Shemale Suprise Stories

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'''CHAT'''

by Ssrd33 on May 10, 2019
Transsexual

Hi Jhon!, Hi Mike ... I answered lazily ... like all the days, my life had become very routine and repetitive, at home my wife does not serve me as a man or husband, I think I was dating I sneaked in with another man, but at this point in my life I did not care and the children made a mess everywhere. I wanted to escape this prison from which I felt trapped,...

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Swallowing My First Shemale

by Nitromethane on Oct 14, 2017
Transsexuals & Crossdressers

It's been a couple of years now that I've been intrigued by shemales, and though I've met up with a few I've met online, I've still not gone any further than some stroking or letting them blow me. I'm not sure what my hangup is, since I can't seem to stop watching these gorgeous girls on all the websites, but I'm still so nervous about taking that big first...

Pam's Shemale Experience Ch. 07

by majicman21 on Aug 20, 2018
Transsexuals & Crossdressers

Author's Note: While this is quite obviously a continuation of Pam's Shemale Experience, it also follows 'Pam's Gangbang Experience' from the Group Sex category, 'Pam's Lesbian Experience' from the Lesbian Sex category, and 'Pam's Threesome Experience' from the Loving Wives category. Reading those three stories might not be necessary to enjoy this one, but i...

The Shemale Apocalypse Ch. 01

by cocklover1000 on Sep 15, 2017
Sci-Fi & Fantasy

The first place anyone really heard of it was large outbreaks in Thailand. No one knew what it was but the government played it off as a life choice via simple operation. But it was more then that. Minor cases were reported all over the world until 2011 the government in an effort to quell what they called an infection told the earth the truth about the wond...

The Arms Of A Woman

by Samuelx on Sep 13, 2017
Transsexuals & Crossdressers

San Francisco. Mariah walked out of the Bordello. She was getting sick and tired of that place. Sick and tired of working endlessly to satisfy the depraved desires of those people. How she loathed them. Since she began working at the Bordello, she had seen a side of humanity she had never thought was possible. The worst imaginable side. She was just anoth...

Weekend In Cincinnati

by zrob on Sep 12, 2017
Loving Wives

My wife Randi and I had been married nearly twenty years. Although in our forties, we had both kept in shape by running and working out, and even after two children, Randi always managed to look great and could still turn heads. Our sex life was good, or so I thought, and Randi would willingly throw in a few kinks just to keep things fresh. We had scheduled...

Cassie's College Years Ch. 04

by irishlovr83 on Sep 13, 2017
Group Sex

I staggered back from Trent's room several hours later. My skin was glistening as though I had just run a few miles. I even felt like I had run a few miles, but the truth was that I just spent the last 4 hours getting high and getting fucked by the biggest dick I had ever seen. My shorts and tank top were also soaked in a mixture of sweat and other juices. I...

Shannon Gets Her Revenge Ch. 02

by Rob Conner on Sep 26, 2017
Loving Wives

As we left this story at the end of Part I, Jeff and his wife Shannon had made love for the first time in over five years. She had unveiled several surprises, clit ring nipple rings, a new cherry, a tattoo and a rebuilt pussy. But her biggest surprise was when Jeff came out of the bathroom to be greeted by his wife and her female lover. They convince Jeff to...

No Longer in a Mini-van Pt. 02

by zrob on Sep 12, 2017
Mature

ONE Randi Boehmon drove her silver Mercedes SL convertible up the curved driveway that led to Marcus' home. She was impressed with its architecture, a modern two story structure with cut stone and glass prominently featured. Getting out of the car, she had to adjust her tight, pencil skirt with a side slit, pulling it down over her slender legs and tight a...

Father-In-Law Shemale Adventure

by greyhound_guy30 on Sep 16, 2017
Transsexuals & Crossdressers

My wife's parents were visiting LA from back east. We live in a small one-bedroom apartment in the valley. She wanted them to stay with us but we didn't have room. They got a room in West Hollywood. My wife and her mom had gone shopping for the day. I was supposed to be at work but at the last moment I decided to take the day off. Since the girls were out, I...