sexstories.com
Transvestite
-
Bunking Off by student111
Rated 93.5%, Read 33819 times, Posted Mon 10th of February 2014
Fiction , First Time, Group Sex, Transvestite -
Sexual Compulsion Out of Space by EroticErina
Rated 44.3%, Read 33768 times, Posted Mon 23rd of August 2010
Fantastic , Alien, Asian, Blowjob, Cum Swallowing, Death, Gay, Horror, Mind Control, Pregnant, Scatology, Snuff, Transvestite -
My flatmate is a panty pervert by kinkyjill
Rated 81.2%, Read 33699 times, Posted Sat 15th of January 2011
Fantasy , Fisting, Girls domination, Masturbation, Oral Sex, Transvestite -
Chloes Story by Skman
«My story of the emergency of Chloe»
Rated 94.5%, Read 33564 times, Posted Wed 11th of November 2020
True Story , Anal, Blowjob, Consensual Sex, Gay, Transvestite -
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 33231 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 -
Lustful Science: Acquisition & Trapping A Trap by AzraelInfinite
«A man wish to sate his lust with an unsuspecting family.»
Rated 58.3%, Read 32859 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 -
The Bet_(1) by kinkyrubber
Rated 92.8%, Read 32715 times, Posted Thu 1st of December 2011
Fiction , Blowjob, 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 87.6%, Read 32514 times, Posted Wed 29th of January 2025
Fiction , Anal, Authoritarian, Blowjob, Consensual Sex, First Time, Gay, Transsexual, Transvestite, Virginity, Young -
best movie i never saw by iminhose
Rated 92.4%, Read 32481 times, Posted Tue 7th of February 2012
True Story , Blowjob, Gay, Transvestite -
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 -
The Permissive Purity of Father Fontane [4] by NeonChameleon
«Deep in Dana's mouth»
Rated 94.3%, Read 32451 times, Posted Wed 1st of May 2019
Fiction , Blowjob, Boy, Cum Swallowing, Gay, Mature, Teen, Transgendered, Transvestite, Young -
Instructor Mike's Academy - Part 1 - Taking the First Step by qtaimee
«True story of my first real sexual experience.»
Rated 80.4%, Read 32430 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 -
Suzy Unleashed Chapter 3 by Suzygurl
Rated 91.7%, Read 32409 times, Posted Thu 26th of July 2012
Fiction , Interracial, Slavery, Transsexual, Transvestite -
My Unintentional Threesome Part One by Katie_Johnny
«What started as a normal hookup turned into my first ever threesome.»
Rated 88.5%, Read 32334 times, Posted Mon 7th of August 2023
True Story , Anal, Consensual Sex, Cum Swallowing, Drug, Gay, Threesome, Transvestite -
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 -
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 90.2%, Read 32007 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 -
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 -
My Bi-Curious Adventure - Part 3 by justaguy999
«A married lifelong heterosexual man gives-in to his bi-curious fantasies.»
Rated 88.9%, Read 31344 times, Posted Sat 11th of April 2026
Fiction , Anal, Bi-sexual, Cosplay, Pegging, Role-playing, Transvestite -
More than before.. part 1 by C.dotsa
«A boyfriend... accepts his girlfriends cock.»
Rated 89.6%, Read 31308 times, Posted Sat 3rd of May 2025
Fantasy , Blowjob, Cum Swallowing, Humiliation, Transgendered, 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 -
hotel party by iminhose
Rated 75%, Read 30972 times, Posted Tue 7th of February 2012
True Story , Transvestite -
Welcome surprize_(1) by caryli
«Long dry spell ends.»
Rated 87.5%, Read 30900 times, Posted Wed 27th of January 2016
True Story , Bi-sexual, Gay, Transvestite -
My Lingerie Fetish Takes a Very Unexpected Turn by justaguy999
«My secret fetish for wearing women's lingerie leads down a very surprising path. This was inspired by a true story.»
Rated 87%, Read 30870 times, Posted Thu 26th of March 2026
True Story , Blowjob, Cosplay, Masturbation, Oral Sex, Pegging, Role-playing, Toys, Transvestite, Wife -
ON THE ROAD continued by Melissa Carmichael
Rated 69.7%, Read 30770 times, Posted Sat 27th of November 2004
Fantasy , Bi-sexual, Threesome, 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 -
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 92.3%, Read 30060 times, Posted Mon 12th of July 2021
Fiction , Anal, Exhibitionism, Male/Teen Female, massage, Masturbation, Older Male / Female, Role-playing, Teen, Transvestite, Young -
pre surgery fun by caryli
Rated 80%, Read 29580 times, Posted Sat 7th of June 2014
True Story , Bi-sexual, Transsexual, Transvestite -
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 -
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 -
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 83.2%, Read 28647 times, Posted Mon 27th of June 2022
True Story , Anal, Blowjob, Consensual Sex, Gay, Transgendered, Transsexual, Transvestite -
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 -
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 85.7%, Read 28362 times, Posted Mon 19th of February 2024
True Story , Anal, Blowjob, Cum Swallowing, 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 -
I own you now! by aryalez
«Just a random encounter in a bar, like many other. Or maybe not.»
Rated 87.7%, Read 27714 times, Posted Sun 27th of December 2020
Fiction , Anal, Blowjob, Consensual Sex, Cum Swallowing, First Time, Oral Sex, Transgendered, Transsexual, 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 93.9%, Read 27630 times, Posted Fri 27th of January 2023
True Story , Blowjob, Cum Swallowing, Drug, First Time, Gay, Transvestite -
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 79.6%, Read 27627 times, Posted Mon 13th of May 2019
Essay , Cum Swallowing, Female solo, Female/Female, First Time, Lesbian, Toys, 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 87%, Read 27573 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 -
My changing fortunes - 04 by Luvagobfull
Rated 86.4%, Read 27486 times, Posted Wed 2nd of November 2011
Fiction , Anal, Blowjob, Coercion, Transvestite -
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 93%, Read 27321 times, Posted Mon 11th of October 2021
Fiction , Anal, Bi-sexual, Cum Swallowing, Exhibitionism, Male Solo, Masturbation, Pegging, Prostitution, Transgendered, Transsexual, Transvestite -
my walk with a sexy neighbor by iminhose
Rated 82.1%, Read 27096 times, Posted Tue 7th of February 2012
True Story , 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 -
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 26829 times, Posted Sat 15th of July 2017
Fiction , Anal, Interracial, Oral Sex, Transvestite -
One With the Tribe pt1 by faringwayb
«A human washes up on the shore of a tribe of werewolves»
Rated 91%, Read 26718 times, Posted Fri 14th of January 2022
Fantasy , Gay, Humiliation, Monster, Transvestite -
hotel hookup by iminhose
Rated 86.4%, Read 26616 times, Posted Tue 7th of February 2012
True Story , Gay, Transvestite -
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 92.1%, Read 26538 times, Posted Tue 19th of June 2018
Fiction , Bi-sexual, Blowjob, Female Domination, 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 -
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 81.6%, Read 26178 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 -
im such a fag by iminhose
Rated 74.1%, Read 26043 times, Posted Tue 7th of February 2012
True Story , Male/Female, Threesome, Transvestite -
The Sex Book by Loupy
«A young wife buys her husband a sex book for his birthday, to rekindle their romance. Adventure ensues.»
Rated 85.5%, Read 25914 times, Posted Sun 5th of January 2025
Fiction , Bi-sexual, Pegging, Role-playing, 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 -
My Initiation Into BBC by Tranedrvr247
«My First introduction to BBC»
Rated 81.7%, Read 25701 times, Posted Mon 17th of June 2019
Fiction , Black, Boy, Consensual Sex, First Time, Transvestite -
Kelly's Filthy Bookstore Gangbang by kellyswallows
«A typical night out for a depraved tranny»
Rated 58.8%, Read 25596 times, Posted Wed 20th of September 2023
True Story , Fisting, Gay, Group Sex, Scatology, Transvestite -
Suzy's Daydream by Suzygurl
Rated 88.2%, Read 25497 times, Posted Sat 24th of November 2012
Fantasy , Domination/submission, Exhibitionism, Transsexual, Transvestite