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Deep in California by JtellerMT
Rated 58.8%, Read 1312014 times, Posted Fri 12th of December 2014
Fiction , Anal, Blowjob, Cum Swallowing, Erotica, Extreme, Gay, Hardcore, Transgendered, Transsexual, Transvestite
Sister's Surprise_(0) by Achilles_Heel
Rated 95.6%, Read 917298 times, Posted Fri 8th of June 2012
Fiction , Consensual Sex, Incest, Romance, Teen Male / Female, Transvestite
caught in drag by picklewasher
Rated 95.6%, Read 586635 times, Posted Sun 6th of December 2009
True Story , Anal, Boy / Boy, Cum Swallowing, Gay, Masturbation, Transvestite
An Accidental Woman by curiouscoupleinraleigh
Rated 94%, Read 475770 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
My Stepfather_(0) by Rutger5
Rated 93.5%, Read 470418 times, Posted Thu 25th of November 2010
Fiction , Anal, Gay, Non-consensual sex, Transsexual, Transvestite
Daddy's lil whore by horny25
Rated 92.8%, Read 468858 times, Posted Fri 9th of July 2010
Fiction , Anal, Ass to mouth, Blowjob, Boy, Consensual Sex, Cum Swallowing, Gay, Hardcore, Incest, Transvestite, Virginity, Young
Taken by my neighbor by jen128

«Crossdreser taken for first time»
Rated 95.7%, Read 381222 times, Posted Sun 27th of September 2015
Fiction , Anal, Blackmail, Blowjob, Coercion, Domination/submission, Erotica, Hardcore, Transvestite
My life as a woman by curiouscoupleinraleigh
Rated 94.3%, Read 373197 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
Brother prostitute by sexyboytoy18
Rated 94.1%, Read 347664 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
A Man's Play Thing by panty_sub
Rated 95.2%, Read 341829 times, Posted Mon 28th of February 2011
Fantasy , Blowjob, Consensual Sex, Cum Swallowing, Domination/submission, Drug, First Time, Gay, Reluctance, Teen, Transvestite
Deal with the devil by Peter_Löwenbräu_Griffin
Rated 90.2%, Read 317778 times, Posted Sun 18th of October 2009
Fiction , Alien, Bestiality, Body modification, Boy, Cruelty, Extreme, First Time, Hardcore, Humiliation, Incest, Masturbation, Mind Control, Monster, Rape, Reluctance, Slavery, Transgendered, Transsexual, Transvestite, Violence, Virginity
Sister's Surprise, Capter 2 by Achilles_Heel
Rated 94.4%, Read 313575 times, Posted Mon 11th of June 2012
Fiction , Blowjob, Consensual Sex, Cum Swallowing, Incest, Oral Sex, Romance, Teen Male / Female, Transgendered, Transsexual, Transvestite
Sister's Surprise, Chapter 6: The Slumber Party by Achilles_Heel
Rated 94.2%, Read 306489 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
My Love for Daddy Transformed Me by willingwimp
Rated 94.4%, Read 289308 times, Posted Mon 24th of August 2015
Fiction , Consensual Sex, Erotica, First Time, Incest, Transsexual, Transvestite, Virginity
Playing Wifey by panty_sub
Rated 92.8%, Read 279210 times, Posted Mon 13th of June 2011
Fantasy , Blowjob, Cum Swallowing, Gay, Oral Sex, Transvestite, Wife
Your tansgender girlfriend by TheTVonthecorner
Rated 93.6%, Read 276375 times, Posted Wed 5th of January 2011
True Story , Transgendered, Transsexual, Transvestite
One Summer Day by hk124
Rated 93.5%, Read 272811 times, Posted Wed 27th of March 2013
Fiction , Anal, Consensual Sex, Transgendered, Transsexual, Transvestite
Becoming Sadi by Beckyj1992

«Feminine crossdresser finally lives out his fantasy.»
Rated 94.4%, Read 269586 times, Posted Mon 2nd of May 2016
Fiction , Anal, Blowjob, First Time, Gay, Mature, Oral Sex, Reluctance, Romance, Transgendered, Transsexual, Transvestite, Virginity
Dressed to Thrill (Part 1) by PicturePainter
Rated 92.5%, Read 260874 times, Posted Thu 14th of January 2010
Fantasy , Bi-sexual, Domination/submission, Female Domination, Masturbation, Transvestite, Wife
Close Your Eyes Little Girly Boy by SissySeth
Rated 91.6%, Read 257427 times, Posted Wed 22nd of October 2008
True Story , Anal, Bondage and restriction, Boy, Domination/submission, Erotica, Gay, Incest, Oral Sex, Transvestite, Young
My first time with Joe _(0) by CD-Davina20
Rated 94.9%, Read 253230 times, Posted Wed 29th of August 2012
True Story , Gay, Hardcore, Oral Sex, Transvestite
Daddys little bitch part 1 by big yung lad
Rated 92.5%, Read 253077 times, Posted Fri 4th of September 2009
Fantasy , Anal, Blowjob, Body modification, Incest, Transsexual, Transvestite, Young
My little secret by Ashley Coxx
Rated 88.3%, Read 248392 times, Posted Mon 22nd of January 2007
Fantasy , Anal, Bi-sexual, Boy / Boy, Transgendered, Transsexual, Transvestite
My first cock was a crossdressers by Sex conspiracy theorisit
Rated 95.5%, Read 225930 times, Posted Mon 10th of January 2011
True Story , Blowjob, Cum Swallowing, Oral Sex, Reluctance, Transvestite
The Cinema_(0) by BangTidyUK
Rated 95.1%, Read 225042 times, Posted Tue 10th of April 2012
Fantasy , Anal, Bi-sexual, Consensual Sex, Cum Swallowing, Gay, Group Sex, Hardcore, Oral Sex, Transvestite
Tricked became enjoyed by Sportslover
Rated 92.8%, Read 215637 times, Posted Mon 23rd of February 2009
Fiction , Anal, Blowjob, Gay, Reluctance, Teen Male / Teen Male, Transvestite
The Transformation of Jesse by JtellerMT
Rated 95.3%, Read 214929 times, Posted Sun 9th of February 2014
Fiction , Anal, Ass to mouth, Blowjob, Cum Swallowing, Gay, Romance, Transvestite, Virginity
Daddy's lil Whore 2 by horny25
Rated 91.5%, Read 206253 times, Posted Tue 31st of August 2010
Fantasy , Anal, Ass to mouth, Blowjob, Consensual Sex, Cum Swallowing, Gay, Group Sex, Hardcore, Incest, 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 95.3%, Read 204981 times, Posted Mon 17th of August 2020
True Story , Blowjob, Boy, First Time, Gay, Transvestite, Young
My Stepfather 2_(0) by Rutger5
Rated 94.7%, Read 203166 times, Posted Sun 28th of November 2010
Fiction , Anal, Domination/submission, Gay, Transvestite
Becoming Daddy's Halloween Princess by willingwimp
Rated 94.5%, Read 193761 times, Posted Mon 24th of August 2015
Fiction , Consensual Sex, Incest, Romance, Teen, Transsexual, Transvestite
Auntie Turned Me into Her Little Boy Slut by willingwimp
Rated 94%, Read 190983 times, Posted Mon 2nd of February 2015
Fiction , Domination/submission, Incest, Transsexual, Transvestite, Young
Kim loses her virginity by jen128
Rated 93.4%, Read 185775 times, Posted Sun 19th of January 2014
Fantasy , Anal, Blowjob, Consensual Sex, First Time, Gay, Transgendered, Transsexual, Transvestite
Sister's Surprise, Chapter 3 by Achilles_Heel
Rated 94.2%, Read 185301 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
Kelly - Part 1 by xerxes10
Rated 94.9%, Read 184254 times, Posted Wed 21st of December 2011
Fantasy , Consensual Sex, Teen, Teen Male / Teen Male, Transgendered, Transvestite
While Parents Are Away The Kids Will Play by sexy_titts5
Rated 93.5%, Read 182247 times, Posted Mon 24th of October 2011
Fantasy , Incest, Transgendered, Transsexual, Transvestite
Wanting to be a girl by fuckmeanyway
Rated 94.9%, Read 180807 times, Posted Mon 22nd of February 2010
Fiction , Blowjob, Cum Swallowing, First Time, Gay, Incest, Transvestite
My first encounter_(4) by sissyboytom
Rated 92.2%, Read 176937 times, Posted Wed 25th of February 2009
True Story , Ass to mouth, Blowjob, Consensual Sex, Cum Swallowing, Gay, Transgendered, Transvestite, Virginity
Who Am I? part 1 by curiouscoupleinraleigh
Rated 93.1%, Read 172128 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
Sister's Surprise, Chapter 4 by Achilles_Heel
Rated 93.5%, Read 171756 times, Posted Thu 14th of June 2012
Fiction , Body modification, Consensual Sex, Incest, Romance, Teen Male / Female, Transgendered, Transsexual, Transvestite
Becoming Jane by maverick1989

«The story of a young man giving into his desires.»
Rated 94.6%, Read 170349 times, Posted Fri 2nd of September 2016
Fantasy , Transgendered, Transsexual, Transvestite
Kelly - Part 2 by xerxes10
Rated 95.5%, Read 170112 times, Posted Fri 23rd of December 2011
Fantasy , Anal, Oral Sex, Romance, Teen Male / Teen Male, Transgendered, Transvestite
Sister's Surprise, Chapter 5 by Achilles_Heel
Rated 95%, Read 169134 times, Posted Fri 4th of January 2013
Fantasy , Bi-sexual, Erotica, Incest, Male/Female, Oral Sex, Romance, Teen Male/Teen Female, Transgendered, Transvestite
My young life by Stephon

«My introduction to crossdressing and sex»
Rated 95.6%, Read 166917 times, Posted Fri 23rd of November 2018
True Story , Anal, Blowjob, Boy / Boy, Cum Swallowing, First Time, Transvestite
Nicky Bliss (A Shemale’s Journey) by farmer Joe
Rated 92.6%, Read 163545 times, Posted Tue 4th of December 2012
Fiction , Bi-sexual, Blowjob, Body modification, Consensual Sex, Cum Swallowing, Female / Girl, Female/Female, Gay, Group Sex, Job/Place-of-work, Lesbian, Non-consensual sex, Oral Sex, Rape, Teen, Transgendered, Transsexual, Transvestite, Violence
My night with Jan and her two kinky men by 1670d
Rated 92.6%, Read 159432 times, Posted Thu 20th of August 2009
Fantasy , Anal, Bi-sexual, Cum Swallowing, Drug, First Time, Rape, Threesome, Transgendered, Transsexual, Transvestite, Virginity
Carl or Carla by Mystic47
Rated 95.5%, Read 159117 times, Posted Sun 29th of June 2014
Fiction , Incest, Lesbian, Male/Female, Transvestite, Written by women
The Auction_(0) by Phoenix Cinders

«Femboy gets tricked into being auctioned off as a slave»
Rated 93.9%, Read 158532 times, Posted Sat 25th 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
crossdresser violation by srlvictoria
Rated 70.2%, Read 153297 times, Posted Mon 3rd of December 2012
News , Anal, Rape, Transvestite, Young
Deal with the devil 2 by Peter_Löwenbräu_Griffin
Rated 89.4%, Read 152892 times, Posted Sun 18th of October 2009
Fiction , Bestiality, Boy, Horror, Humiliation, Masturbation, Mind Control, Monster, Pregnant, Rape, Reluctance, Transgendered, Transsexual, Transvestite, Violence, Virginity
My craving for a man by bigroundass
Rated 80.5%, Read 151214 times, Posted Tue 7th of September 2004
True Story , Blowjob, Boy / Boy, Gay, Group Sex, Incest, 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 95.1%, Read 151098 times, Posted Fri 19th of January 2018
Fantasy , Blowjob, Boy, Gay, Prostitution, Transvestite, Young
How I Became A Whore by ncsubcd6997
Rated 88.7%, Read 150977 times, Posted Sat 4th of November 2006
Fantasy , Bi-sexual, Interracial, Prostitution, Rape, Slavery, 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 148785 times, Posted Fri 14th of April 2017
Fiction , Anal, Coercion, Consensual Sex, Domination/submission, Teen Male / Female, Transgendered, Transsexual, Transvestite, Written by women
My Favorite Aunt Fantasy by G. Snave
Rated 87.6%, Read 146680 times, Posted Mon 26th of September 2005
Fantasy , Authoritarian, Cum Swallowing, Domination/submission, Female Domination, Transvestite
Making him into my little girl by totallydude01
Rated 91.6%, Read 141492 times, Posted Mon 6th of April 2009
Fiction , Anal, Boy, Consensual Sex, Cum Swallowing, Gay, Transvestite
my birthday gift_(1) by iminhose
Rated 94.6%, Read 137547 times, Posted Tue 7th of February 2012
True Story , Transvestite
Forced To Be Female Part 6 by SOClETY23
Rated 89.5%, Read 137364 times, Posted Mon 6th of December 2010
True Story , Gay, Non-consensual sex, Rape, Transsexual, Transvestite
Baxter by JessRider
Rated 92.8%, Read 134898 times, Posted Tue 28th of January 2014
Fiction , Anal, Bestiality, Humiliation, Incest, Transgendered, Transsexual, Transvestite
Life on the Ranch pt 1 by Phoenix Cinders

«The ranch owner's son Kyle finds there is more to meet the eye when it comes to the new hired hand Amanda, a women with a little something extra who wants Kyle badly enough to make him hers.»
Rated 92.6%, Read 131148 times, Posted Thu 10th of May 2018
Fantasy , Anal, BDSM, Bondage and restriction, Discipline, Domination/submission, Female Domination, Hardcore, Humiliation, Job/Place-of-work, Non-consensual sex, Rape, Transgendered, Transsexual, Transvestite, Violence
Daddy's Slave 4 by Daddy's Slave
Rated 85%, Read 130860 times, Posted Fri 20th of January 2012
True Story , Anal, Ass to mouth, Ass to pussy, Authoritarian, BDSM, Bi-sexual, Blowjob, Bondage and restriction, Boy / Boy, Boys/Teen Female, Cock & ball torture, Consensual Sex, Cruelty, Cum Swallowing, Discipline, Domination/submission, Drug, Exhibitionism, Extreme, Female / Girl, Female Domination, Female exhibitionist, Female/Female, Gay, Group Sex, Humiliation, Incest, Interracial, Male / Female Teens, Male / Females, Male / Older Female, Male Male/Teen Female, Masturbation, Non-consensual sex, Oral Sex, Pregnant, Slavery, Transvestite, Water Sports/Pissing
An accident turns fun. by anaonymous
Rated 46.1%, Read 130486 times, Posted Mon 13th of September 2004
Fiction , Domination/submission, Incest, Non-consensual sex, Rape, Threesome, Transvestite
Uncontrollable Pt. 2 by xerxes10
Rated 95.3%, Read 119532 times, Posted Sun 13th of February 2011
Fantasy , Anal, Cum Swallowing, Gay, Hardcore, Oral Sex, Romance, Teen Male / Teen Male, Transvestite
Late Night In The Office by Heatround
Rated 94.3%, Read 116856 times, Posted Tue 13th of August 2013
Fantasy , Hardcore, Transgendered, Transsexual, Transvestite
A New Waitress in Town by G. Snave
Rated 91.8%, Read 115713 times, Posted Mon 24th of April 2006
Fiction , Anal, Bi-sexual, Blowjob, Cum Swallowing, Transvestite
Halloween with Kym_(0) by jackie offee
Rated 94.2%, Read 115644 times, Posted Thu 16th of June 2011
Fiction , Exhibitionism, Incest, Transvestite
AuntSammy by ShEhEmAlE
Rated 77.9%, Read 112364 times, Posted Tue 22nd of August 2006
True Story , Anal, Blowjob, Cum Swallowing, Transgendered, Transsexual, Transvestite
I Discover Jenna's Secret by Rutger5
Rated 94.1%, Read 112113 times, Posted Sat 4th of December 2010
Fiction , Anal, Ass to mouth, Coercion, Teen, Transvestite, Virginity
Halloween_(1) by Heatround
Rated 83.7%, Read 111140 times, Posted Wed 11th of May 2005
True Story , Bi-sexual, Domination/submission, First Time, Gay, Hardcore, 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%, Read 110889 times, Posted Thu 14th of January 2016
Fantasm , Anal, Bi-sexual, Blowjob, Cum Swallowing, Drug, Toys, Transgendered, Transsexual, Transvestite, Young