sexstories.com
Transvestite
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My Initiation Into BBC by Tranedrvr247
«My First introduction to BBC»
Rated 81.7%, Read 25065 times, Posted Mon 17th of June 2019
Fiction , Black, Boy, Consensual Sex, First Time, Transvestite -
Little Red Riding Fag by LatexXdress
Rated 68.3%, Read 25032 times, Posted Wed 21st of September 2011
Fantasy , Transgendered, Transvestite -
Cousin David by mazeyj
«David frustion led him to call on me»
Rated 80.9%, Read 24828 times, Posted Wed 16th of August 2017
Diary , 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 -
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 -
Auntie’s home tuition (pt3) by Dave.Trudy2
«Auntie wasn’t the only one that wanted me because while she was in hospital my uncle Robert let his friends use me for their pleasure, but once auntie Silvia was home me being used as an abused whore stopped.»
Rated 79.7%, Read 24579 times, Posted Tue 1st of October 2019
Fiction , Anal, Cum Swallowing, Interracial, Males / Females, Transvestite, Water Sports/Pissing -
Fun during a sad time by CDKimberlyMaj
«A bit of family fun»
Rated 89%, Read 24516 times, Posted Mon 4th of December 2023
True Story , Anal, Consensual Sex, Cum Swallowing, Transsexual, Transvestite -
Camming Down the Rabbit Hole Ch3 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.»
Rated 92.1%, Read 24456 times, Posted Tue 24th of August 2021
Fiction , Anal, Bi-sexual, Body modification, Bondage and restriction, Coercion, Erotica, Exhibitionism, Male Solo, Masturbation, Prostitution, Role-playing, Toys, Transgendered, Transsexual, 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 86.2%, Read 24324 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 -
Sweet Pick Up by Regina10
Rated 87.1%, Read 24291 times, Posted Sun 3rd of May 2009
Fantasy , Transvestite -
Kelly's Filthy Bookstore Gangbang by kellyswallows
«A typical night out for a depraved tranny»
Rated 61.1%, Read 24285 times, Posted Wed 20th of September 2023
True Story , Fisting, Gay, Group Sex, Scatology, Transvestite -
Realising Our Fantasies Together part 2 by Beezlebubzzz
«Steve is introduced to the paddle and the nightclub»
Rated 92.1%, Read 24171 times, Posted Mon 15th of February 2016
Fiction , Anal, Authoritarian, Discipline, Domination/submission, Transvestite, Wife -
Hermia Aphrodite (Chapter 1?) by pANTSU
«A man has to make a decision when he hooks up with a beautiful woman who turns out to be not quite what she seemed.»
Rated 84.3%, Read 24015 times, Posted Wed 21st of September 2022
Fantasy , Anal, Consensual Sex, Erotica, Female/Female, First Time, Gay, Hardcore, Lesbian, Male/Female, Oral Sex, Pegging, Romance, Transgendered, Transsexual, 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%, Read 23787 times, Posted Sun 5th of January 2025
Fiction , Bi-sexual, Pegging, Role-playing, Transvestite -
Suzy Unleashed Chapter 9 by Suzygurl
Rated 93.3%, Read 23778 times, Posted Wed 27th of May 2015
Fantasy , 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 88%, Read 23505 times, Posted Tue 28th of September 2021
Fantasy , Anal, Bi-sexual, Cosplay, Exhibitionism, Male Solo, Masturbation, Prostitution, Transgendered, Transsexual, Transvestite -
2 she males 1 lucky male by Martyn1981
«2 she males 1 lucky male all alone»
Rated 82.4%, Read 23109 times, Posted Fri 3rd of November 2023
Fiction , Anal, Transgendered, Transsexual, Transvestite -
Me and Alice Part 2 by gblover
Rated 84.9%, Read 23088 times, Posted Thu 4th of March 2010
True Story , Anal, Ass to mouth, BDSM, Bi-sexual, Blowjob, Bondage and restriction, Consensual Sex, Cum Swallowing, Domination/submission, Female Domination, First Time, Foot or shoe fetish, Girls domination, Plumper, Reluctance, Teen Male/Teen Female, Toys, Transvestite, Virginity -
Forced to be a girl for a weekend by CDKimberlyMaj
«Lost a bet to a girl I just met»
Rated 88%, Read 22977 times, Posted Thu 11th of July 2024
True Story , Bi-sexual, Consensual Sex, Cum Swallowing, Transvestite -
The First Time Part (one) by Arianna401971
Rated 75%, Read 22974 times, Posted Thu 24th of October 2013
Fantasy , Transgendered, Transsexual, Transvestite -
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 22845 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 -
SARAH LOVES AN AUDIENCE. by CecilBCK
«I am Sarah, I am working away from home. And I am bisexual and very horny.»
Rated 76.3%, Read 22824 times, Posted Fri 9th of April 2021
True Story , Ass to mouth, Bi-sexual, Blowjob, Cheating, Consensual Sex, Cuckold, Cum Swallowing, Exhibitionism, Female Domination, Female exhibitionist, Job/Place-of-work, Lesbian, Male / Older Female, Mature, Oral Sex, Transvestite, Voyeurism -
Growing up chapter 6 by GoatRavisher
«I get pressed into the service of some Sorority Girls»
Rated 93.3%, Read 22479 times, Posted Thu 18th of July 2019
Diary , Anal, Ass to mouth, Bi-sexual, Blowjob, Cum Swallowing, Exhibitionism, Group Sex, Male / Females, Masturbation, Oral Sex, School, Teen Male/Teen Females, Transvestite -
The Girl - Stories: Uncle Ben 4 by boardpin123
«The Girl gets an order to make her uncle fuck her. The problem is ... he likes boys.»
Rated 88.5%, Read 22470 times, Posted Mon 12th of July 2021
Fiction , Anal, Ass to mouth, Consensual Sex, Male/Teen Female, Older Male / Female, Role-playing, Romance, Teen, Transvestite, Young -
Superman-The Triad Chapter 3 by dperv1
Rated 77.3%, Read 22281 times, Posted Mon 2nd of April 2012
Science-Fiction , Bi-sexual, Drug, Female Domination, Female solo, Female/Female, Male/Female, Mind Control, Transvestite, Written by women -
GIGOLO FOR A FASHION INDUSTRY COUPLE. by CecilBCK
«I am Jon. I moonlight as a gigolo. This is one of my recent experiences.»
Rated 76.1%, Read 22233 times, Posted Wed 13th of January 2021
True Story , Ass to mouth, Bi-sexual, Blowjob, Consensual Sex, Cosplay, Cuckold, Cum Swallowing, Exhibitionism, Gay, Group Sex, Older Female / Males, Oral Sex, Threesome, Transvestite, Voyeurism -
Lisa gets more than what she thought she would by toddh1970
Rated 84.5%, Read 22227 times, Posted Sun 16th of November 2014
Fiction , Blowjob, Cum Swallowing, Transvestite -
My little secret. by CrossdressKev
«Story about a time when I was in a tight spot crossdressing»
Rated 92.7%, Read 22227 times, Posted Fri 12th of June 2020
True Story , Domination/submission, Oral Sex, Transvestite -
Suzy Unleashed Chapter 8 by Suzygurl
Rated 94.8%, Read 22212 times, Posted Tue 26th of May 2015
Fantasm , Coercion, Exhibitionism, Transgendered, Transvestite -
Kalynns Ass part two_(1) by Kalynn
Rated 87.2%, Read 22128 times, Posted Sun 2nd of June 2013
True Story , Transvestite -
GLORIA’S TWO BOYS. by CecilBCK
«My girlfriend Gloria has two pretty boys in their twenties she want me and my man to meet.»
Rated 78.7%, Read 22062 times, Posted Wed 11th of January 2023
True Story , Ass to mouth, Bi-sexual, Blowjob, Body modification, Cheating, Consensual Sex, Cosplay, Cuckold, Cum Swallowing, Erotica, Exhibitionism, Female exhibitionist, Female/Female, Group Sex, Hardcore, Lesbian, Male / Older Female, Masturbation, Older Female / Males, Oral Sex, Threesome, Transvestite, Voyeurism, Written by women -
Phat Ass White Boy by Unknown user
Rated 78.9%, Read 22008 times, Posted Fri 23rd of August 2013
Fantasy , Anal, Ass to mouth, Bi-sexual, Blackmail, Blowjob, Cum Swallowing, Domination/submission, Gay, Hardcore, Male Domination, massage, Oral Sex, Spanking, Transvestite -
The Retirees Club (15) by NormJohnson
«I meet a new friend»
Rated 91.7%, Read 21897 times, Posted Sat 10th of December 2016
Fiction , Gay, Mature, Transvestite -
Nikki's special someone part 2 by nicholas-f1992
«nikki has left the hotel room with her daddy and is now ready to experience more of her sissy education»
Rated 92.2%, Read 21864 times, Posted Sat 6th of August 2016
Fantasy , Anal, Authoritarian, Blackmail, Consensual Sex, Domination/submission, Exhibitionism, Gay, Male Domination, Spanking, Transvestite -
Daddy's Dilemma..Part1 by C.dotsa
«A dad and his daughter explore her cock»
Rated 83.6%, Read 21642 times, Posted Sat 21st of March 2026
Fantasy , Blowjob, Cheating, Oral Sex, Teen, Transgendered, Transsexual, 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 21591 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 -
Sometimes short for Samuel pt. 1 by lavanne
«A young man's feminine side opens doors and more when he goes to college.»
Rated 89.9%, Read 21585 times, Posted Mon 14th of April 2025
Fiction , Anal, Bi-sexual, Blowjob, School, Teen Male / Teen Male, Transvestite -
Instructor Mike’s Academy - Part 2 - Now I Understand by qtaimee
«My whole world changes on my second visit to Mike's Academy.»
Rated 71.6%, Read 21567 times, Posted Wed 13th of July 2022
True Story , Asian, Authoritarian, BDSM, Boy, Domination/submission, Exhibitionism, First Time, Gay, Humiliation, Interracial, Male Domination, massage, Masturbation, Role-playing, School, Teen, Transvestite, Young -
Camming Down the Rabbit Hole Ch2 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.»
Rated 93.2%, Read 21507 times, Posted Tue 24th of August 2021
Fiction , Bi-sexual, Erotica, Exhibitionism, First Time, Male Solo, Masturbation, Prostitution, Role-playing, Transgendered, Transsexual, Transvestite -
From Jeffrey to Cindy by MurphyJacked
Rated 83.3%, Read 21438 times, Posted Fri 7th of June 2013
Fantasm , Reluctance, Transvestite -
Travels Through The Multi-Sheverse by AnalLover42069
«An anthology series about different erotic worlds about a crossdresser stripper named “Rïkkï Rÿdër” who gets her ass fucked by different girls with all kinds of girl-cocks»
Rated 50%, Read 21435 times, Posted Sun 20th of October 2024
Fantasy , Alien, Anal, Female Domination, Monster, Pegging, Transgendered, Transsexual, Transvestite -
STRETCHING OUR SEXUAL BOUNDARIES. by CecilBCK
«I am Julie, I am blessed with a high sex drive. My man Charles and I are in our early forties, we are both bisexual and we enjoy an open relationship with an extra man or woman on a regular basis.»
Rated 70.6%, Read 21375 times, Posted Tue 15th of September 2020
True Story , Ass to mouth, BDSM, Bi-sexual, Blowjob, Cheating, Cuckold, Cum Swallowing, Exhibitionism, Hardcore, Lesbian, Masturbation, Mature, Oral Sex, Spanking, Threesome, Transvestite, Voyeurism, Written by women -
Michael to Michelle part 4 the work slut by SonicRush66
«As I go further and further into the sissy life, my workplace finds out»
Rated 91.4%, Read 21237 times, Posted Tue 18th of April 2023
Fantasy , Anal, Bi-sexual, Blackmail, Blowjob, Cum Swallowing, Domination/submission, Gay, Job/Place-of-work, Male Domination, Reluctance, Threesome, Transgendered, Transsexual, 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 87.4%, Read 21123 times, Posted Mon 26th of March 2018
True Story , Anal, Ass to mouth, Blowjob, First Time, Gay, Male Domination, Transvestite -
Velma and Daphne by Unknown user
Rated 72.1%, Read 20991 times, Posted Sat 26th of January 2013
Fiction , Consensual Sex, Teen Female/Teen Female, Transgendered, Transsexual, Transvestite -
Suzy Unleashed Chapter 10 by Suzygurl
«The continuing saga of a crossdressing slut»
Rated 93%, Read 20952 times, Posted Mon 11th of July 2016
Fiction , Exhibitionism, Slavery, Transgendered, Transsexual, Transvestite -
Growing Up chapter 5 1/2 by GoatRavisher
«I totally got this out of order! Cindy and Christine hook up before chapter 6.»
Rated 92.3%, Read 20589 times, Posted Tue 23rd of July 2019
Diary , Girls domination, Teen Male/Teen Females, Threesome, Transvestite -
Perfumed Jest by EroticErina
Rated 71.4%, Read 20328 times, Posted Wed 24th of April 2013
Fiction , Anal, Asian, Authoritarian, BDSM, Blowjob, Boy, Boy / Boy, Cheating, Domination/submission, Fan fiction, Gay, Group Sex, Oral Sex, Slavery, Threesome, 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 -
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 -
Sissy Pussy BBC by Katie_Johnny
«A modern day hookup between a white sissy in her 40’s and a 20 something young black bull»
Rated 92.3%, Read 20115 times, Posted Sat 21st of October 2023
True Story , Anal, Blowjob, Domination/submission, Transvestite -
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 87.8%, Read 19992 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 -
The Lawyer's Package by slick98
«A new attorney joins the firm and brings something extra to the office»
Rated 92.5%, Read 19899 times, Posted Tue 20th of April 2021
Fiction , Anal, BDSM, Bondage and restriction, Discipline, Male / Females, Toys, Transvestite -
Paul and Jayne part 2 by Piscean
Rated 89.3%, Read 19860 times, Posted Thu 13th of September 2012
Fiction , Cum Swallowing, Domination/submission, Female Domination, Humiliation, Oral Sex, Transvestite -
Suzy Unleashed Chapter 5 by Suzygurl
Rated 90.2%, Read 19767 times, Posted Wed 23rd of April 2014
Fiction , Blowjob, Domination/submission, Transsexual, Transvestite -
BARB, MY THREEWAY. by CecilBCK
«Currently my man is away on business and I am horny and sex starved.»
Rated 89.5%, Read 19713 times, Posted Tue 15th of June 2021
True Story , BDSM, Bi-sexual, Blowjob, Body modification, Cheating, Consensual Sex, Exhibitionism, Female/Female, Group Sex, Lesbian, Male / Females, Masturbation, Oral Sex, Threesome, Transvestite -
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 87.1%, Read 19659 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 -
Camming Down the Rabbit Hole Ch4 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.»
Rated 92.8%, Read 19641 times, Posted Mon 30th of August 2021
Fiction , Anal, Erotica, Exhibitionism, First Time, Male Solo, Masturbation, Role-playing, Toys, Transgendered, Transsexual, Transvestite -
Gay Seduction by Blue Rail
«A straight guy is seduced by another guy and learns a thing or two about the female psyche»
Rated 90.2%, Read 19539 times, Posted Sat 7th of March 2026
Fiction , Anal, Ass to mouth, Bi-sexual, Blowjob, First Time, Gay, Oral Sex, Reluctance, Transvestite, Virginity -
Camming Down the Rabbit Hole Ch7 by Dani_does_Dallas
«The continued journey into a guy becoming a cam girl - Technical trouble causes outage, but the show must go on.»
Rated 92.6%, Read 19407 times, Posted Tue 19th of October 2021
Fiction , Anal, Body modification, Cum Swallowing, Exhibitionism, Masturbation, Role-playing, Toys, Transgendered, Transsexual, Transvestite -
TWO JOCKS FOR OUR SEXUAL PLEASURE by CecilBCK
«My man Roger and I still had four days remaining at the new resort one of my girlfriends had recommended to us, four days to achieve some of the remaining preferences we had set ourselves..»
Rated 70%, Read 19194 times, Posted Thu 13th of June 2024
Diary , Asian, Bi-sexual, Blowjob, Boy, Consensual Sex, Erotica, Exhibitionism, Female / Girl, Group Sex, Male / Females, Male / Older Female, Male/Teen Female, Males / Females, Older Female / Males, Older Male / Female, Oral Sex, Threesome, Transvestite, Voyeurism, Written by women, Young -
KERI AND I SHARE A NEW MAN. by CecilBCK
«Kerri expects and enjoys a second man in our sex life at least once a month. Her girlfriend had assured her that the latest ‘pleasure person’ was very gifted ‘both ways’ and would not be possessive or too curious about her or her man.»
Rated 83.9%, Read 19032 times, Posted Mon 20th of August 2018
True Story , BDSM, Bi-sexual, Blowjob, Cuckold, Erotica, Oral Sex, Threesome, Transvestite -
05. Gay.Scene: From Buckley's to an ABS by Luvagobfull
«Gay bar cocksucker»
Rated 84%, Read 18939 times, Posted Tue 25th of April 2017
Fiction , Anal, Cum Swallowing, Gay, Transvestite -
Mistress Cruel Love - Chapter 3 - Deviated Prevert by [James Bondage]
«Darius takes on a new role as the Femdom singularity grows.»
Rated 86.1%, Read 18906 times, Posted Fri 4th of June 2021
Fiction , Anal, Authoritarian, BDSM, Body modification, Discipline, Domination/submission, Female Domination, Hardcore, Humiliation, Interracial, Oral Sex, Pegging, Plumper, Reluctance, Spanking, Toys, Transvestite -
SARAH’S NEW THREEWAY. by CecilBCK
«I am Sarah, my man I are both bi-sexual and enjoy having an extra sexual partner on a regular basis for our mutual pleasure.»
Rated 73.4%, Read 18804 times, Posted Fri 30th of April 2021
True Story , Ass to mouth, Bi-sexual, Blowjob, Consensual Sex, Cuckold, Cum Swallowing, Exhibitionism, Female exhibitionist, Gay, Male / Older Female, Males / Female, Masturbation, Oral Sex, Threesome, Transvestite, Voyeurism, Written by women -
Instructor Mike’s Academy - Part 4 - Becoming a Girl by qtaimee
«As I fall further for Instructor Mike, he teaches me how to be a proper girl.»
Rated 71.2%, Read 18735 times, Posted Thu 24th of November 2022
True Story , Anal, Asian, Ass to mouth, Authoritarian, BDSM, Boy, Cock & ball torture, Discipline, Domination/submission, Enema, Exhibitionism, First Time, Gay, Humiliation, Interracial, Male Domination, Role-playing, School, Teen, Transvestite, Young -
Vampire Bites by NerdyBiBoy
Rated 81%, Read 18585 times, Posted Wed 14th of December 2011
Fantasy , Anal, Ass to mouth, Blowjob, Death, Gay, Horror, Monster, Oral Sex, Sado-Masochism, Teen Male / Teen Male, Transvestite -
Camming Down the Rabbit Hole Ch9 by Dani_does_Dallas
«My continued journey into the crossdressing cam world. Things are coming to a head, in more ways than one.»
Rated 93.5%, Read 18525 times, Posted Thu 17th of March 2022
Fiction , Body modification, Bondage and restriction, Cum Swallowing, Exhibitionism, Masturbation, Toys, Transgendered, Transsexual, Transvestite -
Growing Up Chapter 5 by GoatRavisher
«Things change and I go away to school»
Rated 92.1%, Read 18315 times, Posted Sun 24th of March 2019
Diary , Anal, Teen, 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 18180 times, Posted Tue 17th of December 2019
Diary , Anal, Bi-sexual, Blowjob, Group Sex, Oral Sex, Teen Male/Teen Females, Threesome, Transvestite