sexstories.com
Transvestite
-
Sister's Surprise_(0) by Achilles_Heel
Rated 95.2%, Read 802569 times, Posted Fri 8th of June 2012
Fiction , Consensual Sex, Incest, Romance, Teen Male / Female, Transvestite -
Taken by my neighbor by jen128
«Crossdreser taken for first time»
Rated 95.2%, Read 230877 times, Posted Tue 20th of October 2015
Fiction , Anal, Blackmail, Blowjob, Coercion, Domination/submission, Erotica, Hardcore, Transvestite -
Carl or Carla by Mystic47
Rated 95.1%, Read 124413 times, Posted Mon 30th of June 2014
Fiction , Incest, Lesbian, Male/Female, Transvestite, Written by women -
caught in drag by picklewasher
Rated 95.1%, Read 433440 times, Posted Sun 6th of December 2009
True Story , Anal, Boy / Boy, Cum Swallowing, Gay, Masturbation, Transvestite -
Kelly - Part 2 by xerxes10
Rated 95.1%, Read 118485 times, Posted Fri 23rd of December 2011
Fantasy , Anal, Oral Sex, Romance, Teen Male / Teen Male, Transgendered, Transvestite -
The Transformation of Jesse by JtellerMT
Rated 95.1%, Read 154845 times, Posted Tue 14th of October 2014
Fiction , Anal, Ass to mouth, Blowjob, Cum Swallowing, Gay, Romance, Transvestite, Virginity -
My first cock was a crossdressers by Sex conspiracy theorisit
Rated 95.1%, Read 165237 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%, Read 55047 times, Posted Tue 27th of November 2018
True Story , Anal, Blowjob, Boy / Boy, Cum Swallowing, First Time, Transvestite -
The Cinema_(0) by BangTidyUK
Rated 94.9%, Read 176766 times, Posted Tue 10th of April 2012
Fantasy , Anal, Bi-sexual, Consensual Sex, Cum Swallowing, Gay, Group Sex, Hardcore, Oral Sex, Transvestite -
First time_(15) by TheJessie
Rated 94.9%, Read 63075 times, Posted Thu 21st of February 2013
Fiction , First Time, Lesbian, Transvestite -
Becoming Daddy's Halloween Princess by willingwimp
Rated 94.9%, Read 126120 times, Posted Thu 27th of August 2015
Fiction , Consensual Sex, Incest, Romance, Teen, Transsexual, Transvestite -
Sister's Surprise, Chapter 5 by Achilles_Heel
Rated 94.9%, Read 133659 times, Posted Fri 4th of January 2013
Fantasy , Bi-sexual, Erotica, Incest, Male/Female, Oral Sex, Romance, Teen Male/Teen Female, Transgendered, Transvestite -
I Hate Sneezing Ch. 3_(0) by jonialabaster
«Ryan gets caught peeping on his sister during her business ventures.»
Rated 94.8%, Read 26862 times, Posted Mon 24th of September 2018
Fiction , Bi-sexual, Blackmail, Blowjob, Coercion, Cum Swallowing, Incest, Pegging, Prostitution, Transvestite -
Kelly - Part 1 by xerxes10
Rated 94.8%, Read 128661 times, Posted Wed 21st of December 2011
Fantasy , Consensual Sex, Teen, Teen Male / Teen Male, Transgendered, Transvestite -
My Love for Daddy Transformed Me by willingwimp
Rated 94.8%, Read 211890 times, Posted Thu 27th of August 2015
Fiction , Consensual Sex, Erotica, First Time, Incest, Transsexual, Transvestite, Virginity -
My life as a woman by curiouscoupleinraleigh
Rated 94.8%, Read 270237 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 -
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 100239 times, Posted Sun 21st of January 2018
Fantasy , Blowjob, Boy, Gay, Prostitution, Transvestite, Young -
Uncontrollable Pt. 2 by xerxes10
Rated 94.8%, Read 89163 times, Posted Sun 13th of February 2011
Fantasy , Anal, Cum Swallowing, Gay, Hardcore, Oral Sex, Romance, Teen Male / Teen Male, Transvestite -
Jeffry and Billy 7 by UndeniableUrges
«The Siblings Invite Susie to a Party!»
Rated 94.8%, Read 28089 times, Posted Fri 25th of September 2020
Fiction , Boys/Teen Female, Incest, Teen Male / Teen Male, Teen Male/Teen Females, Transvestite, Young -
Meeting my on-line lover by dlcalguy
«Taking the leap from gay role-playing online to the real thing»
Rated 94.8%, Read 19746 times, Posted Tue 16th of February 2021
Fiction , Gay, Transvestite -
Becoming Sadi by Beckyj1992
«Feminine crossdresser finally lives out his fantasy.»
Rated 94.7%, Read 176676 times, Posted Fri 6th of May 2016
Fiction , Anal, Blowjob, First Time, Gay, Mature, Oral Sex, Reluctance, Romance, Transgendered, Transsexual, Transvestite, Virginity -
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 94.7%, Read 46356 times, Posted Wed 19th of August 2020
True Story , Blowjob, Boy, First Time, Gay, Transvestite, Young -
Becoming Jane by maverick1989
«The story of a young man giving into his desires.»
Rated 94.7%, Read 88791 times, Posted Tue 4th of October 2016
Fantasy , Transgendered, Transsexual, Transvestite -
My first time with Joe _(0) by CD-Davina20
Rated 94.6%, Read 223968 times, Posted Wed 29th of August 2012
True Story , Gay, Hardcore, Oral Sex, Transvestite -
Jeffry and Billy 3 by UndeniableUrges
«Jeffry and Billy play even more sexy games»
Rated 94.6%, Read 31173 times, Posted Wed 2nd of September 2020
Fiction , Domination/submission, Teen Male / Teen Male, Transvestite, Young -
my birthday gift_(1) by iminhose
Rated 94.6%, Read 119697 times, Posted Tue 7th of February 2012
True Story , Transvestite -
2 stories halloween parties by iminhose
Rated 94.5%, Read 42975 times, Posted Tue 7th of February 2012
True Story , Gay, Transvestite -
Sister's Surprise, Capter 2 by Achilles_Heel
Rated 94.5%, Read 260997 times, Posted Mon 11th of June 2012
Fiction , Blowjob, Consensual Sex, Cum Swallowing, Incest, Oral Sex, Romance, Teen Male / Female, Transgendered, Transsexual, Transvestite -
A Man's Play Thing by panty_sub
Rated 94.5%, Read 268077 times, Posted Mon 28th of February 2011
Fantasy , Blowjob, Consensual Sex, Cum Swallowing, Domination/submission, Drug, First Time, Gay, Reluctance, Teen, Transvestite -
Rite of Passage Ch.03 by XtinaSmith
«(Shemale x Male) Jamie's corruption furthers with help from his crush, Kelly.»
Rated 94.4%, Read 104442 times, Posted Tue 25th of April 2017
Fiction , Anal, Coercion, Consensual Sex, Domination/submission, Teen Male / Female, Transgendered, Transsexual, Transvestite, Written by women -
Cross-dressing camper by Satintex
«Wearing my favorite lingerie while camping and I get some unexpected visitors»
Rated 94.4%, Read 20421 times, Posted Thu 20th of May 2021
Fantasy , Bi-sexual, Cum Swallowing, First Time, Gay, Oral Sex, Transvestite -
Joey Fucks Teach by MightBeRealz
«A senior gets more than he bargained for when he tries to seduce the shop teacher.»
Rated 94.4%, Read 68064 times, Posted Wed 20th of June 2018
Fantasy , Authoritarian, Consensual Sex, Cum Swallowing, Discipline, Gay, Job/Place-of-work, Mature, School, Spanking, Teen, 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 94.4%, Read 69039 times, Posted Wed 18th of May 2016
Fiction , Anal, Blowjob, Cum Swallowing, Gay, Mature, Oral Sex, Romance, Transgendered, Transsexual, Transvestite -
Jeffry and Billy 4 by UndeniableUrges
«Billy and Jeffry get caught!»
Rated 94.3%, Read 31779 times, Posted Fri 4th of September 2020
Fiction , Domination/submission, Incest, Teen Male / Teen Male, Teen Male/Teen Female, Transvestite, Young -
Growing Up CH1 by GoatRavisher
«It started out as Babysitting»
Rated 94.3%, Read 56634 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 94.3%, Read 47136 times, Posted Thu 21st of July 2016
Fiction , Anal, Blowjob, Body modification, Male/Teen Female, Oral Sex, Reluctance, Romance, Teen, Transgendered, Transsexual, 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 94.3%, Read 13110 times, Posted Mon 26th of October 2020
Fantasy , Anal, Blowjob, Role-playing, Transvestite -
Jeffry and Billy 6 by UndeniableUrges
«Becky apologizes and tries to make it up to poor Susie»
Rated 94.2%, Read 17751 times, Posted Wed 23rd of September 2020
Fiction , Incest, Male / Female Teens, Teen Male/Teen Female, Transvestite, Young -
Halloween with Kym_(0) by jackie offee
Rated 94.2%, Read 103614 times, Posted Thu 16th of June 2011
Fiction , Exhibitionism, Incest, Transvestite -
James to Jamie by Lucitta
«James experiments with hsi sisters clothing, before getting caught red hnaded.»
Rated 94.2%, Read 25356 times, Posted Mon 20th of July 2020
Fiction , Boys/Teen Female, Incest, Masturbation, Teen Male Solo, Transvestite, Young -
Sister's Surprise, Chapter 3 by Achilles_Heel
Rated 94.2%, Read 149928 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 -
Sister's Surprise, Chapter 6: The Slumber Party by Achilles_Heel
Rated 94.1%, Read 258006 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 -
One Summer Day by hk124
Rated 94.1%, Read 246720 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 94.1%, Read 24102 times, Posted Fri 31st of July 2020
Diary , Gay, Incest, Teen Male / Teen Male, Transvestite -
My Stepfather 2_(0) by Rutger5
Rated 94.1%, Read 168951 times, Posted Sun 28th of November 2010
Fiction , Anal, Domination/submission, Gay, Transvestite -
The Auction_(0) by Phoenix Cinders
«Femboy gets tricked into being auctioned off as a slave»
Rated 94.1%, Read 93447 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 -
Rebecca Chapter 02 by RebeccaTG
Rated 94.1%, Read 34791 times, Posted Fri 2nd of March 2012
Fantasy , Ass to mouth, Cum Swallowing, First Time, Transgendered, Transvestite -
Jenny is Full of Secrets by Kingly
Rated 94%, Read 227184 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 152748 times, Posted Mon 20th of January 2014
Fantasy , Anal, Blowjob, Consensual Sex, First Time, Gay, Transgendered, Transsexual, Transvestite -
The boy, boy toy by craigtv284
Rated 94%, Read 43332 times, Posted Sat 7th of February 2015
Fiction , Boy / Boy, Gay, Transvestite -
Chloes Story by Skman
«My story of the emergency of Chloe»
Rated 93.9%, Read 15156 times, Posted Wed 11th of November 2020
True Story , Anal, Blowjob, Consensual Sex, Gay, Transvestite -
Wanting to be a girl by fuckmeanyway
Rated 93.9%, Read 142434 times, Posted Mon 22nd of February 2010
Fiction , Blowjob, Cum Swallowing, First Time, Gay, Incest, Transvestite -
Sister's Surprise, Chapter 4 by Achilles_Heel
Rated 93.9%, Read 151554 times, Posted Thu 14th of June 2012
Fiction , Body modification, Consensual Sex, Incest, Romance, Teen Male / Female, Transgendered, Transsexual, Transvestite -
Neck Deep Ch.02 by XtinaSmith
«Jay advances his position with the enabled twins.»
Rated 93.8%, Read 52224 times, Posted Mon 9th of October 2017
Fantasy , Anal, Blowjob, Consensual Sex, Cum Swallowing, Oral Sex, Threesome, Transgendered, Transsexual, Transvestite, Written by women -
An Accidental Woman by curiouscoupleinraleigh
Rated 93.8%, Read 406587 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 -
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 93.8%, Read 20445 times, Posted Mon 16th of April 2018
Fiction , Blowjob, Incest, Transvestite, Voyeurism -
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 93.8%, Read 25566 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 -
Suzy Unleashed Chapter 9 by Suzygurl
Rated 93.8%, Read 14022 times, Posted Wed 27th of May 2015
Fantasy , Transgendered, Transvestite -
Tricked became Enjoyed Part II by Sportslover
Rated 93.8%, Read 52188 times, Posted Wed 15th of May 2013
Fantasy , Blowjob, Boy, Cum Swallowing, Gay, Job/Place-of-work, Mature, Oral Sex, Transvestite -
James and Jenny Part 4 by Kingly
Rated 93.7%, Read 79014 times, Posted Tue 18th of November 2014
Fiction , Blowjob, Bondage and restriction, Consensual Sex, Pegging, Teen Male / Female, Transgendered, Transsexual, Transvestite -
Auntie Turned Me into Her Little Boy Slut by willingwimp
Rated 93.7%, Read 130605 times, Posted Mon 2nd of February 2015
Fiction , Domination/submission, Incest, Transsexual, Transvestite, Young -
The Permissive Purity of Father Fontane [3] by NeonChameleon
«Twenty miles»
Rated 93.7%, Read 13041 times, Posted Mon 29th of April 2019
Fiction , Bi-sexual, Blowjob, Boy, Cum Swallowing, Gay, Incest, Mature, Transvestite, Young -
Brother prostitute by sexyboytoy18
Rated 93.6%, Read 297558 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 -
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 93.6%, Read 56379 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 -
My Stepfather_(0) by Rutger5
Rated 93.6%, Read 395373 times, Posted Thu 25th of November 2010
Fiction , Anal, Gay, Non-consensual sex, 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 93.6%, Read 87282 times, Posted Fri 15th of January 2016
Fantasm , Anal, Bi-sexual, Blowjob, Cum Swallowing, Drug, Toys, Transgendered, Transsexual, Transvestite, Young -
The Walk...continued (pt2) by charlotte69
Rated 93.5%, Read 23514 times, Posted Tue 21st of January 2014
Fantasy , Bi-sexual, Cum Swallowing, Romance, Transgendered, 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 93.5%, Read 33456 times, Posted Sun 21st of January 2018
Fantasy , Blowjob, Boy, Gay, Prostitution, Transvestite, Young -
Your tansgender girlfriend by TheTVonthecorner
Rated 93.5%, Read 237189 times, Posted Wed 5th of January 2011
True Story , Transgendered, Transsexual, Transvestite -
The Story of Tim to Jennifer Part 3 by jen128
Rated 93.5%, Read 76578 times, Posted Sun 16th of October 2011
Fiction , Bi-sexual, Cuckold, Hardcore, Threesome, Transgendered, Transsexual, Transvestite