sexstories.com
Transvestite
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The Transformation of Jesse by JtellerMT
Rated 95.4%, Read 128280 times, Posted Tue 14th of October 2014
Fiction , Anal, Ass to mouth, Blowjob, Cum Swallowing, Gay, Romance, Transvestite, Virginity -
Kelly - Part 1 by xerxes10
Rated 95.3%, Read 110415 times, Posted Wed 21st of December 2011
Fantasy , Consensual Sex, Teen, Teen Male / Teen Male, Transgendered, Transvestite -
Sister's Surprise_(0) by Achilles_Heel
Rated 95.3%, Read 767289 times, Posted Fri 8th of June 2012
Fiction , Consensual Sex, Incest, Romance, Teen Male / Female, Transvestite -
Kelly - Part 2 by xerxes10
Rated 95.3%, Read 102975 times, Posted Fri 23rd of December 2011
Fantasy , Anal, Oral Sex, Romance, Teen Male / Teen Male, Transgendered, Transvestite -
Carl or Carla by Mystic47
Rated 95.2%, Read 111786 times, Posted Mon 30th of June 2014
Fiction , Incest, Lesbian, Male/Female, Transvestite, Written by women -
caught in drag by picklewasher
Rated 95.2%, Read 390696 times, Posted Sun 6th of December 2009
True Story , Anal, Boy / Boy, Cum Swallowing, Gay, Masturbation, Transvestite -
Rite of Passage Ch.03 by XtinaSmith
«(Shemale x Male) Jamie's corruption furthers with help from his crush, Kelly.»
Rated 95.2%, Read 89370 times, Posted Tue 25th of April 2017
Fiction , Anal, Coercion, Consensual Sex, Domination/submission, Teen Male / Female, Transgendered, Transsexual, Transvestite, Written by women -
Becoming Sadi by Beckyj1992
«Feminine crossdresser finally lives out his fantasy.»
Rated 95%, Read 153315 times, Posted Fri 6th of May 2016
Fiction , Anal, Blowjob, First Time, Gay, Mature, Oral Sex, Reluctance, Romance, Transgendered, Transsexual, Transvestite, Virginity -
Casey Blossoms by jackie_em
«Casey only dressed up in private before Melissa»
Rated 94.9%, Read 18636 times, Posted Mon 9th of July 2018
Fiction , Bi-sexual, Male/Female, Transvestite -
My first cock was a crossdressers by Sex conspiracy theorisit
Rated 94.9%, Read 153282 times, Posted Mon 10th of January 2011
True Story , Blowjob, Cum Swallowing, Oral Sex, Reluctance, Transvestite -
My Love for Daddy Transformed Me by willingwimp
Rated 94.9%, Read 182697 times, Posted Thu 27th of August 2015
Fiction , Consensual Sex, Erotica, First Time, Incest, Transsexual, Transvestite, Virginity -
First time_(15) by TheJessie
Rated 94.9%, Read 56847 times, Posted Thu 21st of February 2013
Fiction , First Time, Lesbian, Transvestite -
Uncontrollable Pt. 2 by xerxes10
Rated 94.8%, Read 79875 times, Posted Sun 13th of February 2011
Fantasy , Anal, Cum Swallowing, Gay, Hardcore, Oral Sex, Romance, Teen Male / Teen Male, Transvestite -
Taken by my neighbor by jen128
«Crossdreser taken for first time»
Rated 94.8%, Read 191226 times, Posted Tue 20th of October 2015
Fiction , Anal, Blackmail, Blowjob, Coercion, Domination/submission, Erotica, Hardcore, Transvestite -
James to Jamie by Lucitta
«James experiments with hsi sisters clothing, before getting caught red hnaded.»
Rated 94.8%, Read 13989 times, Posted Mon 20th of July 2020
Fiction , Boys/Teen Female, Incest, Masturbation, Teen Male Solo, Transvestite, Young -
Growing Up CH1 by GoatRavisher
«It started out as Babysitting»
Rated 94.8%, Read 44022 times, Posted Mon 24th of September 2018
Fiction , Boy, First Time, Teen Male / Female, Transvestite -
Sister's Surprise, Chapter 5 by Achilles_Heel
Rated 94.7%, Read 125481 times, Posted Fri 4th of January 2013
Fantasy , Bi-sexual, Erotica, Incest, Male/Female, Oral Sex, Romance, Teen Male/Teen Female, Transgendered, Transvestite -
Sister's Surprise, Capter 2 by Achilles_Heel
Rated 94.7%, Read 246090 times, Posted Mon 11th of June 2012
Fiction , Blowjob, Consensual Sex, Cum Swallowing, Incest, Oral Sex, Romance, Teen Male / Female, 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 94.7%, Read 37050 times, Posted Thu 21st of July 2016
Fiction , Anal, Blowjob, Body modification, Male/Teen Female, Oral Sex, Reluctance, Romance, Teen, Transgendered, Transsexual, Transvestite -
The Cinema_(0) by BangTidyUK
Rated 94.6%, Read 161883 times, Posted Tue 10th of April 2012
Fantasy , Anal, Bi-sexual, Consensual Sex, Cum Swallowing, Gay, Group Sex, Hardcore, Oral Sex, Transvestite -
The Auction_(0) by Phoenix Cinders
«Femboy gets tricked into being auctioned off as a slave»
Rated 94.6%, Read 71136 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 -
My life as a woman by curiouscoupleinraleigh
Rated 94.5%, Read 244083 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 -
My first time with Joe _(0) by CD-Davina20
Rated 94.5%, Read 216516 times, Posted Wed 29th of August 2012
True Story , Gay, Hardcore, Oral Sex, 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 94.5%, Read 60564 times, Posted Wed 18th of May 2016
Fiction , Anal, Blowjob, Cum Swallowing, Gay, Mature, Oral Sex, Romance, Transgendered, Transsexual, Transvestite -
Lynn Comes Out_(0) by jackie_em
«Len becomes Lynn & goes on a date»
Rated 94.5%, Read 19191 times, Posted Wed 4th of July 2018
Fiction , Bi-sexual, Gay, Male/Female, Transvestite -
Becoming Daddy's Halloween Princess by willingwimp
Rated 94.5%, Read 109008 times, Posted Thu 27th of August 2015
Fiction , Consensual Sex, Incest, Romance, Teen, Transsexual, Transvestite -
A Man's Play Thing by panty_sub
Rated 94.5%, Read 250434 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 80616 times, Posted Sun 21st of January 2018
Fantasy , Blowjob, Boy, Gay, Prostitution, Transvestite, Young -
My Brother's Girlfriend by justfordanniboi
«One boi's story of how an older brother's girlfriend awoke an identity.»
Rated 94.4%, Read 13671 times, Posted Fri 31st of July 2020
Diary , Gay, Incest, Teen Male / Teen Male, Transvestite -
Neck Deep Ch.02 by XtinaSmith
«Jay advances his position with the enabled twins.»
Rated 94.4%, Read 46473 times, Posted Mon 9th of October 2017
Fantasy , Anal, Blowjob, Consensual Sex, Cum Swallowing, Oral Sex, Threesome, Transgendered, Transsexual, Transvestite, Written by women -
Becoming Jane by maverick1989
«The story of a young man giving into his desires.»
Rated 94.4%, Read 72726 times, Posted Tue 4th of October 2016
Fantasy , Transgendered, Transsexual, Transvestite -
my birthday gift_(1) by iminhose
Rated 94.4%, Read 112992 times, Posted Tue 7th of February 2012
True Story , Transvestite -
One Summer Day by hk124
Rated 94.4%, Read 235056 times, Posted Wed 27th of March 2013
Fiction , Anal, Consensual Sex, 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 94.4%, Read 60684 times, Posted Wed 20th of June 2018
Fantasy , Authoritarian, Consensual Sex, Cum Swallowing, Discipline, Gay, Job/Place-of-work, Mature, School, Spanking, Teen, Transvestite -
Halloween with Kym_(0) by jackie offee
Rated 94.3%, Read 99873 times, Posted Thu 16th of June 2011
Fiction , Exhibitionism, Incest, Transvestite -
Sister's Surprise, Chapter 6: The Slumber Party by Achilles_Heel
Rated 94.2%, Read 242772 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 -
Jenny is Full of Secrets by Kingly
Rated 94.2%, Read 214425 times, Posted Fri 20th of June 2014
Fiction , Reluctance, Teen Male/Teen Female, 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 94.2%, Read 38244 times, Posted Wed 14th of August 2019
True Story , Anal, Blowjob, Consensual Sex, First Time, Rape, Transgendered, Transsexual, Transvestite -
Sister's Surprise, Chapter 3 by Achilles_Heel
Rated 94.2%, Read 141249 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 young life by Stephon
«My introduction to crossdressing and sex»
Rated 94.1%, Read 27819 times, Posted Tue 27th of November 2018
True Story , Anal, Blowjob, Boy / Boy, Cum Swallowing, First Time, Transvestite -
Sister's Surprise, Chapter 4 by Achilles_Heel
Rated 93.9%, Read 145743 times, Posted Thu 14th of June 2012
Fiction , Body modification, Consensual Sex, Incest, Romance, Teen Male / Female, Transgendered, Transsexual, Transvestite -
The forgotten room by Icanyep
«The new night shift maintenance guy discovers a beautiful coma patient with a surprise»
Rated 93.9%, Read 73563 times, Posted Wed 10th of May 2017
Fantasm , Anal, Ass to mouth, Bi-sexual, Blowjob, Transgendered, Transsexual, Transvestite -
An Accidental Woman by curiouscoupleinraleigh
Rated 93.9%, Read 386307 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 93.9%, Read 133833 times, Posted Mon 22nd of February 2010
Fiction , Blowjob, Cum Swallowing, First Time, Gay, Incest, Transvestite -
2 stories halloween parties by iminhose
Rated 93.9%, Read 38625 times, Posted Tue 7th of February 2012
True Story , Gay, Transvestite -
Attaining Joy by jackie_em
«Joey becomes Joy»
Rated 93.8%, Read 18978 times, Posted Mon 23rd of July 2018
Fiction , 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 93.8%, Read 5448 times, Posted Mon 26th of October 2020
Fantasy , Anal, Blowjob, Role-playing, Transvestite -
Rebecca Chapter 02 by RebeccaTG
Rated 93.8%, Read 32181 times, Posted Fri 2nd of March 2012
Fantasy , Ass to mouth, Cum Swallowing, First Time, Transgendered, 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 93.7%, Read 42420 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 -
Jaime's Journey by jackie_em
«Jaime is feminized by Susan»
Rated 93.7%, Read 18762 times, Posted Wed 1st of August 2018
Fiction , Transgendered, Transsexual, Transvestite -
Brother prostitute by sexyboytoy18
Rated 93.7%, Read 282768 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 -
My Stepfather 2_(0) by Rutger5
Rated 93.7%, Read 159930 times, Posted Sun 28th of November 2010
Fiction , Anal, Domination/submission, Gay, Transvestite -
The boy, boy toy by craigtv284
Rated 93.6%, Read 37623 times, Posted Sat 7th of February 2015
Fiction , Boy / Boy, Gay, Transvestite -
James and Jenny Part 4 by Kingly
Rated 93.6%, Read 73272 times, Posted Tue 18th of November 2014
Fiction , Blowjob, Bondage and restriction, Consensual Sex, Pegging, Teen Male / Female, Transgendered, Transsexual, Transvestite -
Suzy Unleashed Chapter 9 by Suzygurl
Rated 93.6%, Read 10917 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 93.6%, Read 5622 times, Posted Wed 24th of July 2019
Diary , Girls domination, Teen Male/Teen Females, Threesome, Transvestite -
Pleasing Bill: A Crossdressing Story #3 by JessRider
«]I woke up early the morning after my first day of being Bill’s live in slut. I got up to listen and hear my dad and siblings leaving for work around 7. I was going to wait for all of them to leave before I dress and go back to Bill’s at 12.»
Rated 93.5%, Read 17751 times, Posted Thu 16th of February 2017
Fantasm , Anal, Blowjob, Discipline, Domination/submission, Slavery, Transgendered, Transsexual, Transvestite -
Kim loses her virginity by jen128
Rated 93.5%, Read 141414 times, Posted Mon 20th of January 2014
Fantasy , Anal, Blowjob, Consensual Sex, First Time, Gay, Transgendered, Transsexual, Transvestite -
My Stepfather_(0) by Rutger5
Rated 93.4%, Read 374307 times, Posted Thu 25th of November 2010
Fiction , Anal, Gay, Non-consensual sex, Transsexual, Transvestite -
The Story of Tim to Jennifer Part 3 by jen128
Rated 93.4%, Read 69387 times, Posted Sun 16th of October 2011
Fiction , Bi-sexual, Cuckold, Hardcore, Threesome, Transgendered, Transsexual, Transvestite -
Auntie Turned Me into Her Little Boy Slut by willingwimp
Rated 93.4%, Read 115992 times, Posted Mon 2nd of February 2015
Fiction , Domination/submission, Incest, Transsexual, Transvestite, Young -
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 93.4%, Read 80511 times, Posted Fri 15th of January 2016
Fantasm , Anal, Bi-sexual, Blowjob, Cum Swallowing, Drug, Toys, Transgendered, Transsexual, Transvestite, Young -
Something Extra_(0) by jjkrause
«A young hermaphrodite searches for love and understanding»
Rated 93.4%, Read 52965 times, Posted Tue 29th of December 2015
Fantasm , Anal, Bi-sexual, Blowjob, Transgendered, Transsexual, 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 93.3%, Read 26325 times, Posted Sun 21st of January 2018
Fantasy , Blowjob, Boy, Gay, Prostitution, Transvestite, Young -
Tricked became Enjoyed Part II by Sportslover
Rated 93.3%, Read 49170 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 93.3%, Read 222777 times, Posted Wed 5th of January 2011
True Story , Transgendered, Transsexual, Transvestite -
Jeffry and Billy 3 by UndeniableUrges
«Jeffry and Billy play even more sexy games»
Rated 93.3%, Read 9945 times, Posted Wed 2nd of September 2020
Fiction , Domination/submission, Teen Male / Teen Male, Transvestite, Young -
Late Night In The Office by Heatround
Rated 93.2%, Read 87234 times, Posted Tue 13th of August 2013
Fantasy , Hardcore, Transgendered, Transsexual, Transvestite -
Playing Wifey by panty_sub
Rated 93.2%, Read 244527 times, Posted Mon 13th of June 2011
Fantasy , Blowjob, Cum Swallowing, Gay, Oral Sex, Transvestite, Wife -
Suzy Unleashed Chapter 2 by Suzygurl
Rated 93.2%, Read 35457 times, Posted Sat 3rd of May 2014
Fiction , Slavery, Transgendered, Transsexual, Transvestite