sexstories.com
Transvestite
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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 89.3%, Read 28602 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 -
Deal with the devil 2 by Peter_Löwenbräu_Griffin
Rated 89.3%, Read 153480 times, Posted Sun 18th of October 2009
Fiction , Bestiality, Boy, Horror, Humiliation, Masturbation, Mind Control, Monster, Pregnant, Rape, Reluctance, Transgendered, Transsexual, Transvestite, Violence, Virginity -
I want to be a woman chapter 5 by fuckmeanyway
Rated 89.3%, Read 45258 times, Posted Mon 12th of April 2010
Fantasy , Anal, Cum Swallowing, Gay, Group Sex, Interracial, Rape, 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 30273 times, Posted Mon 5th of February 2024
True Story , Anal, Blowjob, Consensual Sex, First Time, Mature, Teen, Transgendered, Transsexual, Transvestite, Young -
Sam to Samantha_(1) by valkak
Rated 89.1%, Read 44877 times, Posted Thu 19th of November 2009
Fantasy , Anal, Blackmail, Reluctance, Transvestite, Young -
Fangs for the Mammaries by sourdough
Rated 89.1%, Read 32010 times, Posted Thu 2nd of December 2010
Fiction , Transgendered, Transvestite -
Camming Down the Rabbit Hole Ch5 by Dani_does_Dallas
«The story of how during the pandemic of 2020 I was faced with the prospect of unemployment and turned to the world of camming as a way of making some money. but as i begun to fall down the warren of crossdressing I couldn't help but get lost in a world I would make my own.»
Rated 89.1%, Read 22062 times, Posted Tue 28th of September 2021
Fantasy , Anal, Bi-sexual, Cosplay, Exhibitionism, Male Solo, Masturbation, Prostitution, 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 -
Growing Up Chapter 7 by GoatRavisher
«Being a big brother/ house boy/ sex toy for a Sorority is pretty much the greatest job ever.»
Rated 89%, Read 17436 times, Posted Tue 17th of December 2019
Diary , Anal, Bi-sexual, Blowjob, Group Sex, Oral Sex, Teen Male/Teen Females, Threesome, Transvestite -
Step Daughter Figured It Out For Me by 50and7
«Step Daughter Convinces me that with my chest womens clothes are a way of life!»
Rated 89%, Read 16455 times, Posted Thu 23rd of August 2018
Fiction , First Time, Reluctance, Transvestite -
First time out in Woman's clothing by Mdcowboy01
Rated 89%, Read 35739 times, Posted Mon 26th of November 2012
Fiction , Anal, Ass to mouth, Gay, 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 -
Hostile Takeover (James Bondage Quickies) by [James Bondage]
«An ambitious Latina Futanari senses opportunity when she learns the boss has a submissive femboy at home.»
Rated 88.9%, Read 16839 times, Posted Fri 7th of May 2021
Fiction , Anal, Blowjob, Consensual Sex, Domination/submission, Erotica, Female Domination, Hardcore, Job/Place-of-work, Latina, Masturbation, Oral Sex, Spanking, Threesome, Transsexual, Transvestite -
Alexia at Charlie’s by markerss
«I had always thought about being with a tranny but never had to gut to meet one, but when the opportunity presented itself, i nervously took a chance.»
Rated 88.9%, Read 34299 times, Posted Sun 26th of December 2021
True Story , Anal, Blowjob, First Time, Gay, Transgendered, Transsexual, Transvestite -
My Unintentional Threesome Part One by Katie_Johnny
«What started as a normal hookup turned into my first ever threesome.»
Rated 88.8%, Read 29127 times, Posted Mon 7th of August 2023
True Story , Anal, Consensual Sex, Cum Swallowing, Drug, Gay, Threesome, Transvestite -
Club Gomorrah. The Sissy Saga. Chapter 2 The Remodel. by NumberNinetyFour
«Ryan Everest, a horny porn addicted 22 year old male has been kidnapped and trapped getting mindfucked by his captors. Today he meets Mistress Smith a Doctor who is in charge of the forced feminiseation and mental reprogramming of victims.»
Rated 88.8%, Read 39072 times, Posted Wed 9th of January 2019
Fiction , Anal, Asian, BDSM, Bi-sexual, Body modification, Bondage and restriction, Coercion, Cruelty, Cum Swallowing, Discipline, Domination/submission, Drug, Extreme, Female Domination, First Time, Humiliation, Interracial, Male Domination, Mind Control, Non-consensual sex, Rape, Reluctance, Slavery, Stockholm Syndrome, Torture, Transgendered, Transsexual, Transvestite, Violence -
i got caught!!! by iminhose
Rated 88.7%, Read 73248 times, Posted Tue 7th of February 2012
True Story , Bi-sexual, Female Domination, Gay, Transvestite, Wife -
Hot Chocolate Ch.02_(0) by XtinaSmith
«Shahira comes back for more.»
Rated 88.7%, Read 35436 times, Posted Thu 15th of November 2018
Fiction , Blowjob, Cum Swallowing, Erotica, Romance, Transgendered, Transsexual, Transvestite, Written by women -
Caught Crossdressing In My Sister's Room by Loupy
«A boy skips school for the afternoon, looking forward to having the whole house to himself, with hours ahead of him to fully enjoy cross-dressing in his sister's clothes. But he never could have expected where that decision would lead!»
Rated 88.7%, Read 24630 times, Posted Sat 20th of December 2025
Fiction , Anal, Bi-sexual, First Time, Incest, Masturbation, Threesome, Transvestite, Virginity, Voyeurism, Young -
How I Became A Whore by ncsubcd6997
Rated 88.7%, Read 151646 times, Posted Sat 4th of November 2006
Fantasy , Bi-sexual, Interracial, Prostitution, Rape, Slavery, Transvestite -
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 -
Lara & Jack to Melissa - part 3 by LesLara84
Rated 88.5%, Read 42573 times, Posted Fri 13th of January 2012
True Story , Anal, Blackmail, Body modification, Consensual Sex, Discipline, Domination/submission, Female Domination, Fisting, Latex fetish, Teen Male / Teen Male, Transsexual, Transvestite, Written by women -
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 little secret by Ashley Coxx
Rated 88.3%, Read 249658 times, Posted Mon 22nd of January 2007
Fantasy , Anal, Bi-sexual, Boy / Boy, Transgendered, Transsexual, 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 -
A Night Not To Remember.... by sally slutton
«Dean fancies himself as a ladies man, work all week, fuck all weekend. The bigger the tits, the more he goes for them. Until he 'bumps' into Sally and gets more than he bargained for...»
Rated 88.3%, Read 38826 times, Posted Mon 23rd of August 2021
Fiction , Anal, Male / Females, Oral Sex, Transsexual, 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 -
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 88.2%, Read 61437 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 -
New Start pt2 (new job) by Dave.Trudy2
«This new start was going well, l had become better than good friends with my landlady and my new job as an odd-job man was better than l could ever imagine, l really did some odd-jobs at Willow Heights.»
Rated 88.2%, Read 14247 times, Posted Fri 12th of February 2021
Fantasy , Anal, Blowjob, Cum Swallowing, Older Female / Males, Transvestite -
Suzy's Daydream by Suzygurl
Rated 88.2%, Read 25497 times, Posted Sat 24th of November 2012
Fantasy , Domination/submission, Exhibitionism, Transsexual, 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 -
my friend came over by iminhose
Rated 88%, Read 31935 times, Posted Tue 7th of February 2012
True Story , Gay, Transvestite -
Suzy Unleashed Chapter 12 by Suzygurl
«Suzy continues her journey into her new life as a cocksucking sissy whore and discovers just how much she enjoys it..»
Rated 88%, Read 11682 times, Posted Sat 30th of January 2021
Diary , Bi-sexual, Blowjob, Cum Swallowing, Domination/submission, Humiliation, Transsexual, Transvestite -
One With the Tribe pt2 by faringwayb
«Dyri must make a decision that will result in him either losing his life, or being humiliated for the rest of it»
Rated 88%, Read 20550 times, Posted Sat 15th of January 2022
Fantasy , Anal, Blowjob, Coercion, First Time, Group Sex, Humiliation, Monster, Non-consensual sex, Oral Sex, Rape, Transvestite, Virginity -
Fun during a sad time by CDKimberlyMaj
«A bit of family fun»
Rated 88%, Read 22497 times, Posted Mon 4th of December 2023
True Story , Anal, Consensual Sex, Cum Swallowing, Transsexual, Transvestite -
Our Only Hope, Chapter 05 by The_Technician
«The search for the Monty brothers leads W to Davenport Iowa»
Rated 87.9%, Read 11670 times, Posted Fri 20th of December 2019
Fiction , BDSM, Exhibitionism, Transsexual, Transvestite -
The commoner and the Prince pt 1 by Jenryu
Rated 87.8%, Read 26586 times, Posted Fri 28th of January 2011
Fantasy , Anal, Lesbian, Rape, Teen Female/Teen Female, Transvestite -
My first Time_(80) by iminhose
Rated 87.7%, Read 30654 times, Posted Tue 7th of February 2012
True Story , Transvestite -
My Favorite Aunt Fantasy by G. Snave
Rated 87.7%, Read 147325 times, Posted Mon 26th of September 2005
Fantasy , Authoritarian, Cum Swallowing, Domination/submission, Female Domination, Transvestite -
I own you now! by aryalez
«Just a random encounter in a bar, like many other. Or maybe not.»
Rated 87.6%, Read 25440 times, Posted Sun 27th of December 2020
Fiction , Anal, Blowjob, Consensual Sex, Cum Swallowing, First Time, Oral Sex, Transgendered, Transsexual, 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 -
Welcome surprize_(1) by caryli
«Long dry spell ends.»
Rated 87.5%, Read 29499 times, Posted Wed 27th of January 2016
True Story , Bi-sexual, Gay, Transvestite -
Sometimes Short for Samuel pt. 2 by lavanne
«Settling into life in the dorm.»
Rated 87.5%, Read 7110 times, Posted Sat 3rd of May 2025
Fiction , Anal, Blowjob, Masturbation, School, Transsexual, Transvestite -
Forgiveness by The_Technician
Rated 87.5%, Read 45231 times, Posted Wed 21st of January 2015
Fantasm , Anal, Blowjob, Coercion, Enema, Extreme, Female Domination, Gay, Humiliation, Masturbation, Non-consensual sex, Prostitution, Transvestite -
Paul and Jayne Part 1 by Piscean
Rated 87.5%, Read 20172 times, Posted Thu 1st of July 2010
Fiction , Domination/submission, Male/Female, Reluctance, Transvestite -
Forced to be a girl for a weekend by CDKimberlyMaj
«Lost a bet to a girl I just met»
Rated 87.3%, Read 21240 times, Posted Thu 11th of July 2024
True Story , Bi-sexual, Consensual Sex, Cum Swallowing, Transvestite -
Mistress Cruel Love - Chapter 2 - Total Commitment by [James Bondage]
«The feminization of Darius continues as he encounters dominant women at every turn.»
Rated 87.3%, Read 22683 times, Posted Fri 11th of September 2020
Fiction , Anal, Authoritarian, BDSM, Black, Body modification, Bondage and restriction, Consensual Sex, Cum Swallowing, Discipline, Domination/submission, Female Domination, Hardcore, Humiliation, Interracial, Job/Place-of-work, Pegging, Plumper, Reluctance, Spanking, Toys, Transvestite -
Spicy Story - The rest of the fuckin story by TexanBelgianCutie
«Big dicked mommy, her submissive twink son, and the transformed daughter explore each other's bodies for days to come.»
Rated 87.2%, Read 38814 times, Posted Fri 1st of December 2017
Fantasy , Anal, Bi-sexual, Body modification, Boy, Domination/submission, Gay, Group Sex, Humiliation, Mature, Teen, Transgendered, Transsexual, Transvestite, Young -
Walking home in South Dakota - Ch 1 by dpga4625
«My introduction to sex, girls, guys, and cross-dressing in my early years. While it started out forced it soon became a distinct pleasure as I found out about both sexes.»
Rated 87.2%, Read 18168 times, Posted Fri 7th of August 2020
True Story , Anal, Bi-sexual, Bondage and restriction, Boy / Boy, Boys/Teen Female, Domination/submission, First Time, Oral Sex, Transvestite -
Surprise comes along with seeing friend's brother by jx88
«I went to visit my best friend all the time at his house - but this time only his older brother was home.»
Rated 87.2%, Read 19671 times, Posted Mon 26th of March 2018
True Story , Anal, Ass to mouth, Blowjob, First Time, Gay, Male Domination, 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 -
Kalynns Ass part two_(1) by Kalynn
Rated 87.2%, Read 22128 times, Posted Sun 2nd of June 2013
True Story , Transvestite -
DNA Chapter 4 by Zenythmon
Rated 87.2%, Read 47726 times, Posted Fri 26th of October 2007
Fantasy , Pregnant, Transgendered, Transsexual, Transvestite -
Sweet Pick Up by Regina10
Rated 87.1%, Read 24291 times, Posted Sun 3rd of May 2009
Fantasy , Transvestite -
The Girl - Stories: Uncle Ben 5 by boardpin123
«The Girl gets an order to make her uncle fuck her. The problem is ... he likes boys.»
Rated 87%, Read 20196 times, Posted Mon 12th of July 2021
Fiction , Anal, Ass to mouth, Authoritarian, BDSM, Bondage and restriction, Domination/submission, Humiliation, Male/Teen Female, Older Male / Female, Role-playing, Slavery, Teen, Toys, Transvestite, Young -
MY NEW LADY AND HER FRIENDS. by CecilBCK
«I am Simon, a well-presented forty-year old divorced male in professional employment and I have just met a new lady.»
Rated 86.9%, Read 21774 times, Posted Mon 25th of October 2021
True Story , Ass to mouth, BDSM, Bi-sexual, Blowjob, Cheating, Consensual Sex, Cuckold, Cum Swallowing, Erotica, Exhibitionism, Extreme, Female exhibitionist, Group Sex, Hardcore, Lesbian, Masturbation, Oral Sex, Spanking, Threesome, Transvestite -
Pledging Alpha Kappa Betta Sorority by Phoenix Cinders
«Ash and his best friend Casey are recruited to join Alpha Kappa Beta Sorority by two really beautiful girls. Soon they find out that there is a darker agenda behind their invitation.»
Rated 86.9%, Read 46890 times, Posted Mon 24th of September 2018
Diary , Anal, Ass to mouth, Authoritarian, Blackmail, Blowjob, Bondage and restriction, Coercion, Cum Swallowing, Domination/submission, First Time, Gay, Girls domination, Hardcore, Humiliation, Non-consensual sex, Oral Sex, Reluctance, Spanking, Teen, Toys, Transgendered, Transsexual, Transvestite, Virginity -
Michael to Michelle Part 5 The Gay Sauna by SonicRush66
«The transition into a sissy continues when I get the experience of my life at a gay sauna»
Rated 86.8%, Read 25569 times, Posted Tue 25th of April 2023
Diary , Anal, BDSM, Bi-sexual, Blowjob, Bondage and restriction, Boy / Boy, Cum Swallowing, Domination/submission, Extreme, Gay, Group Sex, Humiliation, Male Domination, Mature, Non-consensual sex, Rape, 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 -
Caught by the Boy Next-door! by UndeniableUrges
«Mike Miller is caught wearing panties by the boy-next-door. What canl he do to make Kevin forget what he saw?»
Rated 86.8%, Read 122793 times, Posted Sun 27th of June 2021
Fiction , Blackmail, Blowjob, Gay, Humiliation, Transvestite -
A story of my CD friend and I by biguy1984
«I tell the story of meeting my new crossdresser playmate and the time that he flipped the *********** on me.»
Rated 86.7%, Read 10887 times, Posted Wed 2nd of June 2021
True Story , Anal, Asian, Consensual Sex, Gay, Oral Sex, Transvestite -
sissyboy jake's first outing - part 1_(0) by culotte.de.dentelle
Rated 86.7%, Read 20178 times, Posted Fri 28th of June 2013
Fiction , Anal, Domination/submission, Humiliation, Oral Sex, Transvestite -
MARRIED COUPLE DISCOVER TRANNY SEX by CecilBCK
«I am Allie, I want to tell you about how my husband and I had sex with with a drop, dead, gorgeous tranny, something we had been fantasizing about for a while and fantasizing about for long enough to make it even more exciting for both of us.»
Rated 86.7%, Read 11796 times, Posted Thu 28th of March 2024
True Story , Ass to mouth, Ass to pussy, Bi-sexual, Blowjob, Consensual Sex, Cuckold, Erotica, Exhibitionism, Hardcore, Masturbation, Oral Sex, Transvestite, Voyeurism, Written by women -
First Contact_(1) by snipe
Rated 86.6%, Read 91510 times, Posted Tue 5th of September 2006
True Story , Anal, Blowjob, Cum Swallowing, Transsexual, Transvestite -
Symone's gang bang by paddler20
«A young man is dressed as a young woman by a group of women and sent to satisfy a group of young men.»
Rated 86.6%, Read 12774 times, Posted Fri 7th of February 2025
True Story , Anal, Bi-sexual, Blowjob, Consensual Sex, Cum Swallowing, Female Domination, Group Sex, Interracial, Transvestite -
Friday night crossdressing fun part two by Lisa's panties
«A continuation. Having fun at a friend's house while I'm dressed in woman's clothing and caged in chastity.»
Rated 86.6%, Read 10947 times, Posted Sun 8th of January 2023
Fantasy , Anal, Blowjob, Cum Swallowing, Gay, 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 -
Lara & Jack to Melissa - part 2 (the 1. day continues and the 2. day) by LesLara84
Rated 86.5%, Read 42660 times, Posted Thu 12th of January 2012
True Story , Anal, Ass to mouth, Bi-sexual, Cum Swallowing, Female Domination, Fisting, Humiliation, Latex fetish, Masturbation, Non-consensual sex, Oral Sex, Prostitution, Teen Female Solo, Toys, Transvestite, Written by women -
Making my slut fantasies become real by pinkybrown666
«TS Mistress puts her weekend CD sissy slut to work placing ads and making sure she is fully used by men, women, trans and groups getting her higher and higher which makers her sluttier and sluttier.»
Rated 86.4%, Read 17877 times, Posted Sat 15th of May 2021
Fantasy , Bi-sexual, Cum Swallowing, Drug, Erotica, Female Domination, Group Sex, Interracial, Mind Control, Oral Sex, Prostitution, Threesome, Transsexual, Transvestite -
My changing fortunes - 04 by Luvagobfull
Rated 86.4%, Read 27486 times, Posted Wed 2nd of November 2011
Fiction , Anal, Blowjob, Coercion, Transvestite