sexstories.com
Transvestite
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Subby Hubby and Dommy Mommy by willingwimp
Rated 92.1%, Read 69411 times, Posted Mon 28th of October 2013
Fiction , Cuckold, Domination/submission, Erotica, Foot or shoe fetish, Transsexual, Transvestite, Voyeurism, Wife -
Shemale Park Shame by Skunkbuzzard
Rated 81.4%, Read 68958 times, Posted Tue 4th of January 2011
True Story , Coercion, Cum Swallowing, Gay, Humiliation, Transsexual, Transvestite -
The Halloween Parade Transformation by Rutger5
Rated 91.7%, Read 67452 times, Posted Mon 31st of October 2011
Fiction , Anal, Blowjob, Bondage and restriction, Cum Swallowing, Non-consensual sex, Oral Sex, Reluctance, Teen, Transvestite -
'My Beginning' by vanityfair
Rated 87.5%, Read 67230 times, Posted Sat 25th of September 2010
Fiction , Blowjob, Boy / Boy, Consensual Sex, Gay, Oral Sex, Transvestite -
Gangbanging my wife_(1) by sexstoryman
Rated 91.6%, Read 66720 times, Posted Sun 29th of March 2015
Fantasy , Anal, Blowjob, Bondage and restriction, Girls / Female, Group Sex, Hardcore, Transgendered, Transsexual, Transvestite, Wife -
First Time pt 1 by trans_love
Rated 93.5%, Read 66456 times, Posted Tue 7th of February 2012
True Story , Exhibitionism, Teen Male Solo, Transvestite, Virginity -
sister throws a party, and catches brother by jonialabaster
Rated 94.8%, Read 66450 times, Posted Tue 19th of November 2013
Fantasy , Bi-sexual, Humiliation, Incest, Transvestite -
A Summer Ride by drivingallnight
«A young hitch-hiker winds up dressed as an attractive girl and comes to enjoy it very much while thinking of the events that in their life that led them to this point of self-discovery.»
Rated 94.8%, Read 65901 times, Posted Thu 29th of April 2021
Fiction , Blowjob, First Time, Teen, Transgendered, Transvestite, Virginity -
The Nightstalker and the Sissy (or Sissy is Sodomized) by Rutger5
Rated 91.5%, Read 65076 times, Posted Wed 7th of September 2011
Fantasy , Anal, Ass to mouth, Domination/submission, Non-consensual sex, Reluctance, Spanking, Transvestite -
Pleasing Bill: A Crossdressing Story #1 by JessRider
«A closeted crossdresser is home while two men walk in and take a liking to him/her»
Rated 93.1%, Read 65043 times, Posted Fri 11th of December 2015
Fiction , Anal, Blowjob, Domination/submission, First Time, Group Sex, Reluctance, Transgendered, Transsexual, Transvestite -
Meeting my on-line lover by dlcalguy
«Taking the leap from gay role-playing online to the real thing»
Rated 95.3%, Read 65025 times, Posted Sat 13th of February 2021
Fiction , Gay, Transvestite -
James to Jamie by Lucitta
«James experiments with hsi sisters clothing, before getting caught red hnaded.»
Rated 94.2%, Read 64848 times, Posted Sat 18th of July 2020
Fiction , Boys/Teen Female, Incest, Masturbation, Teen Male Solo, Transvestite, Young -
Tricked became Enjoyed Part II by Sportslover
Rated 93.9%, Read 64833 times, Posted Wed 15th of May 2013
Fantasy , Blowjob, Boy, Cum Swallowing, Gay, Job/Place-of-work, Mature, Oral Sex, Transvestite -
Justin's Story by Unknown user
Rated 24.1%, Read 64272 times, Posted Mon 26th of September 2011
Fiction , Anal, Ass to pussy, Drug, Erotica, Group Sex, Humiliation, Interracial, Male/Female, Masturbation, Mature, Mind Control, Older Female / Males, Romance, Scatology, Threesome, Transgendered, Transsexual, Transvestite, Violence -
Rick's Wife_(0) by slipperydigit
Rated 93.1%, Read 64236 times, Posted Wed 1st of February 2012
Fiction , Anal, Blowjob, Transgendered, Transsexual, Transvestite -
t-girl girlfriend by caryli
Rated 85.7%, Read 64032 times, Posted Mon 17th of March 2014
True Story , Bi-sexual, Transgendered, Transsexual, Transvestite -
Sisters Substitute by jmar93
Rated 88.5%, Read 63744 times, Posted Sun 29th of July 2012
True Story , Anal, Ass to mouth, Bi-sexual, Blowjob, Body modification, Boy, Cum Swallowing, Teen, Teen Female/Boy, Transvestite, Virginity, Young -
My Sister’s Thong by Derrik
«My taboo story about growing up with an older sister while discovering sex.»
Rated 76.6%, Read 63597 times, Posted Fri 10th of March 2023
True Story , Bi-sexual, Boy, Exhibitionism, First Time, Incest, Masturbation, Teen Male / Female, Teen Male Solo, Transvestite, Voyeurism, Young -
Experiences of A Bisexual Arrogant Freak by DirtyFucker
Rated 51.7%, Read 63525 times, Posted Sat 10th of January 2009
True Story , Anal, Ass to mouth, Authoritarian, Bestiality, Bi-sexual, Blowjob, Boy / Boy, Cheating, Coercion, Cum Swallowing, Drug, Erotica, Exhibitionism, Extreme, Gay, Hardcore, Incest, Masturbation, Prostitution, Reluctance, Transvestite, Voyeurism, Young -
Tranny in Toronto - Chapter 2 by Lizzie1337
Rated 92.2%, Read 63450 times, Posted Fri 11th of October 2013
True Story , Anal, Ass to mouth, Black, Blowjob, Body modification, Consensual Sex, First Time, Male / Older Female, Masturbation, Oral Sex, Prostitution, Teen Male/Teen Female, Transgendered, Transsexual, Transvestite, Virginity, Written by women -
My little secret 4 by Ashley Coxx
Rated 85%, Read 63388 times, Posted Wed 7th of February 2007
Fantasy , Anal, Bi-sexual, Body modification, Transgendered, Transsexual, Transvestite -
Tom Confesses by Fred
Rated 87.2%, Read 63019 times, Posted Sat 9th of July 2005
Fiction , Anal, Blowjob, Oral Sex, Romance, Transsexual, Transvestite -
Spicy Story - Mommy continues to spread her love by TexanBelgianCutie
«A brother and sister learn to appreciate their mommy. But there is a secret in the family...»
Rated 91.4%, Read 62985 times, Posted Fri 1st of December 2017
Diary , Anal, Bi-sexual, Body modification, Female Domination, Gay, Incest, Older Female / Males, Rape, Teen, Transgendered, Transsexual, Transvestite, Young -
likes to crossdress by shyguy984
Rated 83.3%, Read 62694 times, Posted Wed 2nd of February 2011
Fiction , Ass to mouth, Bi-sexual, Female Domination, Male / Older Female, Transvestite -
Carl to Carla by benzeb666
Rated 90.3%, Read 62649 times, Posted Fri 10th of September 2010
Fiction , Anal, Enema, Gay, Transgendered, Transsexual, Transvestite -
I want to be a woman Chapter 3 by fuckmeanyway
Rated 92.6%, Read 62328 times, Posted Fri 5th of March 2010
Fantasy , Anal, Blowjob, Cum Swallowing, Gay, Group Sex, Prostitution, Transvestite -
The Alternative Bar Awakening by wife4hungblk
Rated 91.9%, Read 62322 times, Posted Sat 27th of October 2012
True Story , Bi-sexual, Domination/submission, Exhibitionism, Humiliation, Interracial, Transvestite, Voyeurism -
A Tale of Two Sissies by Satinslip
«A teen and his best friend are forced to become sissies by a black gang.»
Rated 89.3%, Read 62280 times, Posted Thu 21st of March 2019
Fiction , Anal, Bi-sexual, Blowjob, Domination/submission, First Time, Humiliation, Incest, Interracial, Male / Older Female, Masturbation, Non-consensual sex, Older Female / Males, School, Teen Male / Teen Male, Transvestite -
2 stories halloween parties by iminhose
Rated 94.5%, Read 62127 times, Posted Tue 7th of February 2012
True Story , Gay, Transvestite -
Life on the Ranch pt. 3 by Phoenix Cinders
«Kyle humiliation continues as Amanda turns him into a sissy»
Rated 92.4%, Read 62031 times, Posted Sun 20th of January 2019
Fiction , Anal, Authoritarian, Blowjob, Coercion, Cruelty, Domination/submission, Female Domination, Hardcore, Humiliation, Oral Sex, Reluctance, Spanking, Transgendered, Transsexual, Transvestite, Violence -
Cameron Chameleon Chapter Two: Do Blondes Really Have More Fun? by Doran
Rated 77.6%, Read 61854 times, Posted Tue 6th of March 2012
Fiction , Bi-sexual, Body modification, Female / Girl, Hardcore, Lesbian, Male/Female, School, Teen, Transgendered, Transsexual, Transvestite -
Coerced Adultery by Cricket
Rated 82%, Read 61097 times, Posted Sun 16th of July 2006
Fiction , Bi-sexual, Blowjob, Non-consensual sex, Transvestite, Voyeurism, Wife -
MY MAN AND I SHARE A LADYBOY. by CecilBCK
«In the afterglow of a recent wonderful sex session (just the two of us) I remarked that of all the sexual combinations we had enjoyed I had never seen Roger suck another man’s cock.»
Rated 88.1%, Read 60624 times, Posted Sun 16th of June 2019
True Story , Ass to mouth, BDSM, Bi-sexual, Blowjob, Cuckold, Exhibitionism, Male / Females, Oral Sex, Threesome, Transvestite, Written by women -
A Night in a Hotel by PicturePainter
Rated 92.3%, Read 60624 times, Posted Fri 3rd of September 2010
Fantasy , Anal, Ass to mouth, Bi-sexual, Blowjob, Cum Swallowing, Gay, Oral Sex, Transvestite -
THE SECOND COCK I SUCKED by todd
Rated 85.6%, Read 60587 times, Posted Sun 25th of March 2007
True Story , Anal, Blowjob, Cum Swallowing, Rape, Reluctance, Transvestite -
Night Shift Sissy - Chapters 1-4 by Nightside
«He enjoyed working nights so he could indulge his fantasies. But then he got caught.»
Rated 89.4%, Read 60558 times, Posted Thu 3rd of September 2015
Fiction , Authoritarian, Black, Blackmail, Blowjob, Cum Swallowing, Erotica, Gay, Humiliation, Job/Place-of-work, Oral Sex, Transvestite -
My little secret 3 by Ashley Coxx
Rated 88.1%, Read 60196 times, Posted Mon 29th of January 2007
Fantasy , Anal, Bi-sexual, Body modification, Transgendered, Transsexual, Transvestite -
Good Girl_(2) by troubl3d
Rated 82.8%, Read 59994 times, Posted Tue 1st of July 2008
Fantasy , Anal, First Time, Masturbation, Teen, Teen Male Solo, Transvestite, Young -
Defend each other - Alex and John's story continues by Heatround
Rated 78.4%, Read 59382 times, Posted Sat 8th of October 2005
Fiction , Masturbation, Transgendered, Transsexual, Transvestite -
My Stepfather 2_(1) by Rutger5
Rated 86.8%, Read 59031 times, Posted Sun 9th of January 2011
Fiction , Anal, Domination/submission, Teen, Transvestite -
Lara & Jack to Melissa - the beginning by LesLara84
Rated 86.6%, Read 58392 times, Posted Wed 11th of January 2012
True Story , Anal, Blackmail, Domination/submission, Female Domination, Non-consensual sex, Teen Male/Teen Female, Toys, Transvestite, Written by women -
My First Boyfriend 2 by Verytas
Rated 91.7%, Read 58350 times, Posted Wed 20th of April 2011
Fiction , Boy / Boy, Cruelty, Cum Swallowing, Gay, Male Domination, Non-consensual sex, Oral Sex, Teen, Transvestite, Virginity -
My Sister, my lover (Part 1) by smoothie
Rated 80.2%, Read 57793 times, Posted Fri 19th of January 2007
Fiction , Bi-sexual, Cum Swallowing, Incest, Transvestite -
First Time pt 3 by trans_love
Rated 91.4%, Read 57468 times, Posted Mon 19th of March 2012
True Story , Ass to mouth, Boy / Boy, Extreme, Interracial, Transgendered, Transsexual, Transvestite -
Jeffry and Billy 6 by UndeniableUrges
«Becky apologizes and tries to make it up to poor Susie»
Rated 95%, Read 57453 times, Posted Tue 22nd of September 2020
Fiction , Incest, Male / Female Teens, Teen Male/Teen Female, Transvestite, Young -
sister's dress up doll by jonialabaster
Rated 91.2%, Read 57228 times, Posted Wed 28th of November 2012
Fiction , Blowjob, Cum Swallowing, Female Domination, Teen Female/Teen Female, Transvestite -
DNA Chapter 2 by Zenythmon
Rated 89.7%, Read 57216 times, Posted Fri 19th of October 2007
Fantasy , Cheating, Rape, Transgendered, Transvestite -
Lost a Bet to my Twin Sister by Loupy
«A guy lost a bet to his twin sister, and now has to pay it off while watching the game with their friends.»
Rated 78.6%, Read 57171 times, Posted Sun 5th of January 2025
Fiction , Anal, Bi-sexual, Blowjob, First Time, Incest, Role-playing, Transvestite -
My First Time With A Man_(2) by Allthwaite
Rated 36%, Read 56973 times, Posted Tue 25th of August 2015
True Story , Boy / Boy, Extreme, Gay, Humiliation, Transvestite, Violence, Virginity, Young -
C-FAST part 3 by Piscean
Rated 92.2%, Read 56832 times, Posted Tue 25th of September 2012
Fiction , Authoritarian, Bi-sexual, Bondage and restriction, Boy / Boy, Coercion, Cum Swallowing, Discipline, Domination/submission, Female Domination, Humiliation, Reluctance, Spanking, Transsexual, Transvestite -
Dressing Up For The First Time Part 2 by JessRider
«The fun of cross dressing and sex toys»
Rated 91.3%, Read 56430 times, Posted Mon 14th of April 2014
Fiction , Anal, Blowjob, Cum Swallowing, First Time, Incest, Male Solo, Masturbation, Oral Sex, Teen, Teen Male Solo, Transgendered, Transsexual, Transvestite -
Sam's sister's black bf's cock. by gloryholelover
Rated 91.4%, Read 56142 times, Posted Tue 10th of April 2012
Fantasy , Black, Blowjob, Cum Swallowing, Interracial, Transvestite -
fun in key west by iminhose
Rated 92.8%, Read 55560 times, Posted Tue 7th of February 2012
True Story , Anal, Bi-sexual, Exhibitionism, Gay, Transvestite, Wife -
Castration fun by Susan David Philip
Rated 57.8%, Read 55401 times, Posted Wed 14th of December 2011
Fantasm , Anal, Cock & ball torture, Domination/submission, Extreme, Female Domination, Teen Female/Boy, Threesome, Transgendered, Transsexual, Transvestite -
Deeper by I_Am_Tina_To_You
Rated 92.1%, Read 55035 times, Posted Thu 4th of November 2010
True Story , Cum Swallowing, Hardcore, Transvestite -
Danny becomes Danni. Part 4 by Danni8585
«First day at the boutilque Danni met Madelyn...which had lit the fire of lust between them...and after measuring...led Danni and Madelyn to have some incredibly erotic sex.»
Rated 50%, Read 54411 times, Posted Sat 18th of May 2019
Diary , Anal, BDSM, Bondage and restriction, Consensual Sex, Cum Swallowing, Domination/submission, Extreme, Female Domination, Lactation, Lesbian, Masturbation, Oral Sex, Toys, Transvestite -
on the road to being a slut-my 2nd encounter with Tel by NewSubmissiveSlut
Rated 93.3%, Read 54102 times, Posted Thu 15th of December 2011
True Story , Anal, Bi-sexual, Blowjob, Boy / Boy, Cum Swallowing, Discipline, Drug, Exhibitionism, First Time, Gay, Male Domination, Mature, Older Female / Males, Threesome, Transvestite -
My First Time!_(3) by Eonasha
«Thanks for reading my first story!»
Rated 86.4%, Read 53646 times, Posted Sat 26th of November 2016
True Story , Anal, Asian, Blowjob, Boy / Boy, Consensual Sex, First Time, Gay, Teen Male / Teen Male, Transgendered, Transsexual, Transvestite -
I Just Knew It Felt So Right by tina_beena_girl
Rated 91.8%, Read 53601 times, Posted Sat 27th of February 2010
True Story , Anal, Blowjob, Cum Swallowing, Transvestite -
My first night as a Maid by WittleKitten
Rated 82.8%, Read 53217 times, Posted Wed 25th of January 2012
True Story , Boy / Boy, Gay, Job/Place-of-work, Masturbation, Romance, Teen, Teen Male / Teen Male, Teen Male Solo, Transvestite, Young -
my ultimate fantasy fufilled by sex_freak69
Rated 82.9%, Read 53214 times, Posted Sat 6th of July 2013
Fantasy , Anal, Bestiality, Cum Swallowing, Gay, Group Sex, Male Domination, Transvestite -
beginner crossdressing by srlvictoria
Rated 83%, Read 52461 times, Posted Mon 12th of November 2012
True Story , Anal, Oral Sex, Teen, Teen Male / Teen Male, Transvestite -
girls fun for all 5 by samson
Rated 56.3%, Read 51894 times, Posted Sun 28th of November 2004
True Story , Authoritarian, Domination/submission, Humiliation, Transvestite, Wife -
Crossdresser True Storie by srlvictoria
Rated 57.9%, Read 51810 times, Posted Wed 7th of November 2012
True Story , Anal, Boy / Boy, Teen Male / Teen Male, Transvestite -
Dinner Party Aftermath by newatit33
Rated 90.7%, Read 51636 times, Posted Wed 20th of November 2013
Fantasy , Anal, Bi-sexual, Consensual Sex, Cuckold, Domination/submission, Extreme, Female Domination, First Time, Gay, Group Sex, Hardcore, Lesbian, Oral Sex, Transsexual, Transvestite, Voyeurism -
Wanting to be a woman chapter 4 by fuckmeanyway
Rated 92.7%, Read 51024 times, Posted Mon 15th of March 2010
Fantasy , Blowjob, Cum Swallowing, Fisting, Rape, Transvestite -
The New Girls_(0) by Phoenix Cinders
«Noah gets femmed out and gangbanged by the New Girls»
Rated 93%, Read 50949 times, Posted Thu 2nd of January 2020
Science-Fiction , Anal, Black, Blowjob, Coercion, Domination/submission, Group Sex, Reluctance, School, Spanking, Threesome, Transgendered, Transsexual, Transvestite, Virginity -
Caught Stealing Thongs_(1) by willingwimp
Rated 92.7%, Read 50805 times, Posted Mon 24th of August 2015
Fiction , Asian, Interracial, Spanking, Teen, Transsexual, Transvestite -
Dressed To Thrill by PicturePainter
Rated 95.2%, Read 50787 times, Posted Thu 1st of July 2010
Fantasy , Bondage and restriction, Male Solo, Masturbation, Spanking, Transvestite -
Growing Up Ch2 by GoatRavisher
«I get to be a big sister»
Rated 95%, Read 50334 times, Posted Sat 13th of October 2018
Diary , Cum Swallowing, First Time, Incest, Male / Older Female, Transvestite