrapped tight, almost guarded, around …

Rite of Passage Ch.03 Read More »

Wartime Comfort House Diary – Day 8 Shemale

/ Categories: Anal, Asian, Authoritarian, BDSM, Bi-sexual, Blowjob, Body modification, Coercion, Cum Swallowing, Domination/submission, Extreme, Fiction, Foot or shoe fetish, Group Sex, Hardcore, Lactation, Male / Females, Mind Control, Oral Sex, Slavery, Threesome, Torture, Transgendered, Transsexual, Violence / Anal, Asian, Authoritarian, BDSM, Bi-sexual, Blowjob, Body modification, Coercion, Cum Swallowing, Domination/submission, Extreme, Fiction, Foot or shoe fetish, Group Sex, Hardcore, Lactation, Male / Females, Mind Control, Oral Sex, Slavery, Threesome, Torture, Transgendered, Transsexual, Violence / By

I was the Commander of the Japanese Imperial Army stationed in occupied Shanghai during the Empire of the Sun conquest. Born in a honorable military family, I was destined to become a great general. My genes gave me an outstanding physique, improved by committed Samurai training started at an early age. I excelled in all Japanese martial arts as well as hand and weapon combat. My career began as a Second Lieutenant. Moving up the ranks quickly, I became the youngest general during the Asian conquest. Dr. Takuchi was a classmate in the military academy. He was responsible for security of the secret 731 laboratory research in northern China. Although this top secret unit was never publicized, as a Commander General, I knew they researched all kinds of biological warfare and tested on the locals. …

Wartime Comfort House Diary – Day 8 Shemale Read More »

[email protected]SitemapWrite For UsContact