Transsexuals+&+crossdressers Stories

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Dressed To Please Kate Pt. 02

by jealouscuck on Sep 25, 2017
Transsexuals & Crossdressers

Kate and I went from newlyweds to a loving dominant/submissive couple. I had been introduced to feminization and really loved to be dressed totally. We had close friends who had actually introduce Kate and ultimately me to the lifestyle. While most of our life was "normal", we became very active in the alternate lifestyle. We would go shopping with me dress...

All the Way

by NearMiss on Sep 18, 2017
Transsexuals & Crossdressers

A different spin on the typical 'I got caught dressing up' story. I've always been fond of large women, not obese necessarily but you know, big. Like Amazonian big. Tall, big curvy hips and a chest to match with broad shoulders, but not in a masculine way mind you, but kind of proportionate for a girl. Let me tell you they aren't really that easy to come...

The Perfect Age Ch. 01

by keptsissy on Sep 26, 2017
Transsexuals & Crossdressers

I'd just turned 18 and it was high school graduation. Most of my graduating class was at the raging pool party at my best friend's house. I lived next door to him and his parent's house was the place to be that day and most hot summer days. I didn't think much about the fact that his dad kept talking to me about 'the future' or that he seemed to be around wh...

Jay's Sex Club Adventures Ch. 11

by WhiskeyIsGood on Sep 12, 2017
Transsexuals & Crossdressers

A whole month had passed by since Lisa and Holly had moved into my apartment with me, and both girls were now definitely settled in. Things had gone a different route then we originally planned though, with Lisa moving into my bedroom and sleeping in the same bed with me, and then Holly took the room that was originally supposed to belong to Lisa. I wasn't...

How I Met My Shemale Pt. 03

by Eroticalover1968 on Sep 25, 2017
Transsexuals & Crossdressers

It was early in the morning after a satisfying sleep. The cadence of bird sounds gave way to the rise and fall of passing cars below. Check out time wasn't for hours, but deadlines always bothered me. Cheryl slept soundly. I wondered what mood she would wake up in after my misconduct of the night before. Lord, but she was beautiful. I was in love with eve...

From Her Ex-Boss to her Bitch Pt. 05

by His_fag_wife on Sep 25, 2017
Transsexuals & Crossdressers

This story includes extreme themes of sissification, interracial domination, watersports, cock sucking, if any of these themes are not your thing, please don't read it. ***** "I think you should have tattoo on your back above your pussy cheeks and another above your little Sissy clit." "But I couldn't do that Master, my wife would see." Amber was almost b...

Jay's Sex Club Adventures Ch. 22

by WhiskeyIsGood on Sep 14, 2017
Transsexuals & Crossdressers

This one didn't turn out to be as long, as I originally intended...sorry about that. But I definitely intend for the next chapter, to be a bit longer and full of some more action...and drama. But that's been a pretty consistent thing in this series lol. I hope you enjoy and look forward to the next chapter. As always, feedback is much appreciated. Whiskey...

Jay's Sex Club Adventures Ch. 06

by WhiskeyIsGood on Sep 11, 2017
Transsexuals & Crossdressers

So here I was, laying in my bed, under the sheets and in probably the worst pain I had felt since I broke my right arm, playing hockey in the 8th grade. Sun light shone through my window, birds chirping outside. It was a beautiful warm summer day, and I wasn't planning on getting out of bed at all any time soon. I had even called in sick at my work... hell...

Can Love Conquer All?

by griffin57 on Sep 19, 2017
Transsexuals & Crossdressers

God Damn it! My idiot of a brother rented out the apartment to a fag! I was only gone for a month. You see, my house was built with an added on apartment in the back. I heard that it was for the original owner's mother in law. If she was anything like my ex's mom and if it was up to me, I would have told that battle axe where to go. Turns out Pete rented the...

Reunion

by griffin57 on Sep 19, 2017
Transsexuals & Crossdressers

The reunion was in full swing, as I took in the sight of fellow classmates from my graduating class. Skyline High School was the pride of Salt Lake City, Utah; Go Eagles! Ten years wasn't a long time, but it was a good chance to get reacquainted with some of my old friends. To be honest, I was a little bit of a dick back then. The crowd I sort of ran with, l...