Transsexuals+&+crossdressers Stories

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Allie

by chloevargas on Jun 1, 2020
Transgender & Crossdressers

He was my first. I'd heard of it but not experienced it. We'd been lovers for a time. I appreciated his enthusiasm. So far he'd matched my imagination. I looked forward to our meetings, to his fucking me. With little suggestion he did everything I wanted - oral pleasure, me on top, doing me doggy style in every room in my house. His control was lacking but...

The Covid Manoeuvre

by lynntg0444 on Jul 15, 2020
Transgender & Crossdressers

As it was for everyone, the quarantine was driving me crazy. But the worst part was that I had not seen my boyfriend in two months. We were mutually isolating and getting to his place involved taking a commuter train across town, which was a scary proposition. As things started to ease, my horniness overwhelmed any sense of caution, so I made the twenty mile...

Not in Public, People will See

by yorktvjane on Jul 15, 2020
Transgender & Crossdressers

My boyfriend loves to make me cum in public and every time we go out in public, I know there is a chance I am going to be milked fully to completion, even if there are people milling about, terrifying, but ...I love it. It's a nice sunny Sunday in early December, its mild for the time of year and we have parked up in Rowntrees park close to the center of Y...

A Long-Distance Relationship Ch. 04

by allourdesires on Aug 26, 2019
Transgender & Crossdressers

Once more I found myself outside my girlfriend's apartment with 20 minutes to go before the three o'clock appointment time that I'd been given by her the night before. This time would be far different to the last in that this time I was wearing a pair of her panties that I had spent the past 13 hours masturbating with, as per her instructions, along with a p...

Hard Candy

by 33shadesofmorg on Jul 2, 2019
Transgender & Crossdressers

Naked bar your black fishnet nylons we kneel on the bed facing each other. Our cocks floating within an inch of each other. You are the most beautiful Shemale I have ever seen. Perfect smooth olive skin. Clean shaven from the legs, up to the thighs and on and underneath your tight Balls and into your ass. A little soft pot belly punctuated by a little dark...

Be Yourself

by Tough_But_Femme on Dec 16, 2019
Transgender & Crossdressers

The first time that I saw Tyler, we were both at the gym. I was finishing a set of squats, and he was getting off the treadmill. We were both wrapping up, so we ended up walking back to the locker room at around the same time. I went to my locker, and I saw him walk to one of the lockers in the back corner. As I was going to shower, I decided to stop by and...

Sissy Pills Pt. 01

by Sissyhalo1 on Dec 23, 2019
Transgender & Crossdressers

Some say it was some sort of experiment gone wrong. But it hit the streets and it changed everything. A pill a drug that you took that made you sexually submissive and made you especially sexually submissive to men. Semen made it worse apparently. And there were addicts that ended up not just being gay or fags but entirely sissies and that was fastly bec...

Caught in Panties & Dominated Ch. 03

by Tracy69 on Dec 3, 2019
Transgender & Crossdressers

Rick's big hard cock, ramming in and out of my sweet mouth. Past my tonsils and into the back of my throat. My heavy breasts bouncing inside my tight blouse, my stiff nipples poking straight out. On my knees, in my tight skirt, toeing my high heels into the floor behind me. And my dick getting harder and harder and harder in my panties. I could feel my precu...

Becky was Really Not Becky

by Billgreen678 on Dec 24, 2019
Transgender & Crossdressers

Hello, This is Jeff. I write stories with my wife Robin. This story, however, is mine alone from a time before I met Robin. Of course no real names will be used. Georgia - 1969. In 1969 I was three years out of college and had moved to Georgia from St. Louis for grad school. I graduated a year later and stayed on in what I thought was a great singles town...

Five Positions Two Loads

by lynntg0444 on Oct 21, 2019
Transgender & Crossdressers

It took six months from my first blood test until surgery was prescribed. Unfortunately this was only a slightly feminizing surgery - I was diagnosed with prostate cancer, and the simplest solution was a radical removal of the whole organ. Needless to say, this was extremely depressing as I had become accustomed to mind-blowing orgasms through prostate stimu...