sexstories.com
Transvestite
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caught in drag by picklewasher
Rated 95.3%, Read 465483 times, Posted Sun 6th of December 2009
True Story , Anal, Boy / Boy, Cum Swallowing, Gay, Masturbation, Transvestite -
Jeffry and Billy 7 by UndeniableUrges
«The Siblings Invite Susie to a Party!»
Rated 95.3%, Read 41241 times, Posted Wed 23rd of September 2020
Fiction , Boys/Teen Female, Incest, Teen Male / Teen Male, Teen Male/Teen Females, Transvestite, Young -
Sister's Surprise_(0) by Achilles_Heel
Rated 95.3%, Read 826785 times, Posted Fri 8th of June 2012
Fiction , Consensual Sex, Incest, Romance, Teen Male / Female, Transvestite -
Jeffry and Billy 4 by UndeniableUrges
«Billy and Jeffry get caught!»
Rated 95.2%, Read 41574 times, Posted Thu 3rd of September 2020
Fiction , Domination/submission, Incest, Teen Male / Teen Male, Teen Male/Teen Female, Transvestite, Young -
Taken by my neighbor by jen128
«Crossdreser taken for first time»
Rated 95.2%, Read 258087 times, Posted Sun 27th of September 2015
Fiction , Anal, Blackmail, Blowjob, Coercion, Domination/submission, Erotica, Hardcore, Transvestite -
Kelly - Part 2 by xerxes10
Rated 95.2%, Read 128712 times, Posted Fri 23rd of December 2011
Fantasy , Anal, Oral Sex, Romance, Teen Male / Teen Male, Transgendered, Transvestite -
My first cock was a crossdressers by Sex conspiracy theorisit
Rated 95.2%, Read 178680 times, Posted Mon 10th of January 2011
True Story , Blowjob, Cum Swallowing, Oral Sex, Reluctance, Transvestite -
My young life by Stephon
«My introduction to crossdressing and sex»
Rated 95.1%, Read 85368 times, Posted Fri 23rd of November 2018
True Story , Anal, Blowjob, Boy / Boy, Cum Swallowing, First Time, Transvestite -
The Transformation of Jesse by JtellerMT
Rated 95.1%, Read 170070 times, Posted Sun 9th of February 2014
Fiction , Anal, Ass to mouth, Blowjob, Cum Swallowing, Gay, Romance, Transvestite, Virginity -
Carl or Carla by Mystic47
Rated 95%, Read 130605 times, Posted Sun 29th 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 95%, Read 64161 times, Posted Mon 17th of August 2020
True Story , Blowjob, Boy, First Time, Gay, Transvestite, Young -
First time_(15) by TheJessie
Rated 95%, Read 67692 times, Posted Thu 21st of February 2013
Fiction , First Time, Lesbian, Transvestite -
Jeffry and Billy 6 by UndeniableUrges
«Becky apologizes and tries to make it up to poor Susie»
Rated 95%, Read 23586 times, Posted Tue 22nd of September 2020
Fiction , Incest, Male / Female Teens, Teen Male/Teen Female, Transvestite, Young -
Jeffry and Billy 3 by UndeniableUrges
«Jeffry and Billy play even more sexy games»
Rated 95%, Read 41328 times, Posted Sun 30th of August 2020
Fiction , Domination/submission, Teen Male / Teen Male, Transvestite, Young -
Sister's Surprise, Chapter 5 by Achilles_Heel
Rated 95%, Read 140688 times, Posted Fri 4th of January 2013
Fantasy , Bi-sexual, Erotica, Incest, Male/Female, Oral Sex, Romance, Teen Male/Teen Female, Transgendered, Transvestite -
Cross-dressing camper by Satintex
«Wearing my favorite lingerie while camping and I get some unexpected visitors»
Rated 94.9%, Read 30186 times, Posted Thu 20th of May 2021
Fantasy , Bi-sexual, Cum Swallowing, First Time, Gay, Oral Sex, Transvestite -
Kelly - Part 1 by xerxes10
Rated 94.9%, Read 142089 times, Posted Wed 21st of December 2011
Fantasy , Consensual Sex, Teen, Teen Male / Teen Male, Transgendered, Transvestite -
The Cinema_(0) by BangTidyUK
Rated 94.9%, Read 186066 times, Posted Tue 10th of April 2012
Fantasy , Anal, Bi-sexual, Consensual Sex, Cum Swallowing, Gay, Group Sex, Hardcore, Oral Sex, Transvestite -
Camming Down the Rabbit Hole Ch1 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 94.9%, Read 12618 times, Posted Tue 24th of August 2021
Fiction , Bi-sexual, Exhibitionism, First Time, Male Solo, Masturbation, Prostitution, Transgendered, Transsexual, Transvestite -
Uncontrollable Pt. 2 by xerxes10
Rated 94.8%, Read 94614 times, Posted Sun 13th of February 2011
Fantasy , Anal, Cum Swallowing, Gay, Hardcore, Oral Sex, Romance, Teen Male / Teen Male, Transvestite -
Meeting my on-line lover by dlcalguy
«Taking the leap from gay role-playing online to the real thing»
Rated 94.8%, Read 24981 times, Posted Sat 13th of February 2021
Fiction , Gay, Transvestite -
My first time with Joe _(0) by CD-Davina20
Rated 94.7%, Read 229263 times, Posted Wed 29th of August 2012
True Story , Gay, Hardcore, Oral Sex, Transvestite -
My life as a woman by curiouscoupleinraleigh
Rated 94.7%, Read 294543 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 -
Suzy Unleashed Chapter 9 by Suzygurl
Rated 94.7%, Read 15969 times, Posted Wed 27th of May 2015
Fantasy , Transgendered, Transvestite -
Becoming Sadi by Beckyj1992
«Feminine crossdresser finally lives out his fantasy.»
Rated 94.7%, Read 189927 times, Posted Mon 2nd of May 2016
Fiction , Anal, Blowjob, First Time, Gay, Mature, Oral Sex, Reluctance, Romance, Transgendered, Transsexual, Transvestite, Virginity -
Becoming Jane by maverick1989
«The story of a young man giving into his desires.»
Rated 94.6%, Read 114678 times, Posted Fri 2nd of September 2016
Fantasy , Transgendered, Transsexual, Transvestite -
The Auction_(0) by Phoenix Cinders
«Femboy gets tricked into being auctioned off as a slave»
Rated 94.6%, Read 109497 times, Posted Sat 25th 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 -
My Love for Daddy Transformed Me by willingwimp
Rated 94.6%, Read 229530 times, Posted Mon 24th of August 2015
Fiction , Consensual Sex, Erotica, First Time, Incest, Transsexual, Transvestite, Virginity -
I Hate Sneezing Ch. 3_(0) by jonialabaster
«Ryan gets caught peeping on his sister during her business ventures.»
Rated 94.6%, Read 34332 times, Posted Mon 24th of September 2018
Fiction , Bi-sexual, Blackmail, Blowjob, Coercion, Cum Swallowing, Incest, Pegging, Prostitution, Transvestite -
Rebecca Chapter 02 by RebeccaTG
Rated 94.5%, Read 36747 times, Posted Fri 2nd of March 2012
Fantasy , Ass to mouth, Cum Swallowing, First Time, Transgendered, Transvestite -
Rite of Passage Ch.03 by XtinaSmith
«(Shemale x Male) Jamie's corruption furthers with help from his crush, Kelly.»
Rated 94.5%, Read 109581 times, Posted Fri 14th of April 2017
Fiction , Anal, Coercion, Consensual Sex, Domination/submission, Teen Male / Female, Transgendered, Transsexual, Transvestite, Written by women -
A Man's Play Thing by panty_sub
Rated 94.5%, Read 278970 times, Posted Mon 28th of February 2011
Fantasy , Blowjob, Consensual Sex, Cum Swallowing, Domination/submission, Drug, First Time, Gay, Reluctance, Teen, 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 94.5%, Read 108624 times, Posted Fri 19th of January 2018
Fantasy , Blowjob, Boy, Gay, Prostitution, Transvestite, Young -
Suzy Unleashed Chapter 7 by Suzygurl
Rated 94.5%, Read 24219 times, Posted Wed 16th of July 2014
Fantasm , Blowjob, Slavery, Transgendered, Transsexual, Transvestite -
2 stories halloween parties by iminhose
Rated 94.5%, Read 46365 times, Posted Tue 7th of February 2012
True Story , Gay, Transvestite -
Sister's Surprise, Capter 2 by Achilles_Heel
Rated 94.5%, Read 270699 times, Posted Mon 11th of June 2012
Fiction , Blowjob, Consensual Sex, Cum Swallowing, Incest, Oral Sex, Romance, Teen Male / Female, Transgendered, Transsexual, Transvestite -
Growing Up CH1 by GoatRavisher
«It started out as Babysitting»
Rated 94.4%, Read 61626 times, Posted Fri 21st of September 2018
Fiction , Boy, First Time, Teen Male / Female, Transvestite -
Becoming Daddy's Halloween Princess by willingwimp
Rated 94.3%, Read 141258 times, Posted Mon 24th of August 2015
Fiction , Consensual Sex, Incest, Romance, Teen, 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 94.3%, Read 10344 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 -
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 73869 times, Posted Fri 13th of May 2016
Fiction , Anal, Blowjob, Cum Swallowing, Gay, Mature, Oral Sex, Romance, Transgendered, Transsexual, Transvestite -
my birthday gift_(1) by iminhose
Rated 94.3%, Read 123450 times, Posted Tue 7th of February 2012
True Story , Transvestite -
Sister's Surprise, Chapter 3 by Achilles_Heel
Rated 94.3%, Read 155910 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 -
My Stepfather 2_(0) by Rutger5
Rated 94.3%, Read 174777 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 94.2%, Read 266865 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 -
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 51333 times, Posted Thu 7th of July 2016
Fiction , Anal, Blowjob, Body modification, Male/Teen Female, Oral Sex, Reluctance, Romance, Teen, Transgendered, Transsexual, Transvestite -
Halloween with Kym_(0) by jackie offee
Rated 94.2%, Read 105939 times, Posted Thu 16th of June 2011
Fiction , Exhibitionism, Incest, Transvestite -
My Brother's Girlfriend by justfordanniboi
«One boi's story of how an older brother's girlfriend awoke an identity.»
Rated 94.1%, Read 28200 times, Posted Fri 31st of July 2020
Diary , Gay, Incest, Teen Male / Teen Male, Transvestite -
Wanting to be a girl by fuckmeanyway
Rated 94.1%, Read 148509 times, Posted Mon 22nd of February 2010
Fiction , Blowjob, Cum Swallowing, First Time, Gay, Incest, Transvestite -
Jenny is Full of Secrets by Kingly
Rated 94%, Read 235500 times, Posted Thu 17th of April 2014
Fiction , Reluctance, Teen Male/Teen Female, 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%, Read 72513 times, Posted Tue 19th of June 2018
Fantasy , Authoritarian, Consensual Sex, Cum Swallowing, Discipline, Gay, Job/Place-of-work, Mature, School, Spanking, Teen, Transvestite -
Tricked became Enjoyed Part II by Sportslover
Rated 94%, Read 54708 times, Posted Wed 15th of May 2013
Fantasy , Blowjob, Boy, Cum Swallowing, Gay, Job/Place-of-work, Mature, Oral Sex, Transvestite -
The Walk...continued (pt2) by charlotte69
Rated 93.9%, Read 24657 times, Posted Wed 8th of January 2014
Fantasy , Bi-sexual, Cum Swallowing, Romance, Transgendered, Transvestite -
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 93.9%, Read 23529 times, Posted Mon 16th of April 2018
Fiction , Blowjob, Incest, Transvestite, Voyeurism -
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 93.9%, Read 10359 times, Posted Thu 29th of April 2021
Fiction , Blowjob, First Time, Teen, Transgendered, Transvestite, Virginity -
Suzy Unleashed Chapter 2 by Suzygurl
Rated 93.9%, Read 40365 times, Posted Thu 7th of June 2012
Fiction , Slavery, Transgendered, Transsexual, Transvestite -
Sister's Surprise, Chapter 4 by Achilles_Heel
Rated 93.8%, Read 155757 times, Posted Thu 14th of June 2012
Fiction , Body modification, Consensual Sex, Incest, Romance, Teen Male / Female, Transgendered, Transsexual, Transvestite -
One Summer Day by hk124
Rated 93.8%, Read 252123 times, Posted Wed 27th of March 2013
Fiction , Anal, Consensual Sex, Transgendered, Transsexual, Transvestite -
James to Jamie by Lucitta
«James experiments with hsi sisters clothing, before getting caught red hnaded.»
Rated 93.8%, Read 30645 times, Posted Sat 18th of July 2020
Fiction , Boys/Teen Female, Incest, Masturbation, Teen Male Solo, Transvestite, Young -
The boy, boy toy by craigtv284
Rated 93.8%, Read 46764 times, Posted Thu 5th of February 2015
Fiction , Boy / Boy, Gay, 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 93.8%, Read 10449 times, Posted Mon 12th of July 2021
Fiction , Anal, Exhibitionism, Male/Teen Female, massage, Masturbation, Older Male / Female, Role-playing, Teen, Transvestite, Young -
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 93.8%, Read 22551 times, Posted Mon 2nd of August 2021
Fiction , First Time, Romance, Teen Male/Teen Female, Transvestite, Virginity -
Kim loses her virginity by jen128
Rated 93.7%, Read 160113 times, Posted Sun 19th of January 2014
Fantasy , Anal, Blowjob, Consensual Sex, First Time, Gay, Transgendered, Transsexual, Transvestite -
James and Jenny Part 4 by Kingly
Rated 93.7%, Read 82827 times, Posted Thu 21st of August 2014
Fiction , Blowjob, Bondage and restriction, Consensual Sex, Pegging, Teen Male / Female, Transgendered, Transsexual, Transvestite -
An Accidental Woman by curiouscoupleinraleigh
Rated 93.7%, Read 420225 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 -
Late Night In The Office by Heatround
Rated 93.7%, Read 95730 times, Posted Tue 13th of August 2013
Fantasy , Hardcore, Transgendered, Transsexual, Transvestite -
Brother prostitute by sexyboytoy18
Rated 93.7%, Read 307065 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 -
Chloes Story by Skman
«My story of the emergency of Chloe»
Rated 93.7%, Read 17520 times, Posted Wed 11th of November 2020
True Story , Anal, Blowjob, Consensual Sex, Gay, Transvestite -
My Stepfather_(0) by Rutger5
Rated 93.6%, Read 409701 times, Posted Thu 25th of November 2010
Fiction , Anal, Gay, Non-consensual sex, Transsexual, 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 15402 times, Posted Mon 11th of October 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 -
Auntie Turned Me into Her Little Boy Slut by willingwimp
Rated 93.6%, Read 139050 times, Posted Mon 2nd of February 2015
Fiction , Domination/submission, Incest, Transsexual, Transvestite, Young