sexstories.com
Transvestite
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Sister's Surprise by Achilles_Heel
Rated 95.3%, Read 711048 times, Posted Fri 8th of June 2012
Fiction , Consensual Sex, Incest, Romance, Teen Male / Female, Transvestite -
Uncontrollable Pt. 2 by xerxes10
Rated 95.3%, Read 52575 times, Posted Sun 13th of February 2011
Fantasy , Anal, Cum Swallowing, Gay, Hardcore, Oral Sex, Romance, Teen Male / Teen Male, Transvestite -
caught in drag by picklewasher
Rated 95.2%, Read 323421 times, Posted Sun 6th of December 2009
True Story , Anal, Boy / Boy, Cum Swallowing, Gay, Masturbation, Transvestite -
The Transformation of Jesse by JtellerMT
Rated 95.2%, Read 79524 times, Posted Tue 14th of October 2014
Fiction , Anal, Ass to mouth, Blowjob, Cum Swallowing, Gay, Romance, Transvestite, Virginity -
Kelly - Part 2 by xerxes10
Rated 95.1%, Read 82854 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%, Read 126354 times, Posted Mon 10th of January 2011
True Story , Blowjob, Cum Swallowing, Oral Sex, Reluctance, Transvestite -
Kelly - Part 1 by xerxes10
Rated 95%, Read 89439 times, Posted Wed 21st of December 2011
Fantasy , Consensual Sex, Teen, Teen Male / Teen Male, Transgendered, Transvestite -
My first time with Joe by CD-Davina20
Rated 94.9%, Read 203382 times, Posted Wed 29th of August 2012
True Story , Gay, Hardcore, Oral Sex, Transvestite -
Rite of Passage Ch.03 by XtinaSmith
«(Shemale x Male) Jamie's corruption furthers with help from his crush, Kelly.»
Rated 94.9%, Read 69279 times, Posted Tue 25th of April 2017
Fiction , Anal, Coercion, Consensual Sex, Domination/submission, Teen Male / Female, Transgendered, Transsexual, Transvestite, Written by women -
Becoming Daddy's Halloween Princess by willingwimp
Rated 94.9%, Read 82194 times, Posted Thu 27th of August 2015
Fiction , Consensual Sex, Incest, Romance, Teen, Transsexual, Transvestite -
My Love for Daddy Transformed Me by willingwimp
Rated 94.9%, Read 142512 times, Posted Thu 27th of August 2015
Fiction , Consensual Sex, Erotica, First Time, Incest, Transsexual, Transvestite, Virginity -
Becoming Sadi by Beckyj1992
«Feminine crossdresser finally lives out his fantasy.»
Rated 94.8%, Read 126876 times, Posted Fri 6th of May 2016
Fiction , Anal, Blowjob, First Time, Gay, Mature, Oral Sex, Reluctance, Romance, Transgendered, Transsexual, Transvestite, Virginity -
my birthday gift by iminhose
Rated 94.8%, Read 100788 times, Posted Tue 7th of February 2012
True Story , Transvestite -
Becoming Jane by maverick1989
«The story of a young man giving into his desires.»
Rated 94.8%, Read 49662 times, Posted Tue 4th of October 2016
Fantasy , Transgendered, Transsexual, Transvestite -
First Time by TheJessie
Rated 94.8%, Read 48870 times, Posted Thu 21st of February 2013
Fiction , First Time, Lesbian, Transvestite -
Working 'Girl' 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 34353 times, Posted Sun 21st of January 2018
Fantasy , Blowjob, Boy, Gay, Prostitution, Transvestite, Young -
Carl or Carla by Mystic47
Rated 94.7%, Read 96630 times, Posted Mon 30th of June 2014
Fiction , Incest, Lesbian, Male/Female, Transvestite, Written by women -
The forgotten room by Icanyep
«The new night shift maintenance guy discovers a beautiful coma patient with a surprise»
Rated 94.6%, Read 59892 times, Posted Wed 10th of May 2017
Fantasm , Anal, Ass to mouth, Bi-sexual, Blowjob, Transgendered, Transsexual, Transvestite -
Sister's Surprise, Chapter 5 by Achilles_Heel
Rated 94.6%, Read 115908 times, Posted Fri 4th of January 2013
Fantasy , Bi-sexual, Erotica, Incest, Male/Female, Oral Sex, Romance, Teen Male/Teen Female, Transgendered, Transvestite -
Taken by my neighbor by jen128
«Crossdreser taken for first time»
Rated 94.6%, Read 139506 times, Posted Tue 20th of October 2015
Fiction , Anal, Blackmail, Blowjob, Coercion, Domination/submission, Erotica, Hardcore, 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 94.5%, Read 25152 times, Posted Thu 21st of July 2016
Fiction , Anal, Blowjob, Body modification, Male/Teen Female, Oral Sex, Reluctance, Romance, Teen, 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 94.5%, Read 46923 times, Posted Wed 18th of May 2016
Fiction , Anal, Blowjob, Cum Swallowing, Gay, Mature, Oral Sex, Romance, Transgendered, Transsexual, Transvestite -
One Summer Day by hk124
Rated 94.4%, Read 218976 times, Posted Wed 27th of March 2013
Fiction , Anal, Consensual Sex, Transgendered, Transsexual, Transvestite -
Sister's Surprise, Capter 2 by Achilles_Heel
Rated 94.4%, Read 224007 times, Posted Mon 11th of June 2012
Fiction , Blowjob, Consensual Sex, Cum Swallowing, Incest, Oral Sex, Romance, Teen Male / Female, Transgendered, Transsexual, Transvestite -
The Cinema by BangTidyUK
Rated 94.4%, Read 146769 times, Posted Tue 10th of April 2012
Fantasy , Anal, Bi-sexual, Consensual Sex, Cum Swallowing, Gay, Group Sex, Hardcore, 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 36882 times, Posted Wed 20th of June 2018
Fantasy , Authoritarian, Consensual Sex, Cum Swallowing, Discipline, Gay, Job/Place-of-work, Mature, School, Spanking, Teen, Transvestite -
Neck Deep Ch.02 by XtinaSmith
«Jay advances his position with the enabled twins.»
Rated 94.3%, Read 34218 times, Posted Mon 9th of October 2017
Fantasy , Anal, Blowjob, Consensual Sex, Cum Swallowing, Oral Sex, Threesome, Transgendered, Transsexual, Transvestite, Written by women -
My life as a woman by curiouscoupleinraleigh
Rated 94.3%, Read 220452 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 -
Jenny is Full of Secrets by Kingly
Rated 94.3%, Read 195903 times, Posted Fri 20th of June 2014
Fiction , Reluctance, Teen Male/Teen Female, Transgendered, Transsexual, Transvestite -
Halloween with Kym by jackie offee
Rated 94.2%, Read 94071 times, Posted Thu 16th of June 2011
Fiction , Exhibitionism, Incest, 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 94.2%, Read 66177 times, Posted Fri 15th of January 2016
Fantasm , Anal, Bi-sexual, Blowjob, Cum Swallowing, Drug, Toys, Transgendered, Transsexual, Transvestite, Young -
Sister's Surprise, Chapter 6: The Slumber Party by Achilles_Heel
Rated 94.2%, Read 217332 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 -
Rebecca Chapter 02 by RebeccaTG
Rated 94.2%, Read 29049 times, Posted Fri 2nd of March 2012
Fantasy , Ass to mouth, Cum Swallowing, First Time, Transgendered, Transvestite -
James and Jenny Part 4 by Kingly
Rated 94.2%, Read 62310 times, Posted Tue 18th of November 2014
Fiction , Blowjob, Bondage and restriction, Consensual Sex, Pegging, Teen Male / Female, Transgendered, Transsexual, Transvestite -
A Man's Play Thing by panty_sub
Rated 94.2%, Read 225654 times, Posted Mon 28th of February 2011
Fantasy , Blowjob, Consensual Sex, Cum Swallowing, Domination/submission, Drug, First Time, Gay, Reluctance, Teen, Transvestite -
Suzy Unleashed Chapter 6 by Suzygurl
Rated 94.1%, Read 14697 times, Posted Sun 8th of June 2014
Fiction , Blowjob, Domination/submission, Transsexual, Transvestite -
Growing Up CH1 by GoatRavisher
«It started out as Babysitting»
Rated 94.1%, Read 20385 times, Posted Mon 24th of September 2018
Fiction , Boy, First Time, Teen Male / Female, Transvestite -
Sister's Surprise, Chapter 3 by Achilles_Heel
Rated 94.1%, Read 129321 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 -
Something Extra Part 2 by jjkrause
«More adventures with our hermaphrodite hero Chris!»
Rated 94%, Read 31119 times, Posted Wed 30th of December 2015
Fantasy , Anal, Oral Sex, Transgendered, Transsexual, Transvestite -
2 stories halloween parties by iminhose
Rated 94%, Read 32292 times, Posted Tue 7th of February 2012
True Story , Gay, Transvestite -
Sister's Surprise, Chapter 4 by Achilles_Heel
Rated 93.9%, Read 136788 times, Posted Thu 14th of June 2012
Fiction , Body modification, Consensual Sex, Incest, Romance, Teen Male / Female, Transgendered, Transsexual, Transvestite -
The Story of Tim to Jennifer Part 3 by jen128
Rated 93.8%, Read 51918 times, Posted Sun 16th of October 2011
Fiction , Bi-sexual, Cuckold, Hardcore, Threesome, Transgendered, Transsexual, Transvestite -
My Stepfather 2 by Rutger5
Rated 93.8%, Read 147033 times, Posted Sun 28th of November 2010
Fiction , Anal, Domination/submission, Gay, Transvestite -
Casey Blossoms by jackie_em
«Casey only dressed up in private before Melissa»
Rated 93.8%, Read 11169 times, Posted Mon 9th of July 2018
Fiction , Bi-sexual, Male/Female, Transvestite -
Tricked became Enjoyed Part II by Sportslover
Rated 93.8%, Read 44466 times, Posted Wed 15th of May 2013
Fantasy , Blowjob, Boy, Cum Swallowing, Gay, Job/Place-of-work, Mature, Oral Sex, Transvestite -
The Auction by Phoenix Cinders
«Femboy gets tricked into being auctioned off as a slave»
Rated 93.8%, Read 21141 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 -
Attaining Joy by jackie_em
«Joey becomes Joy»
Rated 93.8%, Read 7311 times, Posted Mon 23rd of July 2018
Fiction , Transsexual, Transvestite -
Bunking Off by student111
Rated 93.7%, Read 25536 times, Posted Tue 14th of October 2014
Fiction , First Time, Group Sex, Transvestite -
The Walk...continued (pt2) by charlotte69
Rated 93.6%, Read 19545 times, Posted Tue 21st of January 2014
Fantasy , Bi-sexual, Cum Swallowing, Romance, Transgendered, Transvestite -
An Accidental Woman by curiouscoupleinraleigh
Rated 93.5%, Read 358962 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 -
Sister's Dress Up Doll - revised by jonialabaster
«A new doll is all the rage with older girls. Kimmy can't afford one, but her brother looks like he could fit her clothes»
Rated 93.5%, Read 25071 times, Posted Thu 24th of May 2018
Fiction , Blowjob, Reluctance, Romance, Transvestite -
Kim loses her virginity by jen128
Rated 93.4%, Read 130692 times, Posted Mon 20th of January 2014
Fantasy , Anal, Blowjob, Consensual Sex, First Time, Gay, Transgendered, Transsexual, Transvestite -
Playing Wifey by panty_sub
Rated 93.4%, Read 230712 times, Posted Mon 13th of June 2011
Fantasy , Blowjob, Cum Swallowing, Gay, Oral Sex, Transvestite, Wife -
Brother prostitute by sexyboytoy18
Rated 93.3%, Read 262224 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 by Rutger5
Rated 93.3%, Read 342846 times, Posted Thu 25th of November 2010
Fiction , Anal, Gay, Non-consensual sex, Transsexual, Transvestite -
The boy, boy toy by craigtv284
Rated 93.2%, Read 30441 times, Posted Sat 7th of February 2015
Fiction , Boy / Boy, Gay, Transvestite -
Wanting to be a girl by fuckmeanyway
Rated 93.2%, Read 121539 times, Posted Mon 22nd of February 2010
Fiction , Blowjob, Cum Swallowing, First Time, Gay, Incest, Transvestite -
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 93.1%, Read 11763 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 -
Late Night In The Office by Heatround
Rated 93%, Read 80709 times, Posted Tue 13th of August 2013
Fantasy , Hardcore, Transgendered, Transsexual, Transvestite -
Kalynns Ass part two by Kalynn
Rated 92.9%, Read 32766 times, Posted Sun 2nd of June 2013
True Story , Transvestite -
Something Extra by jjkrause
«A young hermaphrodite searches for love and understanding»
Rated 92.9%, Read 47847 times, Posted Tue 29th of December 2015
Fantasm , Anal, Bi-sexual, Blowjob, Transgendered, Transsexual, Transvestite -
The story of Tim to Jennifer Part 6 by jen128
Rated 92.9%, Read 27261 times, Posted Tue 15th of November 2011
Fiction , Anal, Blowjob, Cum Swallowing, Hardcore, Oral Sex, Transgendered, Transsexual, Transvestite -
Working 'Girl' by mrseven
«A teen boy works the park late at night to make money in the best way he knows how.»
Rated 92.9%, Read 17274 times, Posted Sun 21st of January 2018
Fantasy , Blowjob, Boy, Gay, Prostitution, Transvestite, Young -
My young life by Stephon
«My introduction to crossdressing and sex»
Rated 92.9%, Read 17064 times, Posted Tue 27th of November 2018
True Story , Anal, Blowjob, Boy / Boy, Cum Swallowing, First Time, Transvestite -
Who Am I? part 1 by curiouscoupleinraleigh
Rated 92.8%, Read 142419 times, Posted Mon 28th of February 2011
Fiction , Blowjob, Body modification, Consensual Sex, Cum Swallowing, First Time, Hardcore, Incest, Reluctance, Teen, Teen Male/Teen Female, Transgendered, Transsexual, Transvestite, Virginity, Written by women -
Dressed to Thrill (Part 1) by PicturePainter
Rated 92.8%, Read 143583 times, Posted Thu 14th of January 2010
Fantasy , Bi-sexual, Domination/submission, Female Domination, Masturbation, Transvestite, Wife -
Daddy's lil whore by horny25
Rated 92.7%, Read 353103 times, Posted Fri 9th of July 2010
Fiction , Anal, Ass to mouth, Blowjob, Boy, Consensual Sex, Cum Swallowing, Gay, Hardcore, Incest, Transvestite, Virginity, Young -
James and Jenny Part 3 by Kingly
Rated 92.7%, Read 52632 times, Posted Mon 11th of August 2014
Fantasm , Bondage and restriction, Female Domination, Pegging, Teen Male/Teen Female, Transgendered, Transsexual, Transvestite -
Rachel's Shaved Pussy F by pANTSU
«The lascivious eyes of Rachel and her hot blonde fuck-friend Kirsty turn to her brothers.»
Rated 92.7%, Read 32463 times, Posted Tue 16th of January 2018
Diary , Authoritarian, Bi-sexual, Coercion, Consensual Sex, Cruelty, Cum Swallowing, Domination/submission, Erotica, Exhibitionism, Female Domination, Female exhibitionist, Female/Female, Girls domination, Group Sex, Hardcore, Humiliation, Incest, Lesbian, Male Solo, Oral Sex, Reluctance, Stockholm Syndrome, Teen, Teen Female/Teen Female, Teen Male/Teen Female, Threesome, Transvestite, Voyeurism, 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 92.6%, Read 15465 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