sexstories.com
Transvestite
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Sister's Surprise_(0) by Achilles_Heel
Rated 95.3%, Read 814269 times, Posted Fri 8th of June 2012
Fiction , Consensual Sex, Incest, Romance, Teen Male / Female, Transvestite -
The Transformation of Jesse by JtellerMT
Rated 95.2%, Read 162072 times, Posted Tue 14th of October 2014
Fiction , Anal, Ass to mouth, Blowjob, Cum Swallowing, Gay, Romance, Transvestite, Virginity -
caught in drag by picklewasher
Rated 95.2%, Read 444294 times, Posted Sun 6th of December 2009
True Story , Anal, Boy / Boy, Cum Swallowing, Gay, Masturbation, Transvestite -
Taken by my neighbor by jen128
«Crossdreser taken for first time»
Rated 95.2%, Read 245319 times, Posted Tue 20th of October 2015
Fiction , Anal, Blackmail, Blowjob, Coercion, Domination/submission, Erotica, Hardcore, Transvestite -
My first cock was a crossdressers by Sex conspiracy theorisit
Rated 95.2%, Read 171426 times, Posted Mon 10th of January 2011
True Story , Blowjob, Cum Swallowing, Oral Sex, Reluctance, Transvestite -
Kelly - Part 2 by xerxes10
Rated 95.2%, Read 123417 times, Posted Fri 23rd of December 2011
Fantasy , Anal, Oral Sex, Romance, Teen Male / Teen Male, Transgendered, Transvestite -
My young life by Stephon
«My introduction to crossdressing and sex»
Rated 95.2%, Read 68415 times, Posted Tue 27th of November 2018
True Story , Anal, Blowjob, Boy / Boy, Cum Swallowing, First Time, Transvestite -
Kelly - Part 1 by xerxes10
Rated 95.1%, Read 134268 times, Posted Wed 21st of December 2011
Fantasy , Consensual Sex, Teen, Teen Male / Teen Male, Transgendered, Transvestite -
First time_(15) by TheJessie
Rated 95.1%, Read 65046 times, Posted Thu 21st of February 2013
Fiction , First Time, Lesbian, Transvestite -
Jeffry and Billy 3 by UndeniableUrges
«Jeffry and Billy play even more sexy games»
Rated 95%, Read 35175 times, Posted Wed 2nd of September 2020
Fiction , Domination/submission, Teen Male / Teen Male, Transvestite, Young -
Becoming Jane by maverick1989
«The story of a young man giving into his desires.»
Rated 95%, Read 96357 times, Posted Tue 4th of October 2016
Fantasy , Transgendered, Transsexual, Transvestite -
Sister's Surprise, Chapter 5 by Achilles_Heel
Rated 95%, Read 136923 times, Posted Fri 4th of January 2013
Fantasy , Bi-sexual, Erotica, Incest, Male/Female, Oral Sex, Romance, Teen Male/Teen Female, Transgendered, Transvestite -
Uncontrollable Pt. 2 by xerxes10
Rated 95%, Read 91401 times, Posted Sun 13th of February 2011
Fantasy , Anal, Cum Swallowing, Gay, Hardcore, Oral Sex, Romance, Teen Male / Teen Male, Transvestite -
Carl or Carla by Mystic47
Rated 94.9%, Read 126717 times, Posted Mon 30th of June 2014
Fiction , Incest, Lesbian, Male/Female, Transvestite, Written by women -
My introduction to sex and sissyhood by FirstTimeSissy
«A true story on how I got into crossdressing and serving older men at a young age I'm very inexperienced with writing stories which is why I chose a true account to go off of but I apologise for my probably terrible style»
Rated 94.9%, Read 54249 times, Posted Wed 19th of August 2020
True Story , Blowjob, Boy, First Time, Gay, Transvestite, Young -
The Cinema_(0) by BangTidyUK
Rated 94.8%, Read 181116 times, Posted Tue 10th of April 2012
Fantasy , Anal, Bi-sexual, Consensual Sex, Cum Swallowing, Gay, Group Sex, Hardcore, Oral Sex, Transvestite -
Jeffry and Billy 4 by UndeniableUrges
«Billy and Jeffry get caught!»
Rated 94.8%, Read 35469 times, Posted Fri 4th of September 2020
Fiction , Domination/submission, Incest, Teen Male / Teen Male, Teen Male/Teen Female, Transvestite, Young -
My life as a woman by curiouscoupleinraleigh
Rated 94.8%, Read 281715 times, Posted Mon 19th of July 2010
Fiction , Anal, Bi-sexual, Blowjob, Cheating, Consensual Sex, Cum Swallowing, First Time, Group Sex, Oral Sex, Transgendered, Transsexual, Transvestite, Written by women, Young -
Cross-dressing camper by Satintex
«Wearing my favorite lingerie while camping and I get some unexpected visitors»
Rated 94.8%, Read 24180 times, Posted Thu 20th of May 2021
Fantasy , Bi-sexual, Cum Swallowing, First Time, Gay, Oral Sex, Transvestite -
My Love for Daddy Transformed Me by willingwimp
Rated 94.7%, Read 219765 times, Posted Thu 27th of August 2015
Fiction , Consensual Sex, Erotica, First Time, Incest, Transsexual, Transvestite, Virginity -
Becoming Sadi by Beckyj1992
«Feminine crossdresser finally lives out his fantasy.»
Rated 94.7%, Read 182892 times, Posted Fri 6th of May 2016
Fiction , Anal, Blowjob, First Time, Gay, Mature, Oral Sex, Reluctance, Romance, Transgendered, Transsexual, Transvestite, Virginity -
My first time with Joe _(0) by CD-Davina20
Rated 94.7%, Read 226251 times, Posted Wed 29th of August 2012
True Story , Gay, Hardcore, Oral Sex, Transvestite -
Working 'Girl'_(0) by mrseven
«A teen boy works the park late at night to make money in the best way he knows how.»
Rated 94.7%, Read 104442 times, Posted Sun 21st of January 2018
Fantasy , Blowjob, Boy, Gay, Prostitution, Transvestite, Young -
I Hate Sneezing Ch. 3_(0) by jonialabaster
«Ryan gets caught peeping on his sister during her business ventures.»
Rated 94.6%, Read 31503 times, Posted Mon 24th of September 2018
Fiction , Bi-sexual, Blackmail, Blowjob, Coercion, Cum Swallowing, Incest, Pegging, Prostitution, Transvestite -
Becoming Daddy's Halloween Princess by willingwimp
Rated 94.6%, Read 134922 times, Posted Thu 27th of August 2015
Fiction , Consensual Sex, Incest, Romance, Teen, Transsexual, Transvestite -
Rite of Passage Ch.03 by XtinaSmith
«(Shemale x Male) Jamie's corruption furthers with help from his crush, Kelly.»
Rated 94.6%, Read 106743 times, Posted Tue 25th of April 2017
Fiction , Anal, Coercion, Consensual Sex, Domination/submission, Teen Male / Female, Transgendered, Transsexual, Transvestite, Written by women -
Meeting my on-line lover by dlcalguy
«Taking the leap from gay role-playing online to the real thing»
Rated 94.5%, Read 22224 times, Posted Tue 16th of February 2021
Fiction , Gay, Transvestite -
A Man's Play Thing by panty_sub
Rated 94.5%, Read 273075 times, Posted Mon 28th of February 2011
Fantasy , Blowjob, Consensual Sex, Cum Swallowing, Domination/submission, Drug, First Time, Gay, Reluctance, Teen, Transvestite -
Jeffry and Billy 6 by UndeniableUrges
«Becky apologizes and tries to make it up to poor Susie»
Rated 94.5%, Read 20322 times, Posted Wed 23rd of September 2020
Fiction , Incest, Male / Female Teens, Teen Male/Teen Female, Transvestite, Young -
Jeffry and Billy 7 by UndeniableUrges
«The Siblings Invite Susie to a Party!»
Rated 94.5%, Read 32862 times, Posted Fri 25th of September 2020
Fiction , Boys/Teen Female, Incest, Teen Male / Teen Male, Teen Male/Teen Females, Transvestite, Young -
Suzy Unleashed Chapter 9 by Suzygurl
Rated 94.4%, Read 14970 times, Posted Wed 27th of May 2015
Fantasy , Transgendered, Transvestite -
Sister's Surprise, Capter 2 by Achilles_Heel
Rated 94.4%, Read 265470 times, Posted Mon 11th of June 2012
Fiction , Blowjob, Consensual Sex, Cum Swallowing, Incest, Oral Sex, Romance, Teen Male / Female, Transgendered, Transsexual, Transvestite -
The Auction_(0) by Phoenix Cinders
«Femboy gets tricked into being auctioned off as a slave»
Rated 94.4%, Read 99411 times, Posted Tue 28th of May 2019
Science-Fiction , Anal, Blowjob, Bondage and restriction, Boy, Consensual Sex, Cum Swallowing, Domination/submission, First Time, Girls domination, Group Sex, Oral Sex, Reluctance, Romance, Slavery, Spanking, Teen, Threesome, Transgendered, Transsexual, Transvestite, Voyeurism, Young -
Becoming Sadi: Part 2 by Beckyj1992
«Sadi goes over to Garets place with a bag full of sexy clothes for the night. I like where this is going!»
Rated 94.3%, Read 71049 times, Posted Wed 18th of May 2016
Fiction , Anal, Blowjob, Cum Swallowing, Gay, Mature, Oral Sex, Romance, Transgendered, Transsexual, Transvestite -
Rebecca Chapter 02 by RebeccaTG
Rated 94.3%, Read 35592 times, Posted Fri 2nd of March 2012
Fantasy , Ass to mouth, Cum Swallowing, First Time, Transgendered, Transvestite -
James to Jamie by Lucitta
«James experiments with hsi sisters clothing, before getting caught red hnaded.»
Rated 94.3%, Read 28182 times, Posted Mon 20th of July 2020
Fiction , Boys/Teen Female, Incest, Masturbation, Teen Male Solo, Transvestite, Young -
my birthday gift_(1) by iminhose
Rated 94.3%, Read 121518 times, Posted Tue 7th of February 2012
True Story , Transvestite -
Halloween with Kym_(0) by jackie offee
Rated 94.2%, Read 104673 times, Posted Thu 16th of June 2011
Fiction , Exhibitionism, Incest, Transvestite -
Sister's Surprise, Chapter 3 by Achilles_Heel
Rated 94.2%, Read 152769 times, Posted Wed 13th of June 2012
Fiction , Blowjob, Consensual Sex, Female solo, Incest, Male Solo, Masturbation, Romance, Teen Male / Female, Toys, Transgendered, Transsexual, Transvestite, Voyeurism, Young -
Growing Up CH1 by GoatRavisher
«It started out as Babysitting»
Rated 94.2%, Read 58908 times, Posted Mon 24th of September 2018
Fiction , Boy, First Time, Teen Male / Female, Transvestite -
Becoming Sadi: Part 3 by Beckyj1992
«Sadi takes a big risk and is then faced with a decision that will change her life forever!»
Rated 94.2%, Read 49008 times, Posted Thu 21st of July 2016
Fiction , Anal, Blowjob, Body modification, Male/Teen Female, Oral Sex, Reluctance, Romance, Teen, Transgendered, Transsexual, Transvestite -
Joey Fucks Teach by MightBeRealz
«A senior gets more than he bargained for when he tries to seduce the shop teacher.»
Rated 94.2%, Read 70365 times, Posted Wed 20th of June 2018
Fantasy , Authoritarian, Consensual Sex, Cum Swallowing, Discipline, Gay, Job/Place-of-work, Mature, School, Spanking, Teen, Transvestite -
The Permissive Purity of Father Fontane [3] by NeonChameleon
«Twenty miles»
Rated 94.2%, Read 14427 times, Posted Mon 29th of April 2019
Fiction , Bi-sexual, Blowjob, Boy, Cum Swallowing, Gay, Incest, Mature, Transvestite, Young -
My Stepfather 2_(0) by Rutger5
Rated 94.2%, Read 171855 times, Posted Sun 28th of November 2010
Fiction , Anal, Domination/submission, Gay, Transvestite -
Sister's Surprise, Chapter 6: The Slumber Party by Achilles_Heel
Rated 94.1%, Read 261639 times, Posted Sun 2nd of June 2013
Fiction , Anal, Female/Female, Group Sex, Incest, Lesbian, Male / Females, Pegging, Romance, Threesome, Toys, Transgendered, Transsexual, Transvestite, Virginity -
Camming Down the Rabbit Hole Ch.7 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 94.1%, Read 3792 times, Posted Wed 20th of October 2021
Fiction , Anal, Body modification, Cum Swallowing, Exhibitionism, Masturbation, Role-playing, Toys, Transgendered, Transsexual, Transvestite -
2 stories halloween parties by iminhose
Rated 94.1%, Read 44715 times, Posted Tue 7th of February 2012
True Story , Gay, Transvestite -
Suzy Unleashed Chapter 7 by Suzygurl
Rated 94.1%, Read 22848 times, Posted Wed 16th of July 2014
Fantasm , Blowjob, Slavery, Transgendered, Transsexual, Transvestite -
Jenny is Full of Secrets by Kingly
Rated 94.1%, Read 230931 times, Posted Fri 20th of June 2014
Fiction , Reluctance, Teen Male/Teen Female, Transgendered, Transsexual, Transvestite -
Toronto Subway Deepthroat by G_Reillyp
«A young lady headed home on the Toronto subway has a chance encounter with a gorgeous t-girl.»
Rated 94.1%, Read 28725 times, Posted Thu 31st of May 2018
True Story , Bi-sexual, Blowjob, Cum Swallowing, Domination/submission, Extreme, Female / Girl, Hardcore, Humiliation, Oral Sex, Romance, Transgendered, Transsexual, Transvestite, Young -
Wanting to be a girl by fuckmeanyway
Rated 94%, Read 145353 times, Posted Mon 22nd of February 2010
Fiction , Blowjob, Cum Swallowing, First Time, Gay, Incest, Transvestite -
I’m Ed’s cross-dressing home help by Dave.Trudy2
«After being made redundant l needed something to keep me busy. I passed a charity shop and saw a card in the window asking for volunteers and that’s how l met Edward and the fun started.»
Rated 93.9%, Read 14724 times, Posted Mon 26th of October 2020
Fantasy , Anal, Blowjob, Role-playing, Transvestite -
James and Jenny Part 4 by Kingly
Rated 93.9%, Read 80727 times, Posted Tue 18th of November 2014
Fiction , Blowjob, Bondage and restriction, Consensual Sex, Pegging, Teen Male / Female, Transgendered, Transsexual, Transvestite -
Sister's Surprise, Chapter 4 by Achilles_Heel
Rated 93.9%, Read 153498 times, Posted Thu 14th of June 2012
Fiction , Body modification, Consensual Sex, Incest, Romance, Teen Male / Female, Transgendered, Transsexual, Transvestite -
My Summer as a Girl part 1 by allioops
«A young man is given the chance to stay with his cousin Christine and live as a girl.»
Rated 93.9%, Read 20316 times, Posted Tue 17th of August 2021
Fiction , First Time, Romance, Teen Male/Teen Female, Transvestite, Virginity -
Kim loses her virginity by jen128
Rated 93.9%, Read 156855 times, Posted Mon 20th of January 2014
Fantasy , Anal, Blowjob, Consensual Sex, First Time, Gay, Transgendered, Transsexual, Transvestite -
Tricked became Enjoyed Part II by Sportslover
Rated 93.9%, Read 53223 times, Posted Wed 15th of May 2013
Fantasy , Blowjob, Boy, Cum Swallowing, Gay, Job/Place-of-work, Mature, Oral Sex, Transvestite -
One Summer Day by hk124
Rated 93.8%, Read 249342 times, Posted Wed 27th of March 2013
Fiction , Anal, Consensual Sex, Transgendered, Transsexual, Transvestite -
My Brother's Girlfriend by justfordanniboi
«One boi's story of how an older brother's girlfriend awoke an identity.»
Rated 93.8%, Read 25773 times, Posted Fri 31st of July 2020
Diary , Gay, Incest, Teen Male / Teen Male, 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 93.8%, Read 7314 times, Posted Tue 31st 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 -
One With the Tribe pt1 by faringwayb
«A human washes up on the shore of a tribe of werewolves»
Rated 93.8%, Read 5460 times, Posted Fri 14th of January 2022
Fantasy , Gay, Humiliation, Monster, Transvestite -
An Accidental Woman by curiouscoupleinraleigh
Rated 93.7%, Read 412914 times, Posted Tue 3rd of August 2010
Fiction , Bi-sexual, Blowjob, Body modification, Coercion, Cum Swallowing, Female / Girl, First Time, Hardcore, Mind Control, Oral Sex, Reluctance, Teen, Transgendered, Transsexual, Transvestite, Written by women, Young -
Brother prostitute by sexyboytoy18
Rated 93.7%, Read 301746 times, Posted Thu 24th of January 2013
Fantasy , Blowjob, Boy / Boy, Consensual Sex, Cum Swallowing, First Time, Gay, Incest, Male Solo, Masturbation, Oral Sex, Prostitution, Teen Male / Teen Male, Transvestite, Virginity, Young -
I hate Sneezing!_(0) by jonialabaster
«Ryan is a voyeur, a pervert, and a younger. He's discovered in his sister's closet while she's working.»
Rated 93.7%, Read 22119 times, Posted Mon 16th of April 2018
Fiction , Blowjob, Incest, Transvestite, Voyeurism -
My Stepfather_(0) by Rutger5
Rated 93.7%, Read 401961 times, Posted Thu 25th of November 2010
Fiction , Anal, Gay, Non-consensual sex, Transsexual, Transvestite -
The Walk...continued (pt2) by charlotte69
Rated 93.7%, Read 24063 times, Posted Tue 21st of January 2014
Fantasy , Bi-sexual, Cum Swallowing, Romance, Transgendered, Transvestite -
The boy, boy toy by craigtv284
Rated 93.6%, Read 45138 times, Posted Sat 7th of February 2015
Fiction , Boy / Boy, Gay, Transvestite -
Wartime Comfort House Diary - Day 8 Shemale by rojac29
«A wartime General found his comfort in a captured young local beauty, converted and trained by his Japanese lover in occupied land.»
Rated 93.6%, Read 10878 times, Posted Sun 5th of December 2021
Fiction , Anal, Asian, Authoritarian, BDSM, Bi-sexual, Blowjob, Body modification, Bondage and restriction, Cruelty, Cum Swallowing, Discipline, Domination/submission, Extreme, Group Sex, Hardcore, Lactation, Male / Females, Male Domination, Mind Control, Oral Sex, Slavery, Threesome, Transgendered, Transsexual, Transvestite, Violence -
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 93.6%, Read 5160 times, Posted Tue 31st of August 2021
Fiction , Anal, Erotica, Exhibitionism, First Time, Male Solo, Masturbation, Role-playing, Toys, Transgendered, Transsexual, Transvestite -
Your tansgender girlfriend by TheTVonthecorner
Rated 93.6%, Read 241731 times, Posted Wed 5th of January 2011
True Story , Transgendered, Transsexual, Transvestite