sexstories.com
Transvestite
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Sister's Surprise_(0) by Achilles_Heel
Rated 95.2%, Read 789426 times, Posted Fri 8th of June 2012
Fiction , Consensual Sex, Incest, Romance, Teen Male / Female, Transvestite -
Kelly - Part 2 by xerxes10
Rated 95.2%, Read 112938 times, Posted Fri 23rd of December 2011
Fantasy , Anal, Oral Sex, Romance, Teen Male / Teen Male, Transgendered, Transvestite -
caught in drag by picklewasher
Rated 95.2%, Read 417225 times, Posted Sun 6th of December 2009
True Story , Anal, Boy / Boy, Cum Swallowing, Gay, Masturbation, Transvestite -
Carl or Carla by Mystic47
Rated 95.2%, Read 120447 times, Posted Mon 30th of June 2014
Fiction , Incest, Lesbian, Male/Female, Transvestite, Written by women -
The Transformation of Jesse by JtellerMT
Rated 95.2%, Read 144759 times, Posted Tue 14th of October 2014
Fiction , Anal, Ass to mouth, Blowjob, Cum Swallowing, Gay, Romance, Transvestite, Virginity -
Taken by my neighbor by jen128
«Crossdreser taken for first time»
Rated 95.1%, Read 212706 times, Posted Tue 20th of October 2015
Fiction , Anal, Blackmail, Blowjob, Coercion, Domination/submission, Erotica, Hardcore, Transvestite -
Kelly - Part 1 by xerxes10
Rated 95%, Read 122955 times, Posted Wed 21st of December 2011
Fantasy , Consensual Sex, Teen, Teen Male / Teen Male, Transgendered, Transvestite -
First time_(15) by TheJessie
Rated 95%, Read 60915 times, Posted Thu 21st of February 2013
Fiction , First Time, Lesbian, Transvestite -
My young life by Stephon
«My introduction to crossdressing and sex»
Rated 95%, Read 42828 times, Posted Tue 27th of November 2018
True Story , Anal, Blowjob, Boy / Boy, Cum Swallowing, First Time, Transvestite -
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 31545 times, Posted Wed 19th of August 2020
True Story , Blowjob, Boy, First Time, Gay, Transvestite, Young -
The Cinema_(0) by BangTidyUK
Rated 94.9%, Read 169704 times, Posted Tue 10th of April 2012
Fantasy , Anal, Bi-sexual, Consensual Sex, Cum Swallowing, Gay, Group Sex, Hardcore, Oral Sex, Transvestite -
Casey Blossoms by jackie_em
«Casey only dressed up in private before Melissa»
Rated 94.9%, Read 22839 times, Posted Mon 9th of July 2018
Fiction , Bi-sexual, Male/Female, Transvestite -
Meeting my on-line lover by dlcalguy
«Taking the leap from gay role-playing online to the real thing»
Rated 94.8%, Read 14070 times, Posted Tue 16th of February 2021
Fiction , Gay, 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 94.8%, Read 92400 times, Posted Sun 21st of January 2018
Fantasy , Blowjob, Boy, Gay, Prostitution, Transvestite, Young -
Lynn Comes Out_(0) by jackie_em
«Len becomes Lynn & goes on a date»
Rated 94.8%, Read 26889 times, Posted Wed 4th of July 2018
Fiction , Bi-sexual, Gay, Male/Female, Transvestite -
My first cock was a crossdressers by Sex conspiracy theorisit
Rated 94.8%, Read 159774 times, Posted Mon 10th of January 2011
True Story , Blowjob, Cum Swallowing, Oral Sex, Reluctance, Transvestite -
Uncontrollable Pt. 2 by xerxes10
Rated 94.8%, Read 86655 times, Posted Sun 13th of February 2011
Fantasy , Anal, Cum Swallowing, Gay, Hardcore, Oral Sex, Romance, Teen Male / Teen Male, Transvestite -
Sister's Surprise, Chapter 5 by Achilles_Heel
Rated 94.8%, Read 130050 times, Posted Fri 4th of January 2013
Fantasy , Bi-sexual, Erotica, Incest, Male/Female, Oral Sex, Romance, Teen Male/Teen Female, Transgendered, Transvestite -
Becoming Sadi by Beckyj1992
«Feminine crossdresser finally lives out his fantasy.»
Rated 94.8%, Read 169785 times, Posted Fri 6th of May 2016
Fiction , Anal, Blowjob, First Time, Gay, Mature, Oral Sex, Reluctance, Romance, Transgendered, Transsexual, Transvestite, Virginity -
My life as a woman by curiouscoupleinraleigh
Rated 94.7%, Read 258054 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 -
Jeffry and Billy 3 by UndeniableUrges
«Jeffry and Billy play even more sexy games»
Rated 94.7%, Read 23490 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 94.7%, Read 81735 times, Posted Tue 4th of October 2016
Fantasy , Transgendered, Transsexual, Transvestite -
I Hate Sneezing Ch. 3_(0) by jonialabaster
«Ryan gets caught peeping on his sister during her business ventures.»
Rated 94.7%, Read 18969 times, Posted Mon 24th of September 2018
Fiction , Bi-sexual, Blackmail, Blowjob, Coercion, Cum Swallowing, Incest, Pegging, Prostitution, Transvestite -
My Love for Daddy Transformed Me by willingwimp
Rated 94.7%, Read 201438 times, Posted Thu 27th of August 2015
Fiction , Consensual Sex, Erotica, First Time, Incest, Transsexual, Transvestite, Virginity -
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 94.6%, Read 65961 times, Posted Wed 18th of May 2016
Fiction , Anal, Blowjob, Cum Swallowing, Gay, Mature, Oral Sex, Romance, Transgendered, 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 101022 times, Posted Tue 25th of April 2017
Fiction , Anal, Coercion, Consensual Sex, Domination/submission, Teen Male / Female, Transgendered, Transsexual, Transvestite, Written by women -
my birthday gift_(1) by iminhose
Rated 94.6%, Read 116919 times, Posted Tue 7th of February 2012
True Story , Transvestite -
Growing Up CH1 by GoatRavisher
«It started out as Babysitting»
Rated 94.6%, Read 52692 times, Posted Mon 24th of September 2018
Fiction , Boy, First Time, Teen Male / Female, Transvestite -
Suzy Unleashed Chapter 9 by Suzygurl
Rated 94.5%, Read 12636 times, Posted Wed 27th of May 2015
Fantasy , Transgendered, Transvestite -
My Brother's Girlfriend by justfordanniboi
«One boi's story of how an older brother's girlfriend awoke an identity.»
Rated 94.5%, Read 21402 times, Posted Fri 31st of July 2020
Diary , Gay, Incest, Teen Male / Teen Male, Transvestite -
Sister's Surprise, Capter 2 by Achilles_Heel
Rated 94.5%, Read 255522 times, Posted Mon 11th of June 2012
Fiction , Blowjob, Consensual Sex, Cum Swallowing, Incest, Oral Sex, Romance, Teen Male / Female, Transgendered, Transsexual, Transvestite -
My first time with Joe _(0) by CD-Davina20
Rated 94.5%, Read 220938 times, Posted Wed 29th of August 2012
True Story , Gay, Hardcore, Oral Sex, Transvestite -
Becoming Daddy's Halloween Princess by willingwimp
Rated 94.4%, Read 118434 times, Posted Thu 27th of August 2015
Fiction , Consensual Sex, Incest, Romance, Teen, Transsexual, Transvestite -
Jaime's Journey by jackie_em
«Jaime is feminized by Susan»
Rated 94.4%, Read 23055 times, Posted Wed 1st of August 2018
Fiction , Transgendered, Transsexual, 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 94.4%, Read 43848 times, Posted Thu 21st of July 2016
Fiction , Anal, Blowjob, Body modification, Male/Teen Female, Oral Sex, Reluctance, Romance, Teen, Transgendered, Transsexual, Transvestite -
Attaining Joy by jackie_em
«Joey becomes Joy»
Rated 94.4%, Read 22035 times, Posted Mon 23rd of July 2018
Fiction , Transsexual, Transvestite -
A Man's Play Thing by panty_sub
Rated 94.4%, Read 262263 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 4 by UndeniableUrges
«Billy and Jeffry get caught!»
Rated 94.4%, Read 25272 times, Posted Fri 4th of September 2020
Fiction , Domination/submission, Incest, Teen Male / Teen Male, Teen Male/Teen Female, Transvestite, Young -
The Auction_(0) by Phoenix Cinders
«Femboy gets tricked into being auctioned off as a slave»
Rated 94.3%, Read 84285 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 -
Jeffry and Billy 6 by UndeniableUrges
«Becky apologizes and tries to make it up to poor Susie»
Rated 94.3%, Read 13830 times, Posted Wed 23rd of September 2020
Fiction , Incest, Male / Female Teens, Teen Male/Teen Female, Transvestite, Young -
2 stories halloween parties by iminhose
Rated 94.3%, Read 41256 times, Posted Tue 7th of February 2012
True Story , Gay, Transvestite -
Halloween with Kym_(0) by jackie offee
Rated 94.3%, Read 102180 times, Posted Thu 16th of June 2011
Fiction , Exhibitionism, Incest, Transvestite -
Sister's Surprise, Chapter 3 by Achilles_Heel
Rated 94.3%, Read 146706 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 chapter 5 1/2 by GoatRavisher
«I totally got this out of order! Cindy and Christine hook up before chapter 6.»
Rated 94.2%, Read 7887 times, Posted Wed 24th of July 2019
Diary , Girls domination, Teen Male/Teen Females, Threesome, 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 65127 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 10893 times, Posted Mon 29th of April 2019
Fiction , Bi-sexual, Blowjob, Boy, Cum Swallowing, Gay, Incest, Mature, Transvestite, Young -
One Summer Day by hk124
Rated 94.2%, Read 242385 times, Posted Wed 27th of March 2013
Fiction , Anal, Consensual Sex, Transgendered, Transsexual, Transvestite -
Sister's Surprise, Chapter 6: The Slumber Party by Achilles_Heel
Rated 94.2%, Read 252810 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 -
Jeffry and Billy 7 by UndeniableUrges
«The Siblings Invite Susie to a Party!»
Rated 94.1%, Read 19284 times, Posted Fri 25th of September 2020
Fiction , Boys/Teen Female, Incest, Teen Male / Teen Male, Teen Male/Teen Females, Transvestite, Young -
Jody Transformed by jackie_em
«Jody has to dress as a woman to get a job»
Rated 94.1%, Read 25773 times, Posted Fri 13th of July 2018
Fiction , Bi-sexual, Transgendered, Transsexual, Transvestite -
Jenny is Full of Secrets by Kingly
Rated 94%, Read 222414 times, Posted Fri 20th of June 2014
Fiction , Reluctance, Teen Male/Teen Female, Transgendered, Transsexual, Transvestite -
Kim loses her virginity by jen128
Rated 94%, Read 147858 times, Posted Mon 20th of January 2014
Fantasy , Anal, Blowjob, Consensual Sex, First Time, Gay, Transgendered, Transsexual, Transvestite -
Rebecca Chapter 02 by RebeccaTG
Rated 93.9%, Read 33687 times, Posted Fri 2nd of March 2012
Fantasy , Ass to mouth, Cum Swallowing, First Time, Transgendered, Transvestite -
Sister's Surprise, Chapter 4 by Achilles_Heel
Rated 93.9%, Read 149388 times, Posted Thu 14th of June 2012
Fiction , Body modification, Consensual Sex, Incest, Romance, Teen Male / Female, Transgendered, Transsexual, Transvestite -
My Stepfather 2_(0) by Rutger5
Rated 93.9%, Read 165438 times, Posted Sun 28th of November 2010
Fiction , Anal, Domination/submission, Gay, Transvestite -
The boy, boy toy by craigtv284
Rated 93.8%, Read 41118 times, Posted Sat 7th of February 2015
Fiction , Boy / Boy, Gay, Transvestite -
An Accidental Woman by curiouscoupleinraleigh
Rated 93.8%, Read 398205 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 -
Wanting to be a girl by fuckmeanyway
Rated 93.7%, Read 139482 times, Posted Mon 22nd of February 2010
Fiction , Blowjob, Cum Swallowing, First Time, Gay, Incest, Transvestite -
Brother prostitute by sexyboytoy18
Rated 93.7%, Read 292209 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 -
Something Extra_(0) by jjkrause
«A young hermaphrodite searches for love and understanding»
Rated 93.6%, Read 57789 times, Posted Tue 29th of December 2015
Fantasm , Anal, Bi-sexual, Blowjob, Transgendered, Transsexual, Transvestite -
I come home as a gurl and used by my roommate. by heidi001
«I was used by my roommate one night after going out dressed.»
Rated 93.6%, Read 51105 times, Posted Wed 14th of August 2019
True Story , Anal, Blowjob, Consensual Sex, First Time, Rape, Transgendered, Transsexual, Transvestite -
Chloes Story by Skman
«My story of the emergency of Chloe»
Rated 93.6%, Read 13752 times, Posted Wed 11th of November 2020
True Story , Anal, Blowjob, Consensual Sex, Gay, Transvestite -
James to Jamie by Lucitta
«James experiments with hsi sisters clothing, before getting caught red hnaded.»
Rated 93.6%, Read 22662 times, Posted Mon 20th of July 2020
Fiction , Boys/Teen Female, Incest, Masturbation, Teen Male Solo, Transvestite, Young -
The forgotten room by Icanyep
«The new night shift maintenance guy discovers a beautiful coma patient with a surprise»
Rated 93.6%, Read 77364 times, Posted Wed 10th of May 2017
Fantasm , Anal, Ass to mouth, Bi-sexual, Blowjob, Transgendered, Transsexual, Transvestite -
The Story of Tim to Jennifer Part 3 by jen128
Rated 93.6%, Read 73686 times, Posted Sun 16th of October 2011
Fiction , Bi-sexual, Cuckold, Hardcore, Threesome, Transgendered, Transsexual, Transvestite -
My Stepfather_(0) by Rutger5
Rated 93.5%, Read 387933 times, Posted Thu 25th of November 2010
Fiction , Anal, Gay, Non-consensual sex, Transsexual, Transvestite -
Mama's Girl by Phoenix Cinders
«In order to survive in the projects, white boy had to become an ebony woman's sissy bitch and take her big black dick.»
Rated 93.5%, Read 51105 times, Posted Tue 12th of March 2019
Science-Fiction , Anal, Ass to mouth, Black, Blowjob, Consensual Sex, Domination/submission, Erotica, Oral Sex, Romance, Teen, Transgendered, Transsexual, Transvestite -
Tricked became Enjoyed Part II by Sportslover
Rated 93.5%, Read 50973 times, Posted Wed 15th of May 2013
Fantasy , Blowjob, Boy, Cum Swallowing, Gay, Job/Place-of-work, Mature, Oral Sex, Transvestite -
Your tansgender girlfriend by TheTVonthecorner
Rated 93.5%, Read 231630 times, Posted Wed 5th of January 2011
True Story , Transgendered, Transsexual, Transvestite -
Kylee's Sauna Fantasies by Jess Romeo
«A hot rich teen named Kylee has a big surprise for the guy she brings back to her hotel room»
Rated 93.5%, Read 84501 times, Posted Fri 15th of January 2016
Fantasm , Anal, Bi-sexual, Blowjob, Cum Swallowing, Drug, Toys, Transgendered, Transsexual, Transvestite, Young