sexstories.com
Transvestite
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Sister's Surprise_(0) by Achilles_Heel
Rated 95.3%, Read 777717 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 108093 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 402264 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 116514 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 137091 times, Posted Tue 14th of October 2014
Fiction , Anal, Ass to mouth, Blowjob, Cum Swallowing, Gay, Romance, Transvestite, Virginity -
Casey Blossoms by jackie_em
«Casey only dressed up in private before Melissa»
Rated 95.2%, Read 20514 times, Posted Mon 9th of July 2018
Fiction , Bi-sexual, Male/Female, Transvestite -
My young life by Stephon
«My introduction to crossdressing and sex»
Rated 95.2%, Read 33483 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 117780 times, Posted Wed 21st of December 2011
Fantasy , Consensual Sex, Teen, Teen Male / Teen Male, Transgendered, Transvestite -
Uncontrollable Pt. 2 by xerxes10
Rated 95.1%, Read 83001 times, Posted Sun 13th of February 2011
Fantasy , Anal, Cum Swallowing, Gay, Hardcore, Oral Sex, Romance, Teen Male / Teen Male, Transvestite -
Jeffry and Billy 3 by UndeniableUrges
«Jeffry and Billy play even more sexy games»
Rated 95%, Read 17577 times, Posted Wed 2nd of September 2020
Fiction , Domination/submission, Teen Male / Teen Male, Transvestite, Young -
Rite of Passage Ch.03 by XtinaSmith
«(Shemale x Male) Jamie's corruption furthers with help from his crush, Kelly.»
Rated 95%, Read 97221 times, Posted Tue 25th of April 2017
Fiction , Anal, Coercion, Consensual Sex, Domination/submission, Teen Male / Female, Transgendered, Transsexual, Transvestite, Written by women -
James to Jamie by Lucitta
«James experiments with hsi sisters clothing, before getting caught red hnaded.»
Rated 95%, Read 18531 times, Posted Mon 20th of July 2020
Fiction , Boys/Teen Female, Incest, Masturbation, Teen Male Solo, Transvestite, Young -
Becoming Sadi by Beckyj1992
«Feminine crossdresser finally lives out his fantasy.»
Rated 94.9%, Read 161877 times, Posted Fri 6th of May 2016
Fiction , Anal, Blowjob, First Time, Gay, Mature, Oral Sex, Reluctance, Romance, 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 94.9%, Read 41013 times, Posted Thu 21st of July 2016
Fiction , Anal, Blowjob, Body modification, Male/Teen Female, Oral Sex, Reluctance, Romance, Teen, Transgendered, Transsexual, Transvestite -
Taken by my neighbor by jen128
«Crossdreser taken for first time»
Rated 94.9%, Read 201285 times, Posted Tue 20th of October 2015
Fiction , Anal, Blackmail, Blowjob, Coercion, Domination/submission, Erotica, Hardcore, Transvestite -
First time_(15) by TheJessie
Rated 94.9%, Read 59007 times, Posted Thu 21st of February 2013
Fiction , First Time, Lesbian, Transvestite -
Lynn Comes Out_(0) by jackie_em
«Len becomes Lynn & goes on a date»
Rated 94.9%, Read 22407 times, Posted Wed 4th of July 2018
Fiction , Bi-sexual, Gay, Male/Female, Transvestite -
Growing Up CH1 by GoatRavisher
«It started out as Babysitting»
Rated 94.8%, Read 48747 times, Posted Mon 24th of September 2018
Fiction , Boy, First Time, Teen Male / Female, Transvestite -
My Love for Daddy Transformed Me by willingwimp
Rated 94.8%, Read 192813 times, Posted Thu 27th of August 2015
Fiction , Consensual Sex, Erotica, First Time, Incest, Transsexual, Transvestite, Virginity -
Meeting my on-line lover by dlcalguy
«Taking the leap from gay role-playing online to the real thing»
Rated 94.9%, Read 5670 times, Posted Tue 16th of February 2021
Fiction , Gay, Transvestite -
I Hate Sneezing Ch. 3_(0) by jonialabaster
«Ryan gets caught peeping on his sister during her business ventures.»
Rated 94.8%, Read 12645 times, Posted Mon 24th of September 2018
Fiction , Bi-sexual, Blackmail, Blowjob, Coercion, Cum Swallowing, Incest, Pegging, Prostitution, Transvestite -
Sister's Surprise, Chapter 5 by Achilles_Heel
Rated 94.8%, Read 127755 times, Posted Fri 4th of January 2013
Fantasy , Bi-sexual, Erotica, Incest, Male/Female, Oral Sex, Romance, Teen Male/Teen Female, Transgendered, Transvestite -
The Cinema_(0) by BangTidyUK
Rated 94.8%, Read 165297 times, Posted Tue 10th of April 2012
Fantasy , Anal, Bi-sexual, Consensual Sex, Cum Swallowing, Gay, Group Sex, Hardcore, Oral Sex, Transvestite -
Becoming Jane by maverick1989
«The story of a young man giving into his desires.»
Rated 94.7%, Read 76473 times, Posted Tue 4th of October 2016
Fantasy , Transgendered, Transsexual, Transvestite -
My first cock was a crossdressers by Sex conspiracy theorisit
Rated 94.7%, Read 156522 times, Posted Mon 10th of January 2011
True Story , Blowjob, Cum Swallowing, Oral Sex, Reluctance, 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 85851 times, Posted Sun 21st of January 2018
Fantasy , Blowjob, Boy, Gay, Prostitution, Transvestite, Young -
My life as a woman by curiouscoupleinraleigh
Rated 94.6%, Read 250860 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 -
Sister's Surprise, Capter 2 by Achilles_Heel
Rated 94.6%, Read 251118 times, Posted Mon 11th of June 2012
Fiction , Blowjob, Consensual Sex, Cum Swallowing, Incest, Oral Sex, Romance, Teen Male / Female, Transgendered, Transsexual, Transvestite -
Chloes Story by Skman
«My story of the emergency of Chloe»
Rated 94.5%, Read 10284 times, Posted Wed 11th of November 2020
True Story , Anal, Blowjob, Consensual Sex, Gay, Transvestite -
my birthday gift_(1) by iminhose
Rated 94.5%, Read 114750 times, Posted Tue 7th of February 2012
True Story , Transvestite -
A Man's Play Thing by panty_sub
Rated 94.5%, Read 255939 times, Posted Mon 28th of February 2011
Fantasy , Blowjob, Consensual Sex, Cum Swallowing, Domination/submission, Drug, First Time, Gay, Reluctance, Teen, 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 94.4%, Read 18408 times, Posted Wed 19th of August 2020
True Story , Blowjob, Boy, First Time, Gay, Transvestite, 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 94.4%, Read 63219 times, Posted Wed 18th of May 2016
Fiction , Anal, Blowjob, Cum Swallowing, Gay, Mature, Oral Sex, Romance, Transgendered, Transsexual, Transvestite -
My first time with Joe _(0) by CD-Davina20
Rated 94.4%, Read 218556 times, Posted Wed 29th of August 2012
True Story , Gay, Hardcore, Oral Sex, Transvestite -
Jeffry and Billy 6 by UndeniableUrges
«Becky apologizes and tries to make it up to poor Susie»
Rated 94.4%, Read 10242 times, Posted Wed 23rd of September 2020
Fiction , Incest, Male / Female Teens, Teen Male/Teen Female, Transvestite, Young -
One Summer Day by hk124
Rated 94.3%, Read 238563 times, Posted Wed 27th of March 2013
Fiction , Anal, Consensual Sex, Transgendered, Transsexual, Transvestite -
The Auction_(0) by Phoenix Cinders
«Femboy gets tricked into being auctioned off as a slave»
Rated 94.3%, Read 77343 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 -
Sister's Surprise, Chapter 6: The Slumber Party by Achilles_Heel
Rated 94.3%, Read 248022 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 -
Sister's Surprise, Chapter 3 by Achilles_Heel
Rated 94.3%, Read 143814 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 -
Halloween with Kym_(0) by jackie offee
Rated 94.2%, Read 100998 times, Posted Thu 16th of June 2011
Fiction , Exhibitionism, Incest, Transvestite -
Suzy Unleashed Chapter 9 by Suzygurl
Rated 94.2%, Read 11865 times, Posted Wed 27th of May 2015
Fantasy , Transgendered, 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 94.2%, Read 6729 times, Posted Wed 24th of July 2019
Diary , Girls domination, Teen Male/Teen Females, Threesome, Transvestite -
Becoming Daddy's Halloween Princess by willingwimp
Rated 94.2%, Read 113556 times, Posted Thu 27th of August 2015
Fiction , Consensual Sex, Incest, Romance, Teen, Transsexual, Transvestite -
2 stories halloween parties by iminhose
Rated 94.1%, Read 39888 times, Posted Tue 7th of February 2012
True Story , Gay, Transvestite -
Jenny is Full of Secrets by Kingly
Rated 94.1%, Read 218475 times, Posted Fri 20th of June 2014
Fiction , Reluctance, Teen Male/Teen Female, Transgendered, Transsexual, Transvestite -
Neck Deep Ch.02 by XtinaSmith
«Jay advances his position with the enabled twins.»
Rated 94%, Read 48246 times, Posted Mon 9th of October 2017
Fantasy , Anal, Blowjob, Consensual Sex, Cum Swallowing, Oral Sex, Threesome, Transgendered, Transsexual, Transvestite, Written by women -
Attaining Joy by jackie_em
«Joey becomes Joy»
Rated 94%, Read 20262 times, Posted Mon 23rd of July 2018
Fiction , 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 63105 times, Posted Wed 20th of June 2018
Fantasy , Authoritarian, Consensual Sex, Cum Swallowing, Discipline, Gay, Job/Place-of-work, Mature, School, Spanking, Teen, Transvestite -
Sister's Surprise, Chapter 4 by Achilles_Heel
Rated 93.9%, Read 147474 times, Posted Thu 14th of June 2012
Fiction , Body modification, Consensual Sex, Incest, Romance, Teen Male / Female, Transgendered, Transsexual, Transvestite -
Jeffry and Billy 7 by UndeniableUrges
«The Siblings Invite Susie to a Party!»
Rated 93.9%, Read 12351 times, Posted Fri 25th of September 2020
Fiction , Boys/Teen Female, Incest, Teen Male / Teen Male, Teen Male/Teen Females, Transvestite, Young -
My Brother's Girlfriend by justfordanniboi
«One boi's story of how an older brother's girlfriend awoke an identity.»
Rated 93.9%, Read 18012 times, Posted Fri 31st of July 2020
Diary , Gay, Incest, Teen Male / Teen Male, Transvestite -
Rebecca Chapter 02 by RebeccaTG
Rated 93.9%, Read 32964 times, Posted Fri 2nd of March 2012
Fantasy , Ass to mouth, Cum Swallowing, First Time, Transgendered, Transvestite -
Jaime's Journey by jackie_em
«Jaime is feminized by Susan»
Rated 93.8%, Read 20550 times, Posted Wed 1st of August 2018
Fiction , Transgendered, Transsexual, Transvestite -
Wanting to be a girl by fuckmeanyway
Rated 93.8%, Read 136761 times, Posted Mon 22nd of February 2010
Fiction , Blowjob, Cum Swallowing, First Time, Gay, Incest, Transvestite -
An Accidental Woman by curiouscoupleinraleigh
Rated 93.8%, Read 392016 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 -
Kim loses her virginity by jen128
Rated 93.8%, Read 144471 times, Posted Mon 20th of January 2014
Fantasy , Anal, Blowjob, Consensual Sex, First Time, Gay, Transgendered, Transsexual, Transvestite -
My Stepfather 2_(0) by Rutger5
Rated 93.7%, Read 162585 times, Posted Sun 28th of November 2010
Fiction , Anal, Domination/submission, Gay, Transvestite -
Brother prostitute by sexyboytoy18
Rated 93.7%, Read 287343 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 -
The boy, boy toy by craigtv284
Rated 93.7%, Read 39372 times, Posted Sat 7th of February 2015
Fiction , Boy / Boy, Gay, Transvestite -
Working 'Girl'_(1) by mrseven
«A teen boy works the park late at night to make money in the best way he knows how.»
Rated 93.7%, Read 28551 times, Posted Sun 21st of January 2018
Fantasy , Blowjob, Boy, Gay, Prostitution, Transvestite, Young -
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 93.7%, Read 46851 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 -
Something Extra_(0) by jjkrause
«A young hermaphrodite searches for love and understanding»
Rated 93.7%, Read 55929 times, Posted Tue 29th of December 2015
Fantasm , Anal, Bi-sexual, Blowjob, Transgendered, Transsexual, Transvestite -
Jody Transformed by jackie_em
«Jody has to dress as a woman to get a job»
Rated 93.6%, Read 23304 times, Posted Fri 13th of July 2018
Fiction , Bi-sexual, Transgendered, Transsexual, Transvestite -
The forgotten room by Icanyep
«The new night shift maintenance guy discovers a beautiful coma patient with a surprise»
Rated 93.6%, Read 75501 times, Posted Wed 10th of May 2017
Fantasm , Anal, Ass to mouth, Bi-sexual, Blowjob, Transgendered, Transsexual, Transvestite -
The Permissive Purity of Father Fontane [3] by NeonChameleon
«Twenty miles»
Rated 93.5%, Read 9543 times, Posted Mon 29th of April 2019
Fiction , Bi-sexual, Blowjob, Boy, Cum Swallowing, Gay, Incest, Mature, Transvestite, Young -
My Stepfather_(0) by Rutger5
Rated 93.5%, Read 379995 times, Posted Thu 25th of November 2010
Fiction , Anal, Gay, Non-consensual sex, Transsexual, Transvestite -
James and Jenny Part 4 by Kingly
Rated 93.5%, Read 74988 times, Posted Tue 18th of November 2014
Fiction , Blowjob, Bondage and restriction, Consensual Sex, Pegging, Teen Male / Female, Transgendered, Transsexual, Transvestite -
Your tansgender girlfriend by TheTVonthecorner
Rated 93.4%, Read 226620 times, Posted Wed 5th of January 2011
True Story , Transgendered, Transsexual, Transvestite -
Late Night In The Office by Heatround
Rated 93.4%, Read 88656 times, Posted Tue 13th of August 2013
Fantasy , Hardcore, Transgendered, Transsexual, Transvestite -
The Story of Tim to Jennifer Part 3 by jen128
Rated 93.4%, Read 71334 times, Posted Sun 16th of October 2011
Fiction , Bi-sexual, Cuckold, Hardcore, Threesome, Transgendered, Transsexual, Transvestite