sexstories.com
Transvestite
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ONE NIGHT IN A MOTEL by Miki-In-Panties
Rated 94.9%, Read 32460 times, Posted Wed 9th of May 2012
Fantasy , Blowjob, Oral Sex, Transvestite -
Suzy Unleashed Chapter 3 by Suzygurl
Rated 91.7%, Read 32409 times, Posted Thu 26th of July 2012
Fiction , Interracial, Slavery, Transsexual, Transvestite -
The Girl - Stories: Uncle Ben 1 by boardpin123
«The Girl gets an order to make her uncle fuck her. The problem is ... he likes boys.»
Rated 91.2%, Read 32271 times, Posted Mon 12th of July 2021
Fiction , Male/Teen Female, massage, Older Male / Female, Role-playing, Teen, Transvestite, Young -
Explicit powers Chapter 3 by Curious_George
Rated 93.5%, Read 32244 times, Posted Thu 1st of May 2014
Fantasy , Blowjob, Body modification, Cum Swallowing, Female/Female, Lesbian, Oral Sex, Teen Female/Teen Female, Toys, Transgendered, Transsexual, Transvestite -
Suzy Unleashed Chapter 7 by Suzygurl
Rated 93.4%, Read 32211 times, Posted Wed 16th of July 2014
Fantasm , Blowjob, Slavery, Transgendered, Transsexual, Transvestite -
Mixed Signals by I_Am_Tina_To_You
Rated 93.2%, Read 32091 times, Posted Mon 17th of January 2011
True Story , Anal, Blowjob, Cum Swallowing, Domination/submission, Transvestite -
Fangs for the Mammaries by sourdough
Rated 89.1%, Read 32010 times, Posted Thu 2nd of December 2010
Fiction , Transgendered, Transvestite -
my friend came over by iminhose
Rated 88%, Read 31935 times, Posted Tue 7th of February 2012
True Story , Gay, Transvestite -
MY MORNING WALK by iminhose
Rated 81.4%, Read 31521 times, Posted Tue 7th of February 2012
True Story , Gay, Transvestite -
My First Boyfriend 5 by Verytas
Rated 90.8%, Read 31404 times, Posted Tue 26th of April 2011
Fiction , Ass to mouth, Authoritarian, Boy, Cum Swallowing, Oral Sex, Teen, Transvestite, Virginity -
Internet Hookup Pioneer by Katie_Johnny
«A sissy spends an enchanting evening with a hot hunk»
Rated 93.8%, Read 31287 times, Posted Wed 22nd of March 2023
True Story , Blowjob, Cum Swallowing, Domination/submission, Drug, Oral Sex, Transsexual, Transvestite -
Tricked became enjoyed III by Sportslover
Rated 91%, Read 31107 times, Posted Fri 17th of May 2013
Fiction , Authoritarian, Blowjob, Cheating, Cum Swallowing, Domination/submission, Gay, Humiliation, Oral Sex, Transvestite -
Lustful Science: Acquisition & Trapping A Trap by AzraelInfinite
«A man wish to sate his lust with an unsuspecting family.»
Rated 60.3%, Read 31023 times, Posted Tue 19th of July 2016
Science-Fiction , Asian, Bi-sexual, Blowjob, Body modification, Boy / Boy, Consensual Sex, Domination/submission, Drug, First Time, Girls / Female, Transvestite, Young -
hotel party by iminhose
Rated 75%, Read 30972 times, Posted Tue 7th of February 2012
True Story , Transvestite -
Tinder Tranny Hook Up by markerss
«This story took place many years ago after breaking up with a girlfriend of several years. I was feeling lost and felt I need to get out there. I started looking at porn online, and eventually searched the internet for dating site, and even casual sexual encounter sites.»
Rated 89.2%, Read 30828 times, Posted Mon 5th of February 2024
True Story , Anal, Blowjob, Consensual Sex, First Time, Mature, Teen, Transgendered, Transsexual, Transvestite, Young -
Summer's One night stand Suprise by Captain Boner
«A story about a slut that goes to nightclubs and always comes home sexually satisfied but this time meets somebody that opens her eyes to a new way of having sex and gets a huge surprise along the way.»
Rated 85.7%, Read 30777 times, Posted Tue 27th of August 2019
Fiction , Anal, Ass to mouth, Ass to pussy, Bi-sexual, Blowjob, Body modification, Cum Swallowing, Extreme, Lesbian, Scatology, Teen, Transvestite -
ON THE ROAD continued by Melissa Carmichael
Rated 69.7%, Read 30770 times, Posted Sat 27th of November 2004
Fantasy , Bi-sexual, Threesome, Transvestite -
Chloes Story by Skman
«My story of the emergency of Chloe»
Rated 94.2%, Read 30765 times, Posted Wed 11th of November 2020
True Story , Anal, Blowjob, Consensual Sex, Gay, Transvestite -
Superman-The Triad Chapter 2 by dperv1
Rated 88.3%, Read 30714 times, Posted Wed 28th of March 2012
Science-Fiction , Body modification, Fan fiction, Masturbation, Oral Sex, Transvestite -
My first Time_(80) by iminhose
Rated 87.7%, Read 30654 times, Posted Tue 7th of February 2012
True Story , Transvestite -
Welcome surprize_(1) by caryli
«Long dry spell ends.»
Rated 87.5%, Read 29658 times, Posted Wed 27th of January 2016
True Story , Bi-sexual, Gay, Transvestite -
pre surgery fun by caryli
Rated 80%, Read 29580 times, Posted Sat 7th of June 2014
True Story , Bi-sexual, Transsexual, Transvestite -
My Unintentional Threesome Part One by Katie_Johnny
«What started as a normal hookup turned into my first ever threesome.»
Rated 88.9%, Read 29514 times, Posted Mon 7th of August 2023
True Story , Anal, Consensual Sex, Cum Swallowing, Drug, Gay, Threesome, Transvestite -
Instructor Mike's Academy - Part 1 - Taking the First Step by qtaimee
«True story of my first real sexual experience.»
Rated 79%, Read 29412 times, Posted Wed 13th of July 2022
True Story , Asian, Authoritarian, BDSM, Boy, Cock & ball torture, Consensual Sex, Domination/submission, Exhibitionism, First Time, Gay, Interracial, Male Domination, Masturbation, School, Transvestite, Water Sports/Pissing, Young -
DNA 2 Chapter 2 by Zenythmon
Rated 73%, Read 29203 times, Posted Sun 11th of November 2007
Fantasy , Transgendered, Transsexual, Transvestite -
A Love Letter by swingtacts
Rated 66.4%, Read 29178 times, Posted Tue 21st of October 2008
Fiction , Blowjob, Enema, Female Domination, Oral Sex, Transvestite -
Giving Up Control by cremieux23
«A dominant husband realizes some new urges. He decides to entertain them, but the crosses the line. When his finds out about his new found interest, she decides to give him just what he wanted.»
Rated 89.4%, Read 28986 times, Posted Thu 28th of October 2021
Fantasy , Authoritarian, BDSM, Bi-sexual, Cheating, Cock & ball torture, Cum Swallowing, Discipline, Domination/submission, Female Domination, Humiliation, Masturbation, Toys, Transvestite, Water Sports/Pissing -
our walk part 1 & 2 by iminhose
Rated 92.2%, Read 28860 times, Posted Tue 7th of February 2012
True Story , Gay, Group Sex, Older Female / Males, Threesome, Transvestite, Wife -
My First Time by michelle6969
Rated 86.1%, Read 28755 times, Posted Thu 21st of November 2013
True Story , Transvestite -
The Permissive Purity of Father Fontane [4] by NeonChameleon
«Deep in Dana's mouth»
Rated 94.1%, Read 28611 times, Posted Wed 1st of May 2019
Fiction , Blowjob, Boy, Cum Swallowing, Gay, Mature, Teen, Transgendered, Transvestite, Young -
sissyboy jake's first outing - part 1_(1) by culotte.de.dentelle
Rated 89.1%, Read 28440 times, Posted Sun 23rd of June 2013
Fiction , Anal, Domination/submission, Humiliation, Oral Sex, Transvestite -
Triplets by JW
Rated 72.1%, Read 28424 times, Posted Mon 3rd of January 2005
Fiction , Blowjob, Consensual Sex, Group Sex, Male / Females, Transvestite -
Nikki's special someone by nicholas-f1992
Rated 93.4%, Read 28149 times, Posted Wed 13th of August 2014
Fantasy , Anal, Authoritarian, Blackmail, Blowjob, Cum Swallowing, First Time, Male Domination, Mature, Transvestite, Virginity -
Biker Daddy Don - Story 1 by lisashinytights
Rated 88.6%, Read 28098 times, Posted Thu 1st of March 2012
True Story , Drug, Reluctance, Teen, Transvestite -
My Cum Filled Camping Trip Part One by CUM-LOVER
Rated 81.6%, Read 27909 times, Posted Mon 27th of February 2012
Fiction , Anal, Cum Swallowing, Domination/submission, Transvestite -
What If I Told Him I Wanted To Give Him A Blow Job? by Miki-In-Panties
Rated 93.5%, Read 27885 times, Posted Mon 7th of May 2012
Fantasy , Bi-sexual, Blowjob, Oral Sex, Transvestite -
My first Time_(78) by iminhose
Rated 83.3%, Read 27822 times, Posted Tue 7th of February 2012
True Story , Bi-sexual, Threesome, Transvestite -
My changing fortunes - 04 by Luvagobfull
Rated 86.4%, Read 27486 times, Posted Wed 2nd of November 2011
Fiction , Anal, Blowjob, Coercion, Transvestite -
my walk with a sexy neighbor by iminhose
Rated 82.1%, Read 27096 times, Posted Tue 7th of February 2012
True Story , Transvestite -
The Office Chair by Katie_Johnny
«A suggestion from a fuck buddy ended up leading to the discovery of a new favorite way to get fucked»
Rated 85.5%, Read 26991 times, Posted Mon 19th of February 2024
True Story , Anal, Blowjob, Cum Swallowing, Transvestite -
My First Boyfriend 4 by Verytas
Rated 83.3%, Read 26916 times, Posted Thu 21st of April 2011
Fiction , Authoritarian, Cruelty, Foot or shoe fetish, Gay, Oral Sex, Transvestite -
My First Boyfriend 7 by Verytas
Rated 83.9%, Read 26862 times, Posted Wed 27th of April 2011
Fiction , Blowjob, Coercion, Cum Swallowing, Gay, Humiliation, Teen Male / Teen Male, Threesome, Transvestite -
Amazing Night With A Sexy Crossdresser by markerss
«I wanted to be with a transsexual and as I looked on Craigslist for either a crossdresser or a transsexual to spend time with, of course before Casual Encounters was dropped, i came across a young lady that was not only attractive but seemed genuine too.»
Rated 82.4%, Read 26757 times, Posted Mon 27th of June 2022
True Story , Anal, Blowjob, Consensual Sex, Gay, Transgendered, Transsexual, Transvestite -
The Girl - Stories: Uncle Ben 2 by boardpin123
«The Girl gets an order to make her uncle fuck her. The problem is ... he likes boys.»
Rated 92.2%, Read 26715 times, Posted Mon 12th of July 2021
Fiction , Anal, Exhibitionism, Male/Teen Female, massage, Masturbation, Older Male / Female, Role-playing, Teen, Transvestite, Young -
hotel hookup by iminhose
Rated 86.4%, Read 26616 times, Posted Tue 7th of February 2012
True Story , Gay, Transvestite -
Francis to Frances by PieterM
Rated 88.2%, Read 26523 times, Posted Wed 15th of August 2012
Fantasy , Domination/submission, Female Domination, Male Domination, Transgendered, Transvestite -
Le Freak by Castlequeen
Rated 90.8%, Read 26397 times, Posted Sat 4th of April 2015
Fantasm , Anal, Ass to mouth, Bi-sexual, Consensual Sex, Cum Swallowing, Extreme, Group Sex, Oral Sex, Spanking, Transvestite -
BED AND BREAKFAST by iminhose
Rated 82.2%, Read 26223 times, Posted Tue 7th of February 2012
True Story , Threesome, Transvestite -
Suzy Unleashed Chapter 4 by Suzygurl
Rated 90.6%, Read 26181 times, Posted Fri 28th of June 2013
Fiction , Domination/submission, Interracial, Transsexual, Transvestite -
im such a fag by iminhose
Rated 74.1%, Read 26043 times, Posted Tue 7th of February 2012
True Story , Male/Female, Threesome, Transvestite -
SYLVIA EXTENDS HER SEXUAL FANTASIES. by CecilBCK
«I am Sylvia a forty-five year old widow after my much older husband died three years ago. I am on a mission to extend my sexual fantasies.»
Rated 86.4%, Read 25986 times, Posted Thu 19th of August 2021
True Story , Ass to mouth, Bi-sexual, Blowjob, Body modification, Cheating, Consensual Sex, Cuckold, Cum Swallowing, Erotica, Exhibitionism, Female exhibitionist, Female/Female, Group Sex, Lesbian, Oral Sex, Threesome, Transvestite, Voyeurism, Written by women -
Danny becomes Danni by Danni8585
«A young man become a crossdresser...astory..and learns about his female side finding out his aunt is a lesbian and finding her lesbian friend's kids his age are there to Danny through his experimentation. .Part 1»
Rated 79.2%, Read 25761 times, Posted Mon 13th of May 2019
Essay , Cum Swallowing, Female solo, Female/Female, First Time, Lesbian, Toys, Transvestite -
Suzy Unleashed Chapter 6 by Suzygurl
Rated 93.4%, Read 25704 times, Posted Wed 23rd of April 2014
Fiction , Blowjob, Domination/submission, Transsexual, Transvestite -
New identity by luv 2 wear cotton panties
«A man goes out in drag for the first time to see how people react.»
Rated 85.7%, Read 25647 times, Posted Sat 15th of July 2017
Fiction , Anal, Interracial, Oral Sex, Transvestite -
I own you now! by aryalez
«Just a random encounter in a bar, like many other. Or maybe not.»
Rated 87%, Read 25644 times, Posted Sun 27th of December 2020
Fiction , Anal, Blowjob, Consensual Sex, Cum Swallowing, First Time, Oral Sex, Transgendered, Transsexual, Transvestite -
Suzy's Daydream by Suzygurl
Rated 88.2%, Read 25497 times, Posted Sat 24th of November 2012
Fantasy , Domination/submission, Exhibitionism, Transsexual, Transvestite -
TRISH ON THURSDAY. by CecilBCK
«After a very sexy foursome on the weekend I have arranged to meet Trish for a lesbian experience on the following Thursday.»
Rated 81.4%, Read 25344 times, Posted Sun 10th of May 2020
True Story , Ass to mouth, Bi-sexual, Cheating, Consensual Sex, Erotica, Exhibitionism, Hardcore, Lesbian, Masturbation, Mature, Oral Sex, Threesome, Transvestite, Voyeurism, Written by women -
A fantasy of a closeted CD by victoriaD1121
Rated 81.7%, Read 25308 times, Posted Mon 2nd of February 2015
Fantasy , Blowjob, First Time, Transgendered, Transsexual, Transvestite -
guy in heels takes it all at the temple by jerseyporn
Rated 69.6%, Read 25185 times, Posted Fri 27th of July 2012
True Story , Anal, Bi-sexual, Black, Extreme, Interracial, School, Transvestite -
Little Red Riding Fag by LatexXdress
Rated 68.3%, Read 25032 times, Posted Wed 21st of September 2011
Fantasy , Transgendered, Transvestite -
The Sissygasm Bet by Loupy
«A sissy has arranged to finally lose her cherry to a sexy older man she met online, and they have agreed to a little bet.»
Rated 86.6%, Read 24975 times, Posted Wed 29th of January 2025
Fiction , Anal, Authoritarian, Blowjob, Consensual Sex, First Time, Gay, Transsexual, Transvestite, Virginity, Young -
Camming Down the Rabbit Hole Ch6 by Dani_does_Dallas
«The continued journey into a guy becoming a cam girl - New outfits and a trip to the shops with an unexpected bonus.»
Rated 92.9%, Read 24960 times, Posted Mon 11th of October 2021
Fiction , Anal, Bi-sexual, Cum Swallowing, Exhibitionism, Male Solo, Masturbation, Pegging, Prostitution, Transgendered, Transsexual, Transvestite -
One With the Tribe pt1 by faringwayb
«A human washes up on the shore of a tribe of werewolves»
Rated 92.6%, Read 24816 times, Posted Fri 14th of January 2022
Fantasy , Gay, Humiliation, Monster, Transvestite -
Cadogan Street Carpark - Crossing The Line by PicturePainter
Rated 88.9%, Read 24798 times, Posted Tue 15th of June 2010
Fantasy , Anal, Authoritarian, Bi-sexual, Blowjob, Cum Swallowing, Domination/submission, Gay, Transvestite -
JUDITH X. by CecilBCK
«Judith and I share a man full of surprises.»
Rated 82.1%, Read 24681 times, Posted Thu 21st of February 2019
Diary , Ass to mouth, BDSM, Bi-sexual, Blowjob, Exhibitionism, Hardcore, Lesbian, Male/Female, Masturbation, Older Female / Males, Oral Sex, Threesome, Transvestite, Voyeurism, Written by women -
Becoming Cara's Sissy_(1) by jonialabaster
«Here is a story about my ex and her husband, and myself. The first part is true. Where her husband enters the picture is fantasy. Names changed for anonymity of course.»
Rated 91.5%, Read 24606 times, Posted Tue 19th of June 2018
Fiction , Bi-sexual, Blowjob, Female Domination, Transvestite -
Cardogan Street Car Park by PicturePainter
Rated 80%, Read 24606 times, Posted Wed 21st of April 2010
Fantasy , Bi-sexual, Blowjob, Cum Swallowing, Domination/submission, Transvestite -
Three Firsts In One Hazy, Crystal Clear Night by Katie_Johnny
«Two friends explore their sexuality at the end of the night for the first time. This is a true story about the first time I was caught wearing panties, which turned into the first time I ever kissed a guy, which led to the first time I ever orally serviced a guy.»
Rated 93.6%, Read 24498 times, Posted Fri 27th of January 2023
True Story , Blowjob, Cum Swallowing, Drug, First Time, Gay, Transvestite -
Sweet Pick Up by Regina10
Rated 87.1%, Read 24291 times, Posted Sun 3rd of May 2009
Fantasy , Transvestite -
Cousin David by mazeyj
«David frustion led him to call on me»
Rated 80.9%, Read 24096 times, Posted Wed 16th of August 2017
Diary , Gay, Transvestite