Dominant Shemale Fucks Guy Stories

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Amanda and Me Ch. 02

by Tallnhard1 on Sep 11, 2017
Transsexuals & Crossdressers

I rolled over after reading Amanda's note with a big smile on my face. I couldn't believe that after all the time I had spent masterbating to shemales and fantasizing about meeting one it had actually happened. Not only had it happened but it had been the most amazing sexual experience of my life. As I lay there thinking about the night before I was surpris...

Twenty-One More Questions

by silkstockingslover on Jan 1, 2019
Reviews & Essays

Summary: Jasmine responds to the most frequent questions asked by readers. Thanks to: Tex Beethoven, Wayne, and Robert for editing this essay. This isn't really a sequel, although it's a second part, as it addresses questions I didn't answer in 2017's Twenty Questions. 21 More Questions After 2017's 20 Questions, I received many more questions. I have n...

HypnoSissy: Educated to be Pegged

by silkstockingslover on Aug 13, 2019
Fetish

Summary: Cock sucker's training is advanced to hypno videos on anal sex. WARNING PLEASE READ: -This is a hypnosis story with potentially influential subliminal messages within it. -The story also contains hypnosis video scenes. -So if you begin behaving differently after reading this story and all your friends start pointing fingers, don't come crying to...

A Shemale Flatmate Pt. 02

by thereshegoes123 on Sep 13, 2017
Transsexuals & Crossdressers

Sonya stood naked in the mirror and twirled once. Hmmm, maybe if I twirled my cock fast enough I could take off, she thought lightly. She was in a good mood. Benny was in, and even though she had just gotten off shift, she was full of energy and felt like enjoying some company. She threw on her large pink dressing gown and matching slippers (she may be domin...

Transformed Into A Shemale

by girlboybootsie on Sep 13, 2017
Fetish

I was 18 when I first had sex with a man. This is the story.... I am a very hot looking guy. I say that knowing that some may consider me vain, or arrogant, but over the years I have had so many women and men tell me how fine I am, that I know it is true. I am 35, blond and blue eyed, 6'1," 180lbs, with a tan athletic body and a 7" beautiful cock. I have be...

A Shemale Shock: A MILF Falls

by silkstockingslover on Sep 25, 2017
Illustrated

Summary: Mom catches her daughter with a teenage shemale and.... Note 1: This is a Nude Day 2017 Contest Story so please vote. Note 2: Thanks to Tex Beethoven, Robert, and David for editing this story. I was having a bad day. I'd spilt coffee on myself on the drive to work. I'd gotten a rip in my nylons. And I'd forgotten my notes for tonight's intervi...

Jasmine Fucks My Wife

by cuntenslaver on Sep 12, 2017
Transsexuals & Crossdressers

Hello, my name is Tim. I am a 30 year-old married man. I have been married for five years to my wife Danielle. She is an absolute beauty of a woman. I remember when we were married, I felt like I was the luckiest man in the world. Since I am no hunk myself, standing at just five foot six and extremely lanky, I felt like I didn't deserve such a nice, gorgeous...

"A Shemale Submission": A Lust Story

by silkstockingslover on Dec 23, 2019
Illustrated

"A Shemale Submission": A Lust Story Summary: Author Jasmine falls for a hot new teacher with a big cock. Note: Thanks to hfernandez1983 for the many pictures used in this story. He spent weeks getting these perfect for the many different scenes I requested. If you like the pictures in this story, please feel free to read the multi-chaptered series Cheerle...

Shemale Devil in Disguise Pt. 02

by Chomedey on Mar 2, 2020
Transgender & Crossdressers

Mid-June 2018: About a month has passed since I went back to my parents for work and about 2 weeks went by since I went to that party where I first met Rebecca. Since then, not much has happened because I wanted to distance myself from the group. Although I try to see them as least as I possibly can, I still want to get the gossip from my girlfriend in order...

Shemale Devil in Disguise Pt. 03

by Chomedey on Mar 2, 2020
Transgender & Crossdressers

This story is the continuation of Shemale devil in disguise, part 02 Mid-July 2018: About two months have passed since I went back to my parents for work and almost a month since me and Joel decided to do some investigation about Rebecca. Okay, I'll admit, we didn't find too much. We both added her on Facebook but she never accepted the friend request. We d...