transsexuals stories and histories

Sitting in an old office, books adoring every wall, save for the one spot where a Harvard Law school diploma hung proudly. The man sitting in front of me bore all the signs of wealth, power and masculinity, everything that I struggled my entire life to achieve, Mr Perez ozed from his entire being. His tall, fit figure, bushy salt and pepper bushy mustache, paired with short matching hair swept over against his tan skin. My first time meeting the man who would read my aunt's will....

I awoke in the afternoon to my alarm blaring in my head. Letting out a loud groan, rolling over, throwing on the same shorts and shirt from yesterday. Making my way to the kitchen to grab a glass of water and an anti hangover pill. Definitely one of the best inventions of the last decade. Perdue were still pieces of shit but at least they were coming out with some interesting products. All that oxycodone money had set them up for decades to come....

I took a long break from my sissy life style. I returned to school and the dorms. I was no longer talking with Jerry and Rick. I would masturbate thinking about my night at the hotel and feel shame after. I wanted it, but it went to far. My sissy hole never fully recovered and dildo insertions were always easy after that night. I had to choose my street clothes carefully and avoid certain activities to not reveal my lower back tattoo. That night drastically altered my life. Luckily I never caught any seriou...

Dear Reader,
Wouldn't it be wonderful to be 18 years old again and share your female persona with real girls your own age? This story is about a lucky femboy who does that and more.
Sincerely,
Whippet
P. S. This story contains incest.
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Mother treated me to dinner at a fancy restaurant on my birthday. After we returned home she took my hands into her gentle grasp and made a surprising announcement....

Authors Note.
This is one of my older stories. There are a few spelling and grammar mistakes.
It is about an extreme feminist government taking over the UK. It is loosely based on a series Freddie Clegg wrote called "New Order". He used his stories mainly for femdom. This one involves a lot of forced fem....

The next week was hell, I felt like a part of my soul had been ripped from my chest but i had to be strong for her. Although we spoke every moment we could i missed her so much, I could hardly eat or sleep. She told me every day how sad she was and how she missed me, it only added to my sorrows. I felt guilty for putting her through all this. I could have stayed home and never took the risk to come and see her. But I did and I was so thankful because of it, this pain meant I had something to go back to, som...

On Your Knees
A Vignette
By Maryanne Peters
When I heard that Kevin Hallett had changed his sex and was living as a woman up in Seattle, I could not believe what I was hearing. I just had to seek him out, and not with any good intentions.
I disliked Kevin Hallett, and maybe I even hated him. In high school he just seemed to have everything that guy -- smart, great at sports, popular with the girls -- and everybody said that he was a gentle soul with it. It seemed that he had everything that I di...

Hello all and thank you for checking out my latest story. Well, I'm really about to dip my toes into the deep end now as this will be my first try at writing an LGBTQ tale. Allow me to apologize in advance if i happen to offend anyone given my relative ignorance of LGBTQ norms when it comes to meeting others and sex and or prison life, and or alternate personalities. It is certainly not my intention, and I welcome all critiques. If you'd like to see a part two, please let me know and I'll began work on it r...

CD cabin part five
We continue to chat as we walk, seeing the evening wildlife come alive. Then sun is starting to set and it is a beautiful pink sky as we head back to the cabin. I am starting to wonder if he will ever make a move on me and how I should react if he does. We bring camp chairs over to the fire pit and Steve starts to make a fire as I sit on the chair and watch him. I think about the day and how much has happened since this morning. Yesterday Steve had no clue I was a cross dressers and he...

I nearly slept in Monday morning. There was no time to think. I quickly showered, dressed, and was out the door.
It felt strange to be back at my desk. It seemed like ages since I had been here, when it was just a weekend. I booted up my laptop, and began researching some of the items we had discussed on Saturday....

Jenn and Ted Go Private
This story has been posted to Literotica. com with the full knowledge of the original author under my pen name, NikkijMaadison. No part or whole of this story may be reprinted in any other format or on any other website without the express written consent of the original author. I edited this story using Microsoft for spellchecking, flagging punctuation, grammar review, and as a dictionary. I use any other suggestions only as a guide. You may discover mistakes. That will happen....

Some time had passed since my night with Jerry and Luke. Rick and I decided to take a break until I returned for school in the fall. I spent my nights dressing and had a few casual hook ups when I could.
Jerry invited me to go with him and Luke to pride in the city. They would drive and we would all share a hotel room. I agreed thinking it would be a fun night and another hook up with Jerry....

"Honey, can you please come downstairs? Your dad and I want to talk to you about something," Linda called out, her voice soft and barely above a whisper. It was the closest she ever came to raising her voice.
At forty-seven, she still carried the kind of beauty that came from a life devoted to something greater than herself. Faith, family, and the quiet pride of doing what needed to be done without complaint. Shouting had never been part of her vocabulary....

Sondra and Frank have now been together for a year. Frank's career took a turn for the better; he is now marketing robotics that assist in his practice of orthopedic surgery, but the downside is he needs to travel more than he would like. He would rather stay home and enjoy the pleasures of his wonderful wife, Sondra....

My names Danny, I'm a 24 years old trainee insurance broker from Boston and this is an account of my first overnight business trip to New York City.
On a Monday morning I like to collect a coffee from a cafeteria on my way to work, a short walk later and I'm at the elevator climbing up to the 36th floor where I work....

HARMLESS FUN.
You've been married to Susie for three years. All the while of dating, courtship and marriage she rather dominated you, she "wore the pants" in the household. Susie was a nice gal, from a small midwestern town, now out here in central California. She was beautiful in a 'country girl' kind of way, slender, stylish, and perhaps somewhat opinionated. And in a way, which you really had trouble grasping, she seemed to have a vendetta against macho, masculine men. She seemed to disparage them to ...

This story contains rough sex and transphobic language, as well as themes of abuse and gender dysphoria. Proceed with caution.
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"Hey Mom," said Dolores.
"Dylan?" A sharp, irritated voice. "It's eleven at night, what on earth are you calling about?" A bit softer when she added, "Is everything okay?"...

This is part 5 of 7 of All-Star Sissy, a now completed story with 15 spin-off captions (And perhaps more spinoffs incoming.)
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Before Greg came along, Jasmine had said that she was going to start dragging me to parties. She was going to take me to off-campus ragers at other schools, where the only place to sleep was with whatever guys you found. Since being with Jasmine in general sucked, that idea certainly didn't appeal to me. Maybe that's why I ...

Jenn and Taylor Are Bed Partners
This story has been posted to Literotica. com with the full knowledge of the original author under my pen name, NikkijMaadison. No part or whole of this story may be reprinted in any other format or on any other website without the express written consent of the original author. I edited this story using Microsoft for spellchecking, flagging punctuation, grammar review, and as a dictionary. I use any other suggestions only as a guide. You may discover mistakes. That will ...

I had developed a steady relationship with Rick in a daddy sissy dynamic. He had forgiven me and we were elated at my clean test results. I would spend several nights a week there. Dressed up cuddling and playing. We would also go out as men together and enjoy each others company. Most people assuming we were father and son....

Magic Dress - Sanjit's Sister
CHAPTER 1
For an academic there is one big no-no. Sexual relations with a student. If you can give them marks, or affect the outcome of their degree, then it creates a conflict. So don't do it.
Which in principle is fine.
But for a young male lecturer with so many young women at the peak of sexual attractiveness and often dressing to show it, it can sometimes be very hard, if you know what I mean....

Hello! This is the 2nd installment in the "One of Those Nights" series. I'm sure you can skip that story and still enjoy this one, but feel free to check it out. You can also skip the first part of THIS story if you want to get straight to the action. I've added a TL: DR just before Part 2, (Another) One of Those Nights. Enjoy!...

So it's next weekend. Tyra has been sexting my girl every single day.
She seems to be a very prolific personal coach for the biggest celebrities and richest people. She actually has a big following, and we've started watching her stuff.
She's sent her dick pics in houses of people I should not name, but it's crazy. Good night jerk offs videos were also sent. Ava's masturbated in bed right next to me while on the phone with her....

My wife's father had to take early retirement as his health was failing, so she became the boss of the family firm. They had about 20 employees and the business was doing very well. She was bringing home more income than I was.
Meanwhile, the company I was working for was struggling and eventually I was made redundant. There was a decent payoff, so I didn't need to worry about getting another job straight away....

Michelle looked around to make sure none of Sandra's neighbors were out and about as she pulled in to the drive. She'd texted Sandra that she was on her way so Sandra would unlock the door for her.
She felt both slutty and sexy arriving back at Sandra's house in the same dress and heels she'd left in last night. She'd heard girls talk about doing the "Walk of Shame" after a date, but this was the first time she'd done it....

I made it back to my dorm room without issue. My sissy initiation was intense. I thought about how I've taken more cock in the last 48 hours than my entire life. Instead of shame I felt aroused. I cleaned myself up. Washing the word "SLUT" off my forehead was difficult. The permanent marker had stained my skin and I had to scrub hard to remove it. I didn't bother washing the word "CUMSLUT" off my ass. I figured the effort wasn't worth it. I went to bed and slept like a baby....

This is the second story in the Sugar Journals series. Every story is a stand-alone work. All characters are over 18. Please leave feedback and vote. I hope you enjoy the story.
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"You should really consider this, Jessy."
I put away my phone and took off my earbuds when I heard my roommate Cindy speak, but didn't exactly hear what she was saying....

Jason was a football star in high school. Being dedicated to the sport, he spent as much time in the gym as he could working out. By the time he graduated, he had become a big, muscled guy. He earned the nick name big jake because he had the biggest cock on the team. Unable to afford college, he got a job with a contractor. It was hard work, but the pay was very good....

We layed together in my hotel bed just holding each other, she gently rubbed my chest with her fingers as I stroke her head on my shoulder. The past 36 hours had been an incredible journey of life changing love and passion. I tried to let it all sink in, everything that had happened the past day and a half was so incredible, I still couldn't believe it was all real. We had shared our bodies with one another, but we connected on a much deeper level. In a strange way I felt like for the first time in my life ...

Hi, I'm Gwen. I'm a twink crossdresser. I'm pretty passable; no one questions I'm a girl. Right now I'm wondering, how the fuck did I get out here? As far as I can see, not one damn house. I've been walking for 20 minutes, and not even a fucking car. Finally, a car, far off. I need to get him to stop. He has to stop. I'm wearing tight little jean cutoffs, sneakers, and a halter. As the car approaches, I see two males in the front seats. They see me. I pull my halter all the way up over my titties. This is n...