Shemale Fucks Guys Stories

133,662 results
Orientation
Length
Source
Infinite Scroll

Jenna & Stephen Ch. 02

by Naf_Noparts on Sep 12, 2017
Transsexuals & Crossdressers

AUTHOR'S NOTE: My intention all along was to follow up with the progress in our relationship shortly after my original story, but so much has happened since that the story I'd start to write would be scrapped again and again. Here is the latest. Thank you so much to those of you who gave it such a high score, for your comments and constructive feedback, and...

Revan fucks the Multiverse

by Revan on Nov 12, 2017
Miscellaneous

Revan's voyage to pussy Important Notice: On my vacation just now, I found out that I lost some of my fun at writing ever since posting what I created, because I always thought about what would be good for the readers. Something I never did in the years before. I wrote a story just as it came to my mind once again and can tell, that it does far more to rela...

Open in Reader

Journey to Trans Submission Ch. 01

by bluev on Jul 15, 2020
Transgender & Crossdressers

It has been at least thirteen years since I first discovered my kink and one year since I started to think about making it come true. This is a kink I have not shared a word with anyone for a fear of being judged and a fear of being told that it was not right to indulge in such objectification. Finally I came to the point where I said "screw the world, it's...

I was Scott Tenna

by tre34harr on Sep 19, 2017
Transsexuals & Crossdressers

If shemales aren't your thing don't read on; if they are please read enjoy and have your eyes opened. ***** "I hold my hand up and tell you truthfully that I used to be a guy; just like you or like any other guy you know or have met in your life time; into the normal thing a typical uni male student of his age would be; girls, drink, football and cars. H...

Swinger's Paradise

by DickThePimp on Mar 26, 2019
Celebrities & Fan Fiction

Pure Depraved Hedonistic Sex Parody Hedonism is not for everyone. Open sexual boundaries lead to pure sexual bliss. This is a look into the world of sexual exploration with no rules. I'm a hedonist. I'm all about seeking out my pleasure, at all times. Join me and my perverted crew as we explore an open sexual world. Welcome to... Swinger's Paradise... "Bab...

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...

Transwood High Pt. 04

by BoobVillian on Sep 12, 2017
Transsexuals & Crossdressers

Christmas is Cumming... Authors note: All the characters in this series are over 18, this is the fourth part of the serious so be nice :-) Sorry for keeping you horny for so long, hopefully this satisfies. The story focuses on our main heroine, and some new/ old faces appear. Enjoy and leave comments! ******************************* 10/12/2016... 'Open u...

Trailer Trash Tranny Ch. 05

by Travel_by_day on Sep 26, 2017
Transsexuals & Crossdressers

Chapter 05: Porn Star It was a beautiful sunny Sunday afternoon, so Jeannie put on a yellow string bikini and went outside to get a suntan. Jeannie used to suntan topless, but she'd recently discovered that men seem to really like tan-lines, so she was wearing a bikini top that had small triangles of fabric which really only provided enough coverage to hid...

Trucker's Surprise

by Mymantoy999 on Apr 3, 2019
Transgender & Crossdressers

NOTE 1: First I would like to thank Silkstockingslover for granting me permission to use her name and story title as a background for my story. NOTE 2: This is my first attempt at fantasy, meaning other than the fact I am a truck driver and I do like the food at Petro truck Stops, none of this is factual in any way. NOTE 3: As stated above this is my fir...